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Saint James City, FL Homes for Sale under $500,000

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  • /43

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,826 Sq Ft

    2991 Sloop Ln, Saint James City, FL 33956

    Welcome to 2991 Sloop Lane, a beautifully updated 3-bedroom, 2-bath waterfront retreat tucked away in the coveted Cherry Estates neighborhood of St. James City—where days move slower, sunsets steal the show, and life feels exactly how it should. This home has been thoughtfully remodeled from top to bottom with comfort, style, and effortless island living in mind—and for peace of mind, it has

    Agent Photo

    Christopher Lampe

    Sea Glass Gulf Realty

    (239) 800-8660

    2991 Sloop Ln, Saint James City, FL 33956
  • /29

    $459,900

    • 3 Beds
    • 2.5 Baths
    • 1,639 Sq Ft

    2753 N Ibis Ct, Saint James City, FL 33956

    Your island home awaits in the heart of St. James City, a beloved boating and fishing community where life moves at an easy, sun-soaked pace and the Gulf is just minutes away. This direct Gulf-access waterfront home captures the essence of true coastal living—open, relaxed, and effortlessly connected to the water.Offering 3 bedrooms and 2.5 coastal-inspired bathrooms, the home features a

    Agent Photo

    Staci Stevens

    Castaways Island Realty LLC

    (239) 453-5604

    2753 N Ibis Ct, Saint James City, FL 33956
  • /23

    $499,000

    • 3 Beds
    • 3 Baths
    • 1,512 Sq Ft

    5209 Western Dr, Saint James City, FL 33956

    Zoned agriculture! This could be your view every single day!!!!! Your Homestead awaits! Country Living Meets Coastal Beauty – 13.5 Acres of Peace, Privacy & Nature! Experience true Florida living on this beautiful, fenced, agricultural property featuring a turnkey manufactured country home overlooking 13.5 acres of natural beauty. The land includes 10.51 acres of protected mangroves/preserve and

    Agent Photo

    Aimee Gantt

    Luxury Real Estate Group LLC

    (239) 456-2642

    5209 Western Dr, Saint James City, FL 33956
  • /29

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,518 Sq Ft

    3524 5th Ave, Saint James City, FL 33956

    This 2024-built 3-bedroom, 2-bath stilt home offers 1,518 square feet of modern coastal living and is built like it plans to be here a while. The oversized pilings are driven approximately 25 feet into the ground, providing serious structural confidence and peace of mind. Elevated, well-built, and thoughtfully designed, this home checks both the practical and aesthetic boxes. It has never been

    Agent Photo

    Christopher Lampe

    Sea Glass Gulf Realty

    (239) 499-3627

    3524 5th Ave, Saint James City, FL 33956
  • /41

    $462,000

    • 3 Beds
    • 2.5 Baths
    • 2,698 Sq Ft

    3481 Myers Ln, Saint James City, FL 33956

    Tropical Island Estate in St. James City – Secluded Luxury on Oversized Lot. Escape to an extraordinary island retreat at the quiet, private end of a road in St. James City, situated on picturesque Pine Island. This expansive two-story residence sits on an oversized tropical lot enveloped by native palms, vibrant flora, and abundant wildlife—creating a lush sanctuary with an unmistakable island

    Robert Guth RE/MAX Trend

    3481 Myers Ln, Saint James City, FL 33956
  • /39

    $469,000

    • 3 Beds
    • 3 Baths
    • 1,703 Sq Ft

    3810 Myers Ln, Saint James City, FL 33956

    Island Living at Its Best! Have you been looking for a LARGE GARAGE and a POOL? This 3-bed, 3-bath home offers the perfect mix of comfort and function. Enjoy an open floor plan with a spacious kitchen featuring granite counters, stainless steel appliances, a large island, and a wine rack. French doors lead to a pool and lanai—great for entertaining! Built with upgrades like hurricane-impact

