15

Fleming Island, FL Homes for Sale with Private Pool

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  • /38

    $548,900

    • 4 Beds
    • 3 Baths
    • 2,530 Sq Ft

    1858 Sentry Oak Ct, Fleming Island, FL 32003

    *VA ASSUMABLE LOAN @ 3.25%! YOU DO NOT NEED TO BE VA. JUST NEEED TO QUALIFY TO ASSUME LOAN & BRIDGE THE DIFFERENCE! BALANCE IS $425KDiscover the perfect blend of luxury, comfort, and resort-style living in this beautiful pool home located in the exclusive community of Margaret's Walk. With private access to Fleming Island Plantation's premier amenities, this home offers an elevated lifestyle

    Agent Photo

    Cindy Gavin

    RE/MAX SPECIALISTS

    (904) 341-4008

    1858 Sentry Oak Ct, Fleming Island, FL 32003
  • /83

    $500,000

    • 4 Beds
    • 3 Baths
    • 2,272 Sq Ft

    1862 Sentry Oak Ct, Fleming Island, FL 32003

    Welcome to your next chapter in the gated Margaret's Walk Community. This 4 bedroom, 3 bath pool home greets you with warm wood floors, a glowing gas fireplace, and spaces that fit the way you live - whether it's hosting dinners in the formal dining room or working from the home office. Mornings feel easy in the bright breakfast nook overlooking the pool. Evenings settle beautifully around the

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    Kendra Peck

    COLDWELL BANKER VANGUARD REALTY

    (904) 331-8251

    1862 Sentry Oak Ct, Fleming Island, FL 32003
  • /103

    $438,900 Open Sun 11:30AM - 2PM

    • 4 Beds
    • 2 Baths
    • 1,986 Sq Ft

    5977 Strawflower Ln, Fleming Island, FL 32003

    Welcome to 5977 Strawflower Lane, a beautifully renovated pool home in the desirable Harvest Bend community of Fleming Island. From the moment you arrive, you can feel the care and upgrades that make this home stand out. Fresh interior and exterior paint, a brand-new roof, and a new AC unit provide peace of mind, while new flooring throughout creates a clean, modern look that flows from room to

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    William E Ramos

    INTEGRITY KEY REALTY LLC

    (904) 820-2336

    5977 Strawflower Ln, Fleming Island, FL 32003
  • /76

    $815,000

    • 4 Beds
    • 3 Baths
    • 2,676 Sq Ft

    6433 River Point Dr, Fleming Island, FL 32003

    Enjoy your ultimate Florida lifestyle on the water in this remodeled 4 Bed/3 Bath single-story home with 100-ft of Waterfrontage, Lifetime Vinyl Bulkhead, 10,000-lb Boat Lift, 2 Jet-Ski Docks, Heated Saltwater Pool w/ Spa & Waterfall, PLUS an Outdoor Kitchen! Very unique pull-thru 2.5-car garage w/ updated Epoxy Floor (2025) + RV parking connections (50amp + H2O). Golf Course Zoysia Grass,

    JENNIFER TILLSON INI REALTY

    6433 River Point Dr, Fleming Island, FL 32003
  • /79

    $2,200,000

    • 4 Beds
    • 5 Baths
    • 4,068 Sq Ft

    4665 Raggedy Point Rd, Fleming Island, FL 32003

    An exceptional waterfront opportunity offering rare versatility: 3.5 acres with two homes. Behind a gated entrance, the 4,068 SF main residence is a study in architectural detail: columned portico entry, 20' foyer, triple arched gallery hallway, bow-windowed river room, study with gas fireplace and built-ins, true chef's kitchen, master suite with spa bath and double tray ceiling, elevator, and

    Sharon Alters ONE SOTHEBY'S INTERNATIONAL REALTY

    4665 Raggedy Point Rd, Fleming Island, FL 32003
  • /20

    $460,000

    • 3 Beds
    • 2 Baths
    • 1,636 Sq Ft

    494 Baybrook Dr, Fleming Island, FL 32003

    Welcome to this beautifully maintained 3 bedroom, 2bath single story home located in desirable Flemingbrook community in Fleming Island just moments from the scenic Saint Johns River. This home is situated on a spacious corner lot & offers everything Florida living is about. Step outside to your own private oasis, featuring a sparkling inground salt water swimming pool ( heated and cooled), a

    Lara Hoffman RE/MAX UNLIMITED

    494 Baybrook Dr, Fleming Island, FL 32003
  • /50

    $1,399,000 Open Sat 12PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 3,653 Sq Ft

    2358 Bridgette Way, Fleming Island, FL 32003

    Say goodbye to stairs and hello to soaring high ceilings in this meticulously maintained 3BR/3BA ranch-style luxury estate. 1.3-acre double lot across the street from the St. Johns River. Paterson Elementary, Green Cove Springs Jr High & Fleming Island High School. Baptist Medical & Hazmat Fire Station minutes away. Oak hardwood flooring & Custom Cabinetry throughout. Stunning Wood-Burning

