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$940,000
6 Beds ⋅ 5 Baths ⋅ 2155371 MLS
This stunning six-bedroom, five-bath home welcomes you with warm wood flooring that flows throughout the first floor, including the master bedroom and staircase. The heart of the home is a gourmet kitchen, featuring a granite-topped California island, 42-inch cabinetry, stainless steel appliances, and three ovens, perfect for entertaining. The family room boasts wood floors, a beautiful tabby stone fireplace, and built-in cabinetry. Step outside to your private paradise: a screened-in, resort-style pool with waterfall, large enough for a game of pool volleyball. Golf enthusiasts will love the view of the 16th hole, along with the private putting and chipping range right in your backyard. The master suite and additional guest suite are conveniently located downstairs, while upstairs you'll find three more bedrooms, plus a loft, and a media room that can serve as a sixth bedroom.

1964 Hickory Trace Drive, Fleming Island
$1,250,000
5 Beds ⋅ 5 Baths ⋅ 2151253 MLS
Located on a private cul-de-sac in the desirable Black Creek section of Eagle Harbor, this custom-built Poimbeouf home offers exceptional space, comfort, and accessibility. Designed specifically for its oversized lot, the home features soaring ceilings, wide hallways, and an open-concept layout filled with natural light. The main level includes dual owner's suites, a guest bedroom with full bath, and fully wheelchair-accessible living spaces. Upstairs, you'll find two spacious bedrooms and a large bonus room ideal for a media room, playroom, or home office. Enjoy Florida living at its finest with a screened pool, summer kitchen, fire pit, and expansive outdoor entertaining areas overlooking a peaceful lagoon. Combining thoughtful design, privacy, and luxury, this one-of-a-kind home is a rare opportunity in one of Fleming Island's most sought-after communities.

2771 Shade Tree Drive, Fleming Island
$1,600,000
5 Beds ⋅ 5 Baths ⋅ 2150561 MLS
This luxurious Riverfront Estate sits high above the St. Johns River, 4266 sq. ft., 5 bedrooms, 4.5 baths, large open kitchen with island, separate den, separate office, two owner's suites on first floor. Then step outside, large homesite, 3 car garage, screened enclosed pool with hot tub and large covered lanai, bulkhead, dock, boathouse and generator. And the best part, high-high ceilings, flooded with light, fabulous sunrise and moon views, crabbing, fishing, shrimping, water sports and water access to the world. All right here in the heart of Fleming Island. New roof 10/25, new AC 06/26. Shared dock walkway with separate ending platforms.

2371 Bridgette Way, Fleming Island
$879,900
5 Beds ⋅ 5 Baths ⋅ 2150452 MLS
HEATED POOL - PRIVATE BOAT SLIP - GUEST APARTMENT. Welcome to the ultimate Florida lifestyle package!! Rarely does a property offer this level of luxury, flexibility, and waterfront lifestyle in one complete package. Enjoy a heated pool, oversized hot tub, screened lanai, and spectacular outdoor kitchen designed for entertaining. Boaters will love the assigned slip with 10,000 lb lift on Swimming Pen Creek and direct access to the St. Johns River. Offering 3,574 heated & cooled sqft. (includes a 600 sqft apartment above the detached garage), this beautifully remodeled home features an incredible chef's kitchen, stunning primary suite, updated baths, new flooring, formal living & dining rooms, a large game room, and abundant storage. The detached garage includes a pool bath, outdoor shower, premium storage system, and private guest quarters--ideal for visitors, extended family, or a home office. Situated on a fully fenced ½-acre lot with dedicated space for a boat, RV, trailer, & more!! BONUS: FREE ONE YEAR HOME WARRANTY UP TO $750!!

1894 Osprey Bluff Boulevard, Fleming Island
$1,150,000
5 Beds ⋅ 5 Baths ⋅ 2145548 MLS
Luxury opportunity in prestigious Pace Island! This custom-built 2007 estate offers resort-style living with a private pool, basketball court, lagoon views, and elegant finishes throughout. The sellers are highly motivated and have priced this home aggressively for an immediate sale. Currently in pre-foreclosure, this is your chance to secure one of Fleming Island's premier luxury homes before it's gone. Homes with these features, location, and value rarely become available. The sellers are reviewing all serious offers and are ready to make a deal. Don't wait for another buyer to beat you to it--schedule your private showing today and submit your strongest offer. This is one of the best luxury values in Northeast Florida!