    Mike Faulkner John R. Wood Properties

    3810 Myers Ln, Saint James City, FL 33956
  • /29

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,527 Sq Ft

    3827 Coconut Dr, Saint James City, FL 33956

    Waterfront Paradise in St. James City!Live the ultimate island lifestyle—just minutes by boat to world-famous fishing at Ding Darling and Redfish Pass, and the stunning white sands of Sanibel’s beaches. Whether you're chasing tarpon or soaking in the sunsets, this is your gateway to the best of Southwest Florida.This lifted beautifully renovated 3-bedroom, 2-bath home offers over 1,500

    Michele Frank Realty 100

    3827 Coconut Dr, Saint James City, FL 33956
  • /34

    $465,000

    • 3 Beds
    • 2 Baths
    • 1,875 Sq Ft

    4982 Sandpiper Dr, Saint James City, FL 33956

    This stunning elevated triple-wide Jacobsen manufactured home which sits on .33 of an acre waterfront canal. This waterfront home offers 1,875sq ft, 3 bedroom/2 bath of refined coastal living an showcasing exceptional craftsmanship and thoughtful design throughout. Impact-rated windows and doors, 9-foot ceilings with elegant crown molding giving the home a light, airy, upscale atmosphere.The

    Traci Harrier Uriami Realty LLC

    4982 Sandpiper Dr, Saint James City, FL 33956
  • /4

    $479,999

    • 2 Beds
    • 1.5 Baths
    • 1,125 Sq Ft

    3435 Sea Holly Ln, Saint James City, FL 33956

    SELLER CONCESSIONS AVAILABLE! Pictures available upon request. Welcome to your very own slice of island paradise in the heart of St. James City, where laid-back living meets endless waterfront adventure. This 2-bedroom, 1.5-bath home is situated on a large pie-shaped lot at the end of a quiet cul-de-sac, offering a MASSIVE 158 feet of double seawall, a concrete boat dock, and direct access to the

    William Ward A-WARD WINNING REALTY LLC

    3435 Sea Holly Ln, Saint James City, FL 33956
  • /8

    $499,999

    • Land
    • 0.54 Acre
    • $925,924 per Acre

    5032 Haines Ct, Saint James City, FL 33956

    Island Time Begins Here Don't miss the opportunity to own a rare and versatile property on an island in the Gulf Coast of Florida. These 6 lots are on a private cul-de-sac with only 8 total lots and across from a boat ramp. Zoned AG-2 means you can build homes, use for agricultural, or business. With nearly 3.5 acres combined you have the freedom to build six individual homes or combine the lots

    Jack Keller Jack Keller Inc

    5032 Haines Ct, Saint James City, FL 33956
  • /41

    $479,000

    • 3 Beds
    • 2 Baths
    • 1,104 Sq Ft

    2331 Lemon St, Saint James City, FL 33956

    Welcome to your dream escape in St. James City! This beautifully remodeled 3-bedroom, 2-bath home perfectly blends modern comforts with the relaxed, inviting feel of a coastal bungalow. With direct deep-water Gulf access, you’re just minutes away from endless opportunities for boating, fishing, and watching breathtaking sunsets right from your doorstep. Inside, the open floor plan creates a

    Monica Fowlds Century 21 Selling Paradise

    2331 Lemon St, Saint James City, FL 33956
  • /50

    $475,000

    • Land
    • 0.23 Acre
    • $2,092,511 per Acre

    3977 Coconut Dr, Saint James City, FL 33956

    Welcome to Your Waterfront Paradise!! Discover a rare and extraordinary opportunity in this exclusive island boating community: two contiguous, buildable lots offering an expansive canvas for your coastal vision. Framed by peaceful canals, this double lot boasts direct, bridge-free access to the Gulf, making it an ideal haven for avid boaters and water lovers alike. Property Highlights: Prime

