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Homes for Sale with a Pool in Fleming Island, FL

Welcome to your dedicated resource for homes for sale with a pool in Fleming Island, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Fleming Island, FL agent, Cindy Gavin Team specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Homes for Sale with a Pool in Fleming Island, FL

$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
$675,000
5 Beds ⋅ 4 Baths ⋅ 2156720 MLS
Sparkling pool home in the heart of Eagle Harbor! Tucked away on a quiet cul-de-sac, this immaculate home features lush tropical landscaping and fresh exterior paint for outstanding curb appeal. Enjoy year-round outdoor living in the screened, heated, saltwater pool. The spacious floor plan offers 4 bedrooms and 3 full baths on the main level, plus a 5th bedroom or bonus room with a 4th bathroom upstairs ideal for guests or playroom. The oversized garage includes a workshop/storage area, and the extended driveway provides ample parking. There's plenty of room in the side yard for pets and kids to play. Conveniently located near Fleming Island schools and bus stop, Eagle Harbor's golf course, neighborhood playgrounds and pools. Updated HVAC in 2026, roof in 2019, pool and water heater in 2016. Seller offering to pay $10,000 towards buyer's closing costs.

1716 Secluded Woods Way, Fleming Island
$760,000
6 Beds ⋅ 4 Baths ⋅ 2156666 MLS
POOL HOME! Located in the sought-after Eagle Nest Preserve section of Eagle Harbor, this spacious 3,518 square-foot home offers 6 bedrooms, 3.5 bathrooms, and a functional two-story layout with oversized bedrooms and plenty of space for family, guests, or a home office. The backyard is designed for year-round enjoyment with a screen-enclosed saltwater pool featuring heating and cooling, waterfall features, and customizable LED lighting. Creating the perfect space to relax or entertain. Enjoy the convenience of being within walking distance of Fleming Island High School, the public library, and local restaurants, while also taking advantage of Eagle Harbor's outstanding amenities, including multiple pools, tennis and pickleball courts, walking trails, parks, a clubhouse, and more. With generous living spaces, an incredible backyard, and an unbeatable location, this home offers the perfect blend of comfort, convenience, and the Eagle Harbor lifestyle.

2036 Arden Forest Place, Fleming Island
$579,900
4 Beds ⋅ 3 Baths ⋅ 2156070 MLS
Welcome to this lovely home in the heart of Fleming Island, offering 2,359 square feet of comfortable living space with a desirable three-way split floor plan. Featuring 4 spacious bedrooms and 3 full bathrooms, (4th bdrm/Office). This home is designed for both everyday living and effortless entertaining. The well-appointed kitchen boasts abundant cabinetry, beautiful granite countertops, and a convenient pantry, providing plenty of storage and workspace. Throughout the home, you'll find durable luxury vinyl plank flooring and tile, creating a stylish, low-maintenance interior. Step outside to your private backyard oasis, where a large screened lanai overlooks a sparkling saltwater inground pool with solar panels to heat it in the winter months. Surrounded by attractive brick pavers backing directly to the golf course, this peaceful setting offers beautiful views and added privacy. Minutes from the hospital and other medical facilities, shopping, restaurants, and everyday convenien

2325 Links Drive, Fleming Island
$400,000
3 Beds ⋅ 2 Baths ⋅ 2155777 MLS
**ACCEPTING BACKUP OFFERS** Welcome to this beautifully maintained 3-bedroom, 2-bath home in the heart of Fleming Island, featuring a flexible floor plan with a dedicated office, formal living and dining rooms, and a spacious family room with a cozy fireplace. The updated kitchen offers new cabinetry, stainless steel appliances, solid surface countertops, recessed lighting, a center island, breakfast bar, and breakfast nook overlooking the family room. The private primary suite includes a soaking tub and separate shower, while the split-bedroom layout provides added privacy. Relax year-round in the sunroom (an additional 200sf) or entertain on the expansive backyard patio with a retractable awning, and semi-in-ground pool. The garage features durable epoxy flooring, and a storage shed adds extra space. Conveniently located near NAS Jax, hospitals, top-rated schools, shopping, dining, parks, and everyday amenities.

