Fleming Island Real Estate Search

Fleming Island Homes with a Pool for Sale

Our website features the best real estate search for homes with a pool properties available in Fleming Island and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Fleming Island Homes with a Pool for Sale

$900,000
5 Beds 3 Baths 2160549 MLS
This truly unique home is an entertainer's dream, offering nearly 4,000 square feet of light-filled interior living space and more than 2,000 square feet of incredible outdoor living. Soaring 12-foot ceilings enhance the light, bright, and open design, while expansive, flexible spaces accommodate nearly every lifestyle. This is a home unlike any other in Eagle Harbor. Situated on a large one-third-acre cul-de-sac lot overlooking a peaceful pond, this fresh and move-in-ready home features four bedrooms on the main floor, an upstairs fifth bedroom that could also serve as an additional bonus room and a dedicated offfice which could serve as a sixth bedroom. One of the home's most remarkable features is the enormous flex space overlooking the pool. With a private entrance and plumbing already in place for a future bathroom, this versatile area offers incredible potential for an in-law or guest suite, home gym, home-based business, game room, studio, or additional living space. Outside, your private resort awaits. The pool is surrounded by a massive screened, pavered outdoor living area featuring a covered lounge area with a fireplace and television--all overlooking the beautiful pond. Whether hosting a crowd or enjoying a quiet evening at home, this space was designed for year-round Florida living. Additional highlights include a spacious primary suite with a walk-in closet and custom closet system, a three-car garage, and an extended paver driveway. Located in the heart of award-winning Eagle Harbor, residents enjoy three community pools, tennis and pickleball courts, golf, and access to boating and waterfront recreation along Doctors Lake. This extraordinary property offers the space, flexibility, and lifestyle that make it truly one of a kind.

1709 Broad Water Court, Fleming Island

$650,000
4 Beds 3 Baths 2157649 MLS
Beautifully maintained 4-bedroom, 3-bath pool home situated on a corner lot in a highly sought-after gated community. This home offers a functional floor plan with quality upgrades throughout and is designed for both everyday living and entertaining. Recent improvements include a newer architectural shingle roof, newer fence, updated landscaping, gutters, paver driveway and walkways, newer pool pump, and newer pool heater. The backyard is built for entertaining with a screened-in heated pool, summer kitchen, and spacious paver patio. Inside, you'll find luxury vinyl plank flooring throughout the main living areas, crown molding, plantation shutters, French doors leading to the patio, a gas fireplace, built-in shelving and cabinetry in the family room, and built-in shelves in the fourth bedroom, making it an ideal office or flex space. Surround sound is installed in the family room, living room, primary bathroom, and patio. The kitchen features granite countertops and a matching granite backsplash, Bosch appliances, and a gas range. The guest bathroom has been updated with a quartz countertop and a walk-in shower. Residents enjoy access to the Fleming Island Amenity Center, featuring resort-style pools, tennis courts, basketball courts, playgrounds, walking trails, and other outstanding community amenities. Located in a desirable gated community close to top-rated schools, shopping, dining, and major roadways, this move-in-ready home offers the updates, features, amenities, and location buyers are looking for.