    Kim Michelsen EXP Realty LLC

    3977 Coconut Dr, Saint James City, FL 33956
  • /43

    $489,999

    • 4 Beds
    • 2.5 Baths
    • 1,798 Sq Ft

    5312 Western Dr, Saint James City, FL 33956

    Welcome to your dream retreat in St. James City, Florida, where island time meets peaceful serenity! This freshly painted 4-bedroom, 2.5-bath home sits on just under 2.5 agriculturally zoned acres, offering the perfect combination of space, privacy, and nature-filled charm. Step into this tranquil sanctuary and enjoy the beauty of nature right from your doorstep. The front yard features a

    Destiny Ramming RE/MAX Realty Team

    5312 Western Dr, Saint James City, FL 33956
  • /50

    $434,900

    • 2 Beds
    • 2 Baths
    • 1,278 Sq Ft

    3811 Blueberry Ln, Saint James City, FL 33956

    Island Paradise with Direct Gulf Access – No Bridges!Welcome to your slice of paradise in St. James City, where the island vibe meets waterfront luxury. This charming manufactured home offers direct Gulf access with no bridges, making it a boater’s dream! Launch your boat from your private dock and head straight to the open waters on the Gulf of America for world-class fishing, cruising, and

    Kim Michelsen EXP Realty LLC

    3811 Blueberry Ln, Saint James City, FL 33956
  • /21

    $498,000 Pre-Foreclosure

    • 2 Beds
    • 2 Baths
    • 1,499 Sq Ft

    3580 Gondola Ln, Saint James City, FL 33956

    Direct Gulf Sailboat access home on intersecting canals on Pine Island. Thoughtfully Renovated and move in ready! New roof. Entire new kitchen with upgraded appliances and a breakfast bar. New bathrooms, new fixtures and fans throughout. Step out of the living room or Master bedroom onto the Large enclosed and air conditioned sun room. Provides a lot of extra living space with views of the canals

    Kristen Kerrigan Legacy International Realty

    3580 Gondola Ln, Saint James City, FL 33956
  • /41

    $499,000

    • 2 Beds
    • 3 Baths
    • 1,184 Sq Ft

    8642 Whispering Pines Dr, Saint James City, FL 33956

    Live the dream on a Southwest Florida island! Nestled on beautiful Pine Island—just 2 miles south of Pine Island Center off Stringfellow Road and a quick 10-minute drive to historic Matlacha—this property offers the perfect blend of peace, privacy, and island charm. Enjoy 1.24 acres of AG-zoned tropical paradise, where you’ll have the freedom to bring all your big toys—boats, trailers, car

    Christopher Kirchner Keller Williams Realty Fort Myers and the Islands

    8642 Whispering Pines Dr, Saint James City, FL 33956
  • /23

    $499,000

    • Land
    • 16.5 Acres
    • $30,244 per Acre

    6250 Masters Landing Dr, Saint James City, FL 33956

    Located in the peaceful Masters Landing community of St. James City, FL, 6250 Masters Landing Drive offers nearly 17 acres of unspoiled Florida land, including 7.57 acres of uplands and 9.29 acres of protected mangroves along scenic Matlacha Pass. Zoned AG-2, this versatile parcel is ideal for agricultural use, a private estate, or equestrian property, with horses permitted. The property features

    Char Seuffert Re/Max Sunshine

    6250 Masters Landing Dr, Saint James City, FL 33956
  • /51

    $465,000

    • 3 Beds
    • 3 Baths
    • 2,544 Sq Ft

    8677 Whispering Pines Dr, Saint James City, FL 33956

    Price Improved! Schedule a showing today! Embrace the laid-back island lifestyle with this charming two-story home, perfectly situated on 1.37 acres with 3 beds/3 baths. Located in Saint James City with downstairs In Law suite with full kitchen and bath. Tucked away in a peaceful, private and natural setting, yet just minutes from Matlacha, Pine Island, and Southwest Florida’s best fishing and

    Sharadan Edmonds ALLISON JAMES ESTATES & HOMES

    8677 Whispering Pines Dr, Saint James City, FL 33956
  • /48

    $410,000

    • 3 Beds
    • 1 Bath
    • 1,071 Sq Ft

    2444 Sycamore St, Saint James City, FL 33956

    SELLER WILLING TO LOOK AT ANY CREATIVE FINANCING, 2 YEAR BALLOON, 20% DOWN WITH 4% INTEREST RATE. CALL FOR DETAILS!! Introducing a truly exceptional waterfront opportunity in the coveted community of Pine Island, where coastal living meets unparalleled convenience. This property boasts direct Gulf access, providing a gateway to the area's best fishing and boating in mere minutes to open waters.