    BRIAN MARSH BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY

    2358 Bridgette Way, Fleming Island, FL 32003
  • /30

    $439,000

    • 3 Beds
    • 2 Baths
    • 1,674 Sq Ft

    397 Fleming Dr, Fleming Island, FL 32003

    Welcome home to this beautifully updated brick pool home, perfectly positioned on an executive style lot just under half an acre (.48 acres) with no HOA or CDD. Priced below appraised value, this move-in-ready property features fresh interior paint, new vinyl flooring, newer vinyl windows and doors, and updated finishes throughout. Enjoy year-round living with a screen-enclosed pool and an

    Michael Howell FLORIDA HOMES REALTY & MTG LLC

    397 Fleming Dr, Fleming Island, FL 32003
  • /67

    $895,000

    • 4 Beds
    • 3 Baths
    • 3,120 Sq Ft

    2270 Stockton Dr, Fleming Island, FL 32003

    Fully Renovated Custom Pool Home in Hibernia Plantation. Welcome to this beautifully updated custom pool home situated on a spacious 0.58-acre lot in the highly sought-after Hibernia Plantation community. Extensively renovated and upgraded throughout, this home blends timeless design with modern luxury and exceptional indoor and outdoor living spaces. Upon entering, you are immediately welcomed

    Bryan Trude FLORIDA HOMES REALTY & MTG LLC

    2270 Stockton Dr, Fleming Island, FL 32003
  • /52

    $500,000

    • 4 Beds
    • 3.5 Baths
    • 2,481 Sq Ft

    1968 Westend Place, Fleming Island, FL 32003

    Don't miss this Fleming Island Plantation pool home featuring 4 spacious bedrooms, 3.5 baths, and a 3-car garage on a private lot with serene water-to-woods views. The oversized owner's suite includes a versatile sitting area or office space and an exceptionally large walk-in closet. The kitchen offers granite countertops, a breakfast bar, two pantry closets, and a sunny breakfast nook

    Zackery Williams BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY

    1968 Westend Place, Fleming Island, FL 32003
  • /37

    $444,000

    • 4 Beds
    • 2 Baths
    • 1,867 Sq Ft

    1720 Eagle Branch Ct, Fleming Island, FL 32003

    Beautifully updated Eagle Harbor home featuring a brand-new custom pool with hot tub, new flooring, and a fresh, modern feel throughout. Originally built in 2017, this home offers a light and bright California-style kitchen with white quartz countertops, white cabinetry, farmhouse sink, pantry door, and updated lighting. Wood-look tile flows through the entire home. The layout is open,

    Brooke Hewitt MOMENTUM REALTY

    1720 Eagle Branch Ct, Fleming Island, FL 32003
  • /65

    $2,199,000

    • 5 Beds
    • 4.5 Baths
    • 3,977 Sq Ft

    1317 S Shore Dr, Orange Park, FL 32003

    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

    Paige Covington CHRISTIE'S INTERNATIONAL REAL ESTATE FIRST COAST

    1317 S Shore Dr, Orange Park, FL 32003
  • /103

    $1,400,000

    • 4 Beds
    • 3.5 Baths
    • 3,265 Sq Ft

    6215 W Shores Rd, Fleming Island, FL 32003

    An extraordinary riverfront estate offering the privacy, scale, and waterfront lifestyle that defines premier living in Fleming Island. Set on over one acre with approximately 125 feet of direct frontage along the St. Johns River, this beautifully remodeled property delivers refined living with expansive grounds, sweeping river views, and a truly private setting. The main residence spans

    Sarah Rothstein BERKSHIRE HATHAWAY HOMESERVICES FLORIDA NETWORK REALTY

    6215 W Shores Rd, Fleming Island, FL 32003
  • /42

    $625,000

    • 5 Beds
    • 4 Baths
    • 3,192 Sq Ft

    488 Pine Eagle Dr, Fleming Island, FL 32003

    Come check out this custom-built stunner in an exclusive gated community of only 27 homes in the heart of Fleming Island. From the moment you arrive, beautifully landscaped and maintained grounds and expansive home with plenty of warmth and style. Home has luxurious finishes and thoughtful upgrades throughout. Vaulted foyer, hardwood flooring, granite countertops, cherry finish cabinets,

    Ken Holifield DOORVINE REALTY LLC

    488 Pine Eagle Dr, Fleming Island, FL 32003
  • /76

    $559,000

    • 4 Beds
    • 2.5 Baths
    • 2,451 Sq Ft

    2549 Whispering Pines Dr, Fleming Island, FL 32003

    Significant price improvement! Seller has strategically priced to provide buyers flexibility for optional cosmetic enhancements while enjoying a new roof and major updates already completed. Stunning pool home on the coveted 9th hole in Fleming Island Plantation! Step inside to a welcoming formal living room with views of the sparkling pool, and a formal dining room accented with classic

    Aimee Davidow COLDWELL BANKER VANGUARD REALTY

    2549 Whispering Pines Dr, Fleming Island, FL 32003

Home Trends in Fleming Island, FL

Housing Trends

Median Sale Price
$430,000
Median Single Family Sale Price
$475,000
Median Townhouse Sale Price
$250,000
Median 2 Bedroom Sale Price
$205,250
Median 1 Bedroom Sale Price
$179,900
Average Price Per Sq Ft
$213
Number of Homes for Sale
80
Last 12 months Home Sales
423
Months of Supply
2.30
Median List Price
$450,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-12%
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