1952 Rose Mallow Lane, Fleming Island
$780,000
4 Beds ⋅ 5 Baths ⋅ 2139737 MLS
Experience refined living in this stunning custom-built 4-bedroom, 4.5-bath home in prestigious Eagle Harbor. Exceptional craftsmanship shines throughout, perfectly positioned on an oversized pond-view homesite. The gourmet kitchen offers generous counter space, a large island, breakfast bar, and seamless flow into the great room with fireplace--ideal for entertaining. Enjoy tranquil pond views from the screened porch, blending indoor and outdoor living. The main level features two private suites, including an in-law retreat with kitchenette, plus dual laundry rooms. Upstairs, find additional bedrooms and a spacious bonus room with wet bar for recreation or relaxation. Highlights include a 3.5-car garage, hidden safe room, and proximity to Eagle Harbor's sought-after amenities. Some photos may be virtually staged.

2727 Shade Tree Drive, Fleming Island
$675,000
5 Beds ⋅ 5 Baths ⋅ 2137244 MLS
I simply couldn't wait to tell you about an extraordinary property I've just listed in Fleming Island Plantation. This isn't just another listing; it's a truly exceptional residence that blends contemporary sophistication with unparalleled versatility, making it stand out in every regard. One of its most compelling features, setting it apart from anything else on the market, is the completely independent, fully-appointed private guest apartment. Imagine the possibilities: a tranquil haven for extended family, a luxurious and secluded space for guests, or an inspiring, dedicated traveling doctor or nurse . This self-contained unit offers ultimate flexibility and privacy, complete with its own living space and amenities. The main house itself is a masterpiece of design. This home truly encapsulates the very best of Fleming Island living - a unique fusion of modern luxury, thoughtful functionality, and an unbeatable location. New Windows , patio screens , newer AC and Roof.

2336 Links Drive, Fleming Island
$2,000,000
4 Beds ⋅ 5 Baths ⋅ 2137447 MLS
Legacy on the St. Johns. Set on 3.5 acres with sweeping river frontage, this waterfront estate offers rare scale, privacy, and craftsmanship. The 4,068 SF main home opens through a columned portico into a 20' foyer and triple-arched gallery hall. A bow-windowed river room and study with gas fireplace and built-ins anchor the main level, alongside a chef's kitchen and master suite with double tray ceiling and spa bath. Elevator, 2025 roof, and windows throughout framing river views. Upstairs bonus room with morning kitchen and half bath offers flexible living. Screened pool and spa overlook the water; full dock package includes covered slip, boat lift, platform, and bulkhead. The 1,960 SF guest house with screened porch and two-car garage suits multigenerational living or extended stays. Minutes from Fleming Island's top schools, dining, and shopping -- privacy without isolation. Properties like this on the St. Johns rarely come to market.

4665 Raggedy Point Road, Fleming Island
$1,999,000
5 Beds ⋅ 5 Baths ⋅ 2134775 MLS
Discover the epitome of luxury waterfront living at 1317 South Shore Drive in the heart of Fleming Island. This stunning estate, meticulously gutted and completely renovated between 2025 and 2026 with high-end construction quality and exquisite finishes, offers an unparalleled blend of modern elegance and serene natural beauty. Nestled on a sprawling 1.71-acre lot with 100 feet of pristine water frontage along Doctors Lake, this property boasts breathtaking, unobstructed views that capture the essence of Florida's coastal charm. Step outside to your private oasis, featuring a sparkling pool, summer kitchen, a large balcony overlooking it all, and a dock with boathouse; ideal for boating enthusiasts or simply savoring sunsets over the water. Inside, the expansive 3,977 square feet of living space is designed for both comfort and sophistication. The open-concept layout includes 5 spacious bedrooms, plus a dedicated office and versatile flex rooms to suit your lifestyle needs. With 4.5 luxurious bathrooms, every detail has been thoughtfully curated. The heart of the home is the large gourmet kitchen, equipped with top-of-the-line appliances, custom cabinetry, and a convenient butler's pantry! Additional highlights include a generous 3-car garage for ample storage and convenience. This fully reimagined residence combines timeless appeal with contemporary upgrades, ensuring a turnkey experience in one of Fleming Island's most coveted locations. Don't miss this rare opportunity to own a piece of paradise!

1317 South Shore Drive, Fleming Island
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