    Paula Towell John R. Wood Properties

    2444 Sycamore St, Saint James City, FL 33956
  • /35

    $444,900

    • 3 Beds
    • 2 Baths
    • 1,409 Sq Ft

    3852 Stabile Rd, Saint James City, FL 33956

    Very motivated sellers, bring offers! Furnished home in "Old Florida" Pine Island. This neighborhood is a golf cart ride to restaurants, marinas, but in a nice quiet area of St. James City. The home never flooded in any storms. Flood Insurance is $660 annually, and transferrable! Many upgrades and renovations including new Roof, Pool Pump, Pool Heater, and Heat Pump having all been updated in the

    John Faulkner Century 21 Sunbelt Realty

    3852 Stabile Rd, Saint James City, FL 33956
  • /32

    $419,000

    • 3 Beds
    • 2 Baths
    • 1,204 Sq Ft

    2708 Mangrove St, Saint James City, FL 33956

    Island Life Starts Here – Direct Gulf Access in St. James City!!! NEW SEAWALL 2019!!!! Live the relaxed island lifestyle in this beautifully remodeled 3-bedroom, 2-bath home located in the heart of St. James City. With direct Gulf access and no bridges, your days can begin with sunrise fishing trips and end with sunset cruises—all from your own backyard. Seawall was redone in 2019.Explore the

    Monica Fowlds Century 21 Selling Paradise

    2708 Mangrove St, Saint James City, FL 33956
  • /41

    $485,000

    • 2 Beds
    • 2 Baths
    • 1,210 Sq Ft

    2892 Sanibel Blvd, Saint James City, FL 33956

    This is the kind of place people dream about when they imagine true island living. Tucked along a quiet canal in St. James City, this fully remodeled waterfront home offers direct Gulf access, a private dock, and a boat lift, making it a true boater’s paradise. Whether you’re heading out for an early morning fishing trip, island-hopping to Sanibel or Captiva, cruising to Fort Myers Beach, or

    Alexis Hansen-May Keller Williams Realty Fort Myers and the Islands

    2892 Sanibel Blvd, Saint James City, FL 33956
  • /34

    $499,000

    • 2 Beds
    • 2 Baths
    • 1,191 Sq Ft

    2368 Date St, Saint James City, FL 33956

    Nestled in the picturesque city of St. James, this enchanting canal-front property invites you to a life where every day feels like a vacation. Imagine stepping out onto your spacious waterfront patio, where canal views unfold before you, offering a daily display of dolphins and manatees feeding in their natural habitat. The beautifully mature landscaping complements a maintenance-free shell

    Paula Towell John R. Wood Properties

    2368 Date St, Saint James City, FL 33956
  • /35

    $499,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,645 Sq Ft

    3551 Heron Landing Cir, Saint James City, FL 33956

    Brand new and move-in ready in St. James City! Nestled within the quiet community of Eagle Lake Estates, this thoughtfully designed 3-bedroom, 2-bathroom home offers 1,645 square feet of open-concept living with high ceilings and modern finishes throughout. The stylish kitchen features crisp white shaker cabinetry, granite countertops, stainless appliances, pendant lighting, and a large island

    Jessica Gatewood Real Broker, LLC

    3551 Heron Landing Cir, Saint James City, FL 33956
  • /20

    $419,000

    • Land
    • 0.23 Acre
    • $1,821,739 per Acre

    2560 Baybreeze St, Saint James City, FL 33956

    Pre-construction opportunity. To be built. Sale is for the lot with an existing structure, approved remodel permit with all fees PAID, and pool permit in hand with Design Concepts. Buyer need only submit an owner/builder affidavit with the building department or have their contractor provide required contractor information to the County. All remaining construction and development costs are the

    Jennifer Calenda CALENDA REAL ESTATE GROUP,INC.