4718 Pine Avenue, Fleming Island
$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
$565,000
4 Beds ⋅ 3 Baths ⋅ 2154442 MLS
Welcome to this stunning 4-bedroom, 2.5-bath home located in the highly desirable Eagle Harbor community. This move-in-ready property offers the perfect blend of comfort, style, and outdoor living. Step inside to find a spacious layout featuring custom built-ins in the living room, creating both functionality and charm. The upgraded kitchen boasts modern finishes, ample cabinetry, and plenty of space for cooking and entertaining. The luxurious primary suite includes a beautifully updated main bathroom, offering a private retreat for relaxation and unwinding. Outside, enjoy your own backyard oasis with a sparkling pool and a newly installed fence, offering privacy and peace of mind. Whether you're hosting gatherings or enjoying a quiet evening at home, this outdoor space is designed for year-round enjoyment. Located in the sought-after Eagle Harbor community, residents enjoy access to top-rated amenities, golf, parks, walking trails, and more. Don't miss the opportunity!

1703 Hunters Ridge Road, Fleming Island
$445,000
4 Beds ⋅ 2 Baths ⋅ 2154433 MLS
Enjoy Florida living with your own screened-in pool, perfect for relaxing, entertaining, or cooling off on warm days. This 4-bedroom, 2-bath home sits on a 0.26-acre lot and offers a functional layout with thoughtful updates throughout, creating comfortable spaces for everyday living. The screened pool enclosure provides an inviting outdoor retreat, while the lot offers additional outdoor space to enjoy. Inside, you'll find updated finishes throughout the home, creating a fresh feel from room to room. This property offers a great combination of indoor and outdoor living with space to enjoy both.

461 Wynfield Circle, Fleming Island
$500,000
4 Beds ⋅ 2 Baths ⋅ 2153771 MLS
Turn-key home in Admiral's Inlet offering exceptional value and peace of mind with a rare assumable VA loan at 3.375%. Thoughtfully updated from top to bottom, this home delivers modern finishes, major system upgrades, and true move-in readiness. Inside, you'll find durable LVP flooring throughout (2024), a fully remodeled and re-piped primary bathroom (2024) featuring quartz countertops, new sinks, toilets, and updated lighting. The home also includes a new sliding glass door (2023) that enhances natural light and indoor-outdoor flow. Major improvements have already been handled for you, including a new roof (2020), energy-efficient shaded windows (2022), and a new water heater (2025). A generator outlet adds additional convenience and preparedness. Enjoy added peace of mind with transferable roof warranty, termite bond/pest control membership, and window/sliding door parts warranties. With the right offer, sellers are also including a brand-new above-ground pool, perfect for enjoying Florida living at home. Located in the desirable Admiral's Inlet community just moments from Swimming Pen Creek, you'll enjoy more than just a beautiful home--you'll become part of a true neighborhood. With only 41 homes, Admiral's Inlet is a small, close-knit community where neighbors know one another and there's a genuine sense of connection that's becoming increasingly rare. The area also offers a quiet residential setting with convenient access to outdoor recreation, nearby waterways, parks, and everyday amenities. Photos include virtual staging. Furniture, decor, and accessories are not included with the property and are shown for visualization purposes only.

2140 Blue Heron Cove Drive, Fleming Island
$476,000
4 Beds ⋅ 3 Baths ⋅ 2152303 MLS
A Must See! This home has been meticulously cared for. It features a separate Dining Area, Living Room/Office with beautiful French doors, split bedroom floor plan, and a spacious Breakfast Nook with a view of the pool and backyard.

1537 Maple Leaf Lane, Fleming Island
$845,000
4 Beds ⋅ 3 Baths ⋅ 2149521 MLS
Welcome to this rare opportunity in HIbernia Plantation,nestled along the St Johns river and situated on more1/2 acre,this impressive 2-story 4/3 brick POOL home offers nearly 4000 sq ft of beautifully designed living space surrounded by majestic oaks.Recent improvements include new water heater&roof,newer A/C system,freshly painted interior.Step inside to discover a grandiose 2-story foyer with gorgeous wood flooring throughout,lots of living areas,timeless architectural and custom character details.The heart of the home features a cozy eat-in kitchen and living area with inviting wood-burning fireplace,while the expansive gathering room provides the perfect setting for entertaining.Retreat to the primary suite with separate sitting room complete with fireplace,private balcony overlooking pool and serene backdrop.Convenient access to shopping,dining,parks,biking trails,water fun,A-rated schools and NAS JAX.Don't delay,come see the new home you've been looking to move into this Summer!

1491 Bridgette Way, 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
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