1641 Margarets Walk Road, Fleming Island

$700,000
5 Beds 4 Baths 2157239 MLS
Rosewood pool home on a .34 acre, coveted golf course view lot and located in the main hub of Eagle Harbor; walking distance to the clubhouse and a short bike or car ride to all of the resort style amenities and A-rated Fleming Island Elementary. NEW Roof at closing, with acceptable offer. The versatile floor plan is a mix of traditional and modern with a formal dining room and entry, but also an open plan in the main living area. The over 3,000 square feet offers 5 bedrooms, 4 bathrooms, with the 5th bedroom currently used an office with a closet. The bedrooms are split into different zones, making it a great plan for guests, family or extra flex rooms. Two bedrooms with wood floors share a Jack-and-Jill bathroom on the first floor, and upstairs is a complete oversized bonus room with a full bathroom and a walk-in closet PLUS an extra storage closet. The primary bedroom retreat is tucked away on the other side of the home and includes two walk-in closets, a garden tub, dual sinks and charming circular windows. The open kitchen and living room area were designed for entertaining. The kitchen features a long two-tiered island with the sink overlooking the back yard, plenty of prep space and cabinets galore! Windows lining the back of the home take full advantage of the view out back and allow natural light to fill the room. The focal point of the living room is the gas fireplace flanked by built ins, creating an inviting place to gather. This indoor space flows effortlessly to the outdoor living space, making entertaining easy both inside and out. The 2-year-old pool (2024) includes an extended swim lane for those who like to swim laps. The expansive pool decking has room for tanning in your lounge chairs, adding a summer kitchen and dining spot, or entertaining friends. A generously sized, fully fenced backyard overlooks the 3rd fairway of the Eagle Harbor Golf Course making the yard feel even larger. Plenty of green space for play, adding a garden, or creating a back yard oasis. A courtyard-entry garage enhances the home's curb appeal while creating an inviting front elevation. A hand pump, rock well will provide water, even when the rest of the neighborhood is out of power; a great back up system! Located in the highly sought-after Eagle Harbor community, you'll enjoy resort-style amenities including multiple pools, tennis and pickleball courts, playgrounds, walking trails, a championship golf course, and convenient access to shopping, dining, top-rated schools, and everything Fleming Island has to offer. Homes offering this combination of golf course views, a large backyard, flexible living space, and an incredible pool are a rare find. Schedule your private showing today and discover why this Eagle Harbor home stands out from the rest.

2283 South Brook Drive, Fleming Island

$679,000
5 Beds 4 Baths 2157226 MLS
PAID OFF-CDD Bond; 3% seller concessions offered by seller to the buyer at closing. Eagle Harbor Golf Course Views | Heated Pool, Tanning Deck & Gazebo | | In-Law Floor Plan | A-Rated Schools | 3-Car Garage | Bonus Room Imagine ending every day in your own private resort. Perfectly positioned along the 13th green of the award-winning Eagle Harbor Golf Course, this exceptional executive home in Waterford Landing blends luxury, privacy, and timeless design with breathtaking golf course and pond views. The backyard is truly the showpiece of this home. A heated pool with three cascading waterfalls creates the soothing ambiance of a luxury spa while overlooking the lush fairways of Eagle Harbor. Relax on the sun-soaked tanning deck, unwind beneath the covered lanai, entertain in the separate gazebo, or simply enjoy the peaceful sounds of cascading water. Designed for both entertaining and everyday enjoyment, this outdoor oasis makes every day feel like a vacation. This expansive home offers 5 bedrooms, 4 bathrooms with a downstairs primary suite, split secondary bedrooms with a Jack-and-Jill bath, an oversized bonus room, a desirable in-law floor plan, and a spacious 3-car garage designed for the car enthusiast. From the moment your inside, you'll appreciate the thoughtful updates and elegant finishes. Soaring 10-foot ceilings, granite countertops, an open-concept living area, separate dining room, wood-burning fireplace, and whole-home surround sound create the perfect balance of sophistication and comfort. The spacious eat-in kitchen with breakfast bar flows seamlessly into the main living spaces, making entertaining effortless.The first-floor primary suite offers a private retreat featuring tray ceilings, double vanities, granite countertops, a soaking tub, separate shower, and a walk-in closet. Upstairs, the oversized bonus bedroom includes its own private bathroom, sitting area, and an impressive 100-square-foot walk-in closet, making it an ideal second primary suite, private guest retreat, or multigenerational living space. An added financial advantage is the CDD bond has been paid off, leaving only the annual maintenance fee while allowing you to enjoy all of Eagle Harbor's exceptional amenities. Additional highlights include Lifeproof® LVP flooring, a split-bedroom floor plan, landscape lighting, outdoor surround sound, sprinkler system, gutter protection, mature landscaping, and a durable 50-year shingle roof. Living in Eagle Harbor means enjoying one of Northeast Florida's premier master-planned communities featuring a championship golf, resort-style pools, tennis, Pickleball and basketball courts, walking trails, playgrounds, a golf cart and community dock and boat launch, RV and boat storage, and being located within an A-rated Clay County school district, including Fleming Island Elementary, Green Cove Springs Junior High, and Fleming Island High School. If you've been searching for an executive golf course home that offers resort-style outdoor living, a flexible multigenerational floor plan, outstanding community amenities, and long-term value this home delivers an exceptional Florida lifestyle. Close proximity to NAS, Restaurants, Shopping, Hospitals, Parks, Boat Launches, Water Activities and access to Doctors Lake at the community boat launch.