    2560 Baybreeze St, Saint James City, FL 33956
  • /4

    $489,000

    • Land
    • 0.4 Acre
    • $1,222,500 per Acre

    3316 6th Ave, Saint James City, FL 33956

    DIRECT ACCESS TO THE GULF! Cleared and ready to build! One of the largest vacant residential lots on the South end of Pine Island on the desired Sixth Ave in St. James City. Sitting on over a 1/3 of an acre of land this property is ready for you to build your dream island home. Seawall and Dock already in place. Soil test has been completed.

    Ralph Harvey LISTWITHFREEDOM.COM

    3316 6th Ave, Saint James City, FL 33956
  • /39

    $419,900

    • 2 Beds
    • 2 Baths
    • 1,381 Sq Ft

    2971 Bounty Ln, Saint James City, FL 33956

    Welcome to your direct Gulf access retreat in the heart of St. James City, where laid-back island living meets turnkey waterfront convenience. Perfectly positioned on a quiet canal with no bridges to open water, this home is a boater’s dream, offering quick access to Pine Island Sound, Sanibel, Captiva, and the Gulf of Mexico. The property has been thoughtfully upgraded for peace of mind and easy

    Jessica Gatewood Real Broker, LLC

    2971 Bounty Ln, Saint James City, FL 33956
  • /41

    $474,500

    • 2 Beds
    • 2 Baths
    • 1,585 Sq Ft

    3083 Sloop Ln, Saint James City, FL 33956

    Absolutely beautiful furnished (except for sentimental, personal items) 2 bedroom 2 bath home in Cherry Estates on 1 1/2 lots with a den which has a Murphy bed, wide open floor plan, hurricane windows, heated or cooled splash pool and screened porch. All of this looking out on the canal and mangroves...no neighbors across the canal. Home features tray ceilings, breakfast bar, walk in pantry,

    Carlyn Herring Century 21 Sunbelt Realty

    3083 Sloop Ln, Saint James City, FL 33956
  • /35

    $499,000

    • 2 Beds
    • 2 Baths
    • 1,012 Sq Ft

    3659 Schooner Ln, Saint James City, FL 33956

    Charming Waterfront Ranch Home with modern upgrades! This beautifully updated 2-bedroom, 2-bath ranch-style home on stilts offers the perfect blend of coastal charm and modern convenience. Enjoy breezy open-concept living with an airy layout that invites in the natural light and scenic views. Key features include: new Hardie Plank siding (2020) for lasting durability; brand new A/C unit (2024) to

    John Faulkner Century 21 Sunbelt Realty

    3659 Schooner Ln, Saint James City, FL 33956
  • /17

    $480,000

    • Land
    • 0.4 Acre
    • $1,209,068 per Acre

    3348 6th Ave, Saint James City, FL 33956

    Oversized 0.40-acre waterfront lot located on a direct Gulf-access canal in St. James City with no bridges and approximately 10 minutes to open water. Property includes a recently updated 1-bedroom, 1-bath guest house featuring a metal roof and new A/C system (2022). Exterior improvements include a resort-style pool with beach entry (2022), boat lift and dock, fish cleaning station, outdoor

    Patty Chafatelli EXP Realty LLC

    3348 6th Ave, Saint James City, FL 33956
  • /11

    $419,999

    • 3 Beds
    • 2 Baths
    • 1,469 Sq Ft

    4539 Pine Village Ct, Saint James City, FL 33956

    Charming Island Retreat in Pine Island Village! Welcome to this charming island home located in the Pine Island Village subdivision. This beautifully maