Fleming Island FL Multi Generational Style Homes for Sale

The perfect place to call home and it's tucked away on a quiet cul-de-sac. Roof 2024, HVAC unit 2019 and hot water heater 2025. The kitchen features a charming eat-in nook, breakfast bar, stylish cabinetry paired with stainless steel appliances, all while seamlessly connecting to the family room and formal dining area. The main owner's suite is roomy with two walk-in closets, dual vanities and sinks, relaxing garden tub, and a separate walk-in shower. The secondary suite, ideal for generational living, offers its own full bath, two closets and private access to the back patio. The home features a three-car garage and an oversized driveway, allowing ample space for multiple vehicles and guest parking. This home offers comfort, quality and functionality!

144 Oakwood Plantation Drive, Fleming Island

Listing courtesy of UNITED REAL ESTATE GALLERY.

$505,000

5 Beds ⋅ 4 Baths ⋅ 2136160 MLS

Imagine sitting on the front porch enjoying your coffee soaking in the morning sun. Entering your new to you home, you have a dining room and flex room up front with a circular foyer. Head to the back of the house to a large open great room with a wall of windows facing a serene lagoon. Backyard is fully fenced. Imagine sitting on the extensive screened lanai watching nature and enjoying the sunset. Back inside, the open kitchen boasts a large breakfast bar with lots of counter space. The pantry is amazingly huge! 3 downstairs bedrooms are on 1 side of the house and the owner's suite is on the other side. 3 full baths are downstairs. Upstairs, is a separate large bedroom or bonus room with it's own private bath. In the immediate neighborhood is a path that takes you to a scenic dock on Doctors Lake. Within walking distance at the front of the neighborhood is a large playground with picnic area and basketball courts. Truly a great home for those who want lots of options.

1412 Walnut Creek Drive, Fleming Island

Listing courtesy of KELLER WILLIAMS REALTY ATLANTIC PARTNERS.

Selling Office: .

$369,000

4 Beds ⋅ 3 Baths ⋅ 2132162 MLS

Imagine living here - lakefront living in this Fleming Island home near the St Johns River. This home, with a major 2017 wing addition providing a mother in law or guest room with separate entrance making it a 4 bedroom multigenerational layout or room rental income producing house, has all the big home maintenance items completed. -New structural sheathing -James Hardie low-maintenance fiber cement lap siding -Windows replaced and new sliding glass door - Re-piped plumbing & new water heater - Fresh Sherwin-Williams exterior paint - 35-year transferable warranty architectural shingle roof - New garage overhead door & opener - Freshly painted interior rooms and trim - New carpet in guest suite - Dedicated Mini-split AC/Heat for Guest addition - New gutters See more in the documents tab as well as major features and upgrades. Prelisting Home Inspection repairs were also completed prior to presenting the home for sale. See more about the house... Designed with a quasi-open layout with exceptional flow, the dedicated dining room transitions effortlessly into the kitchen and breakfast nook overlooking the lake, then circling back to the family room, where vaulted ceilings and expansive natural light make the heart of the home feel bright and spacious. A split-bedroom layout places the owner's suite privately opposite the junior bedrooms, while the mother-in-law suite occupies its own separate front wing for maximum privacy. Use the addition for aging parents, adult children, nursery and playroom, home office, home gym, or a second den and media room. Add a kitchenette and use it as room rental income. Possibilities are endless. Step outside to a free-standing covered deck overlooking the lake and the seller's lighted fountain, which creates beautiful nighttime water displays and can be repositioned on the seller's portion of the lake. Enjoy coffee or wine watching Florida aquatic wildlife like turtles or water birds and peaceful ripples across the water. The fenced yard is framed by mature maple trees and features a fruit-producing loquat tree in the front yard. Enjoy fresh loquats--or try one of the seller's favorite recipes, including the Loquat Muffin recipe available under the documents tab. An oversized 20x22 garage plus an 8x8 storage shed provide ample room for tools and storage. There's also a covered platform at the side yard ready for a future generator. The side yard offers space for a boat or small RV--and with no HOA or CDD, you have the freedom to park without hassle. Located minutes from A-rated Clay County schools including Robert M. Paterson Elementary School, Fleming Island High School, and Green Cove Springs Junior High School. Enjoy nearby shopping and dining along County Road 220, plus outdoor recreation at Moccasin Slough and Spring Park. Multiple nearby boat ramps provide easy access to Doctors Lake, Black Creek, and the St. Johns River. Lakefront flexibility. Major upgrades. No HOA or CDD. Endless possibilities. Convenient to downtown Jacksonville, NAS JAX, Baptist Medical Center Clay, Shops and restaurants on Country Road 220, and Green Cove Springs,

426 Harvest Bend Drive, Fleming Island

Listing courtesy of MANIFEST REALTY.