1413 Course View Drive, Fleming Island

$549,000
4 Beds 3 Baths 2157047 MLS
Located in the desirable gated community of Margarets Walk, this move-in-ready 4-bedroom, 3-bath pool home offers 2,550 square feet of living space, a private backyard, and numerous recent updates, including a new HVAC system (2024), refrigerator (2025), dishwasher and disposal (2025), chlorine pool pump (2025), and sprinkler control panel (2026). The desirable triple split-bedroom floor plan offers both privacy and functionality with convenient pool bath access, luxury vinyl plank flooring, and spacious living areas. A paver half-circle driveway provides extra parking and complements the courtyard-entry two-car garage with an automatic opener. The kitchen features 42-inch upper cabinets with decorative glass display doors and built-in wine storage, Corian countertops, double ovens, a double-basin sink, and an eat-in dining area. The spacious family room showcases a gas fireplace, custom built-ins for additional storage, and large windows overlooking the screened pool and private backyard. The owner's suite offers a private sitting area with sliding glass doors to the backyard, dual closets, double vanities, a soaking tub, and a separate walk-in shower. Three additional bedrooms provide comfortable accommodations for family and guests. Additional features include plantation shutters throughout, a tile foyer, formal dining and living rooms, and a spacious laundry room with extra cabinetry and a utility sink. Residents of Margarets Walk enjoy convenient access to Fleming Island shopping, dining, parks, and the neighborhood's scenic riverfront walking path. If you're searching for a Fleming Island pool home with modern updates, a split floor plan, and an exceptional gated community location, this home is a must see.

1698 Margarets Walk Road, Fleming Island

$825,000
5 Beds 4 Baths 2139435 MLS
Highly sought after HIBERNIA PLANTATION! Situated on a large cul-de-sac lot this beautifully updated 4 bedroom 3.5 bath home offers a desirable split floor plan w/2 PRIMARY SUITES PLUS a dedicated office w/a large closet that can easily serve as a 5th bedroom, home gym, or private workspace. The oversized primary suite provides a relaxing retreat while the second suite features its own PRIVATE ENSUITE BATH, ideal for guests or multigenerational living.Major updates offer peace of mind, 4 YR OLD ROOF & BRAND NEW 3-ZONE HVAC SYSTEM. The chef-inspired kitchen features quartz countertops, a large island with additional storage, abundant cabinetry, and NEW APPLIANCES, including Samsung refrigerator, cooktop, microwave/oven combo, and KitchenAid dishwasher. The kitchen flows seamlessly into the spacious family room and out to the screened patio and HEATED SALTWATER POOL, creating the perfect setting for entertaining, relaxing, and enjoying Florida's indoor-outdoor living. Bright sunroom w/ A bright sunroom w/ electric fireplace adds living space & easy pool access. The oversized primary suite includes two walk-in closets, dual vanities, walk-in shower & garden tub. Two additional bedrooms share a Jack & Jill bath. Spacious laundry room w/ cabinetry, shelving, washer & dryer included. The fully fenced backyard features a BRAND NEW CUSTOM PRIVACY FENCE, established landscaping & wired tool shed. Residents enjoy walking trails, a private dock & waterfront seating area exclusively for residents.

2408 Stockton Drive, Fleming Island

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