Selling Office: .

$675,000

4 Beds ⋅ 3 Baths ⋅ 2127260 MLS

This rare, single-story, modern pool home in Eagle Nest Preserve offers a thoughtfully designed open-concept layout ideal for today's lifestyle. Built with quality and functionality in mind, the residence features 4 bedrooms (2 Primary Suites!), 3 full baths, plus a dedicated office—providing ample space for family living, work, and entertaining. Situated on a private cul-de-sac lot with no homes in front or behind, the property offers exceptional privacy and tranquility, all within walking distance to Fleming Island High School, the Public Library and local eateries. The split floor plan is loaded with upgrades, including oversized doors, quartz countertops throughout, 42'' soft-close cabinetry in the kitchen, and floor-to-ceiling tile in every shower. A whole-home solar system adds significant value, delivering long-term energy savings, reduced utility costs, and enhanced efficiency—an increasingly important benefit for today's homeowners. Seamless indoor-outdoor living is achieved when your three-panel glass sliders are opened and disappear combining your main living area with your screened brick-paver lanai, complete with a saltwater pool - ideal for relaxing or entertaining year-round. Located in a highly sought-after, family-friendly community, this home is zoned for A-rated schools and offers full access to all Eagle Harbor amenities, including resort-style pools, parks, playgrounds, sports fields, and walking trails - making it an exceptional environment for raising children. Schedule your private showing today and experience firsthand the comfort, privacy, and lifestyle this exceptional home delivers. Note: If you are a VA buyer, ask about the potential of taking over the 3.75% rate mortgage.

2169 Arden Forest Place, Fleming Island

Listing courtesy of COLDWELL BANKER VANGUARD REALTY.

Selling Office: .

$825,000

4 Beds ⋅ 3 Baths ⋅ 2119451 MLS

Welcome to 1479 Scarlet Way—an elegant, beautifully updated 4BR/3BA home in coveted Hibernia Plantation. Surrounded by majestic oaks, this Fleming Island retreat offers timeless charm and modern living. A circular drive and private driveway lead to an ample 2-car garage with storage and extra parking. Inside, hand-scraped wood floors, refined lighting, and a custom wrought-iron staircase set a stunning tone. The main level opens to a covered, screened outdoor living and dining area overlooking the sparkling pool, heated spa, and lush, private backyard. The kitchen features new appliances, countertops, sink, backsplash, and floating shelves. A fully reimagined owner's suite bath, updated systems, and beautifully refreshed interiors elevate the home throughout. Outdoor enhancements include new pavers, fencing, landscape, porch flooring, exterior paint, covered gutters, and solar-heated spa. Direct access to the private neighborhood trail and riverfront deck is just steps away.

1479 Scarlett Way, Fleming Island

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$570,000

3 Beds ⋅ 3 Baths ⋅ 2112717 MLS

GOLF, GOLF, GOLF! Located in the prestigious Community of Eagle Harbor in Fleming Island, this custom home sits on the award-winning Eagle Harbor golf course with serene views of the 17th hole & unmatched privacy. Offering two spacious owners' suites, a third bedroom and bath, and a stunning solarium surrounded by conservation, this home blends luxury with tranquility. The open concept kitchen features solid wood cabinetry, granite counters, and gourmet appliances. Additional highlights include two large climate-controlled storage rooms or workshops, a 3-bay courtyard-entry garage perfect for two cars and a golf cart, and recent upgrades including a newer roof, HVAC, water heater, gutter guards, and pavered drive. Enjoy access to Eagle Harbor's award-winning amenities�pools, boating, tennis, pickleball, trails�and top-rated Clay County schools, all with low HOA/CDD fees.

1853 Inlet Cove Court, Fleming Island

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$418,000

3 Beds ⋅ 2 Baths ⋅ 2098774 MLS

Major Updates Complete | All-Brick Ranch | Cedar Framing | No HOA Move forward with confidence in this solid all-brick ranch home where the most expensive updates are already completed—making it an exceptional opportunity for buyers seeking long-term value, durability, and peace of mind. Recent improvements include a brand-new roof on the detached garage, new roof on the main home, new water heaters for both the home and garage, full repipe, and all electrical wiring throughout the main home fully updated. Even better, the home features cedar framing, known for its natural resistance to pests and moisture, added durability, and long-lasting structural integrity—a rare and valuable construction feature. The detached garage offers a flexible workshop plus a finished upstairs bonus suite, ideal for a home office, guest space, gym, or creative space (buyer to verify use). Outside, enjoy a spacious fenced yard with mature trees, an oversized driveway with room for boat or RV parking, and the freedom of no HOA or CDD fees. Well and septic help keep monthly utility costs low, while the brick exterior and cedar framing provide low-maintenance, solid construction. Inside, the home offers a generous layout ready for your personal touches, combining timeless craftsmanship with modern upgrades already complete. Big-ticket items done. Structure built to last. Move in with confidence. Schedule your private showing today. Convenient location near local shopping, dining, medical offices, schools, parks, and the St. Johns River. Buyer Incentive: $5,000 lender credit available toward closing costs, prepaids or rate buydown when using preferred lender. (See private remarks for details.) Motivated seller shows easily. Submit your offer and make this Fleming Island opportunity yours!

136 Hollywood Forest Drive, Fleming Island

Listing courtesy of KELLER WILLIAMS ST JOHNS.

Selling Office: .

$1,000,000

4 Beds ⋅ 4 Baths ⋅ 2095597 MLS

Custom-built, ADA-friendly home in the heart of Fleming Island with no HOA or CDD fees. Quietly tucked away yet minutes to top-rated Clay County schools, shopping, and dining. Features a large private in-law suite, gourmet kitchen with cherry cabinets, stainless appliances, wine fridge, double ovens, butler's pantry, and granite throughout. Owner's suite boasts a 21x16 custom closet, jacuzzi tub, travertine shower, and dual vanities. Enjoy river breezes from the front porch or entertain on the back lanai with a gas fireplace. Oversized, fully fenced lot with room for a pool. 3+ car cooled garage, detached shed, circular drive, tile roof, and Generac generator. Impeccable landscaping and unmatched quality in a prime location.

132 Malley Cove Lane, Fleming Island

Listing courtesy of BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY.

Selling Office: .

$659,000

5 Beds ⋅ 4 Baths ⋅ 2094726 MLS

Welcome to Oak Haven an exceptional property located in the prestigious Golf Community of Eagle Harbor, offering a rare blend of charm, versatility, and location. This well-appointed executive home features five spacious bedrooms, four bathrooms, and a home office in approximately 2,734 square feet of thoughtfully designed living space - plus an oversized 2 car garage. Situated on a desirable quarter acre lakefront lot, the home is perfectly positioned for beautiful sunrises and mesmerizing sunsets. The inviting main level showcases a bright and open floor plan ideal for comfortable everyday living and stylish entertaining. Adding to its appeal is a private upper-level bonus suite - complete with its own bath, and enchanting lake views. Step outside and enjoy a quiet screened in lanai and fenced green yard. This home has been freshly painted inside and out, and the garage floor has been Shark coated. Located just moments from vibrant shops and restaurants. Realtor owned.

1821 Vista Lakes Drive, Fleming Island

Listing courtesy of KELLER WILLIAMS FIRST COAST REALTY.

Selling Office: .

$800,000

4 Beds ⋅ 4 Baths ⋅ 2091660 MLS

This beautiful Sid Higginbotham home has been pristinely maintained and tastefully updated with New roof, AC units, hot water heater, wide plank flooring and fresh interior paint. The details and standards to which this home is built are simply not done outside of a custom home. Conveniently located in the sought after golf and country club community of Eagle Harbor with resort style amenities, community pools and A rated schools. Daniels Landing has a private community day dock & boat slips. The estate size lot is over a half acre & features a grand paver patio built around a massive exterior fireplace for year-round entertaining. Inside you are welcomed to an entry flanked by formal dining, living & office w/ coffered ceiling. Oversized owner's suite w/ sitting area and en-suite bath are on the first floor along w/ another bedroom, full bath & half bath for guests. The 2 story family room is steps from the gourmet kitchen. Upstairs features a loft, 2 more bedrooms & full bath

1821 Wind Ridge Court, Fleming Island

Listing courtesy of THE LEGENDS OF REAL ESTATE.

Selling Office: .

$578,000

3 Beds ⋅ 3 Baths ⋅ 2087148 MLS

**MULTIGENERATIONAL, GUEST HOME, RV/BOAT PARKING**1.79 ACRES**NEWER ROOF**This is a truly unique and SPACIOUS property, boasting an impressive lot of almost 2 acres! The charming main house features beautiful CEDAR SIDING and a welcoming living room with a stone FIREPLACE that flows into a stunning BONUS ROOM. This unique space, constructed entirely of cedar and filled with natural light, is a true highlight. The kitchen boasts 3-level granite countertops. The master suite offers a walk-in closet with BUILT-IN SHELVES, dual vanities in the bathroom, and a private SCREENED-IN PATIO - 1 of 3 on the property! Enjoy peace of mind with a NEW ROOF (2024) and NEW WATER HEATER, plus a 15KW GENERATOR. Outside, a charming gazebo with wooden chair swings invites relaxation. Perfect for MULTIGENERATIONAL LIVING, a separate 800 sqft GUEST HOUSE/in-law unit includes a full kitchen, washer/dryer, and is plumbed for gas with its own utilities. RV and boat owners will appreciate the HUGE CARPORT with 50 AMP service and an additional 30 amp breaker. 2 SHEDS WITH ELECTRIC offer even more storage or workshop space. Nestled on a quiet road in a peaceful neighborhood abundant with wildlife, this property offers a serene country lifestyle while being conveniently close to a wide array of shopping and dining options. Don't miss this amazing opportunity!

1466 Arena Road, Fleming Island

Listing courtesy of CHAD AND SANDY REAL ESTATE GROUP.

Selling Office: .

$570,000

5 Beds ⋅ 5 Baths ⋅ 2029538 MLS

Nothing to do but move right into this beautiful, well maintained home in the desirable 'Links' community of Fleming Island Plantation. This spacious home features a formal living room, dining room, a large eat-in kitchen that is open to a generous sized family room. The primary bedroom is huge and features tray ceilings, a sitting area, two separate 'his' and 'her' bathrooms and a large walk-in closet. Two of the other bedrooms are connected with a Jack-N-Jill bathroom. There is another bedroom off the family room that would be perfect for multi-gen needs with another full bathroom. The lovely enclosed sunroom allows enjoyment of the serene backyard. The home has all new flooring in most of the living areas, new carpet in all the bedrooms, new roof in 2023 as well as new interior paint, light fixtures, HVAC & hot water heater. This is truly a wonderful family home that is within walking distance to pool and schools.

1908 White Dogwood Lane, Fleming Island

Listing courtesy of WATSON REALTY CORP.

Selling Office: .

$1,090,000

6 Beds ⋅ 5 Baths ⋅ 2027541 MLS

All the benefits of waterfront living. Bring your toys to this beautifully remodeled 6 bedroom 4.5 bath pool home with 4 car garage steps from the private community dock leading to your soon to be completed boat slip on Doctors lake. The private preserve view beyond the gorgeous pool complete with spa, outdoor fireplace and summer kitchen with covered porch, sitting area and massive screen enclosure is an amazing entertainment space for family and guests. Boasting the best sunsets on the east coast an award wining Eagle Harbor golf course, club house and resort style amenities this home truly has it all. Roof & AC units replaced 2021. Two bedrooms with en-suite baths down. Four additional bedrooms and 2 more full baths upstairs. Semi finished studio located over one of the garages currently used for additional storage. New flooring and carpeting throughout entire home, fresh color scheme with designer touches in every room. A rated schools. Expecting multiple offers deadline 06/07.

3460 Mainard Branch Court, Fleming Island

Listing courtesy of THE LEGENDS OF REAL ESTATE.

Selling Office: .

$612,500

5 Beds ⋅ 4 Baths ⋅ 2012563 MLS

Discover your dream home in Fleming Island's Eagle Harbor! This exquisite 5-bed, 4-bath residence spanning 3345 sq ft offers luxury and convenience. Unwind in dual master suites or host guests in the unique guest wing with hidden entry&kitchenette. With a new roof, energy-efficient windows, mosquito-repellent system, and a generator, this home is perfect for Florida living .Walk to St. John's Academy & FIE; enjoy lifestyle living nestled in a tranquil cul-de-sac with a landscaped backyard. Indulge in luxury with golf course and resort-style pools nearby. The multi-generational floor plan caters to diverse living needs with four distinct living areas, each with private baths. Experience the epitome of Florida living! Multi-generational home with private scenic woodland views in desirable cul-de-sac lot Versatile floorplan features 4 different full bedroom suites which include 2 master suites (one down and one up), a guest suite and a hidden guest wing with separate living area and kitchenette! Enjoy Tennis, Boating, Biking, Hiking, Soccer Fields and so much more Introducing the Ultimate Guest Wing Experience: Be the talk of friends & family when they see this innovative design element! Step past the hidden door bookcase like you entering your favorite speakeasy and you will find what was the 4th and 5th Bedrooms with a full bath converted to a Fully Equipped Guest Suite with living area & kitchenette. Your guest, family or au pair will be able to make their own refreshments and snacks without having to leave the comfort of this private space. And the best part? It can easily be converted back if needed, giving you the flexibility to tailor the room to your preferences. Prepare for Florida Summer and Hurricane Season with lower maintenance and insurance costs! This homeowner has already done it all so that you can just move in. It feels like you hit the "easy button" and enjoy the savings and peace of mind that goes along when you see the new roof (2023), Energy Efficient windows (2021) and exterior doors (2021) and whole home generator (2021). The generator is powerful enough to keep the 4 zone top-of-the-line Trane air conditioner running to keep you cool and comfortable if the electric goes out during storm season. The home has even been dressed to impress with professional interior paint job, new carpets, newer luxury vinyl plank flooring, additional crown molding, custom built ins with desk and window bench! Watch the Video: https://snip.ly/Video-1740HorizonCt Take the 3D Tour: https://snip.ly/3D*Tour-1740HorizonCt Private Woodland Paradise: Located in Timber Woods subdivision of Eagle Harbor, you'll be attached to Lick Skillet Nature Preserve with its large playground for the kids. You'll find more privacy on this quiet cul-de-sac lot backing to serene woodlands for pristine views. Enjoy outdoor living with a professionally landscaped backyard that includes a large open & covered paver patio for outdoor entertaining & dining plus ample backyard leftover for tossing the ball around. Feel safe with a secure fence to keep children and pets safe. At night enjoy the landscape lighting up your beautiful home while you take a stroll down the stone walkway to a firepit for a glass of wine or roasting marshmallows by the fire. Make Friends & Lifetime Memories in Eagle Harbor: They made summer camp into a neighborhood and now you can enjoy it year-round! Find waterparks with curly slides, diving boards, wading pools and splash parks; volleyball courts, basketball courts, soccer fields, tennis & pickleball courts to keep you young & active, parks for strolling & jogging, playgrounds, boat & RV storage and a dock on the water! Friendly community on 3,000 acres with elementary school and golf course (separate membership)! Active community with fitness classes and other organized programs

1740 Horizon Court, Fleming Island

Listing courtesy of PHYLLIS FRANKEL REALTY GROUP.

Selling Office: .

$778,000

7 Beds ⋅ 5 Baths ⋅ 1205416 MLS

Situated on the 15th fairway in the gated River Hills neighborhood of Fleming Island Plantation is one of Fleming Island's most unique homes. With one of the largest lots in River Hills this 7 bedroom 4.5 bath home is built like a fortress! The first floor walls are pre-cast concrete and the first and second floors are concrete as well. This home also features one of the largest garages we have seen in a while with over 900 sq ft and although it looks like a 3 car garage it has the ability to house up to 5 cars and a golf cart. The first floor consists of a one bedroom efficiency guest or in-law apartment and four bedrooms together with three full baths, two of which are 'Jack and Jill'. The owners suite is on the second or main floor and has a smaller bedroom or office next to it. There is a very large family room/dining room combination with four sets of sliding glass doors leading out to the deck with outstanding views of the golf course beyond. There is another room adjacent to the kitchen that could be a den, library or office. The gourmet kitchen is quite spacious and has extensive cabinetry including a food prep island, appliance garages, two sinks, two pot-fillers, two dishwashers, quartz counters and more. This is a very custom home built by a well known local contractor. There is a circular driveway and fountain with lush, mature landscaping and a very wide lot with lots of privacy. This is a home to suit the largest of families and is conveniently located near the new Baptist hospital, A-rated schools and all the amenities that Fleming Island has to offer.

1770 Victoria Chase Court, Fleming Island

Listing courtesy of WATSON REALTY CORP.

Selling Office: .

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Fleming Island Multi Generational Style Real Estate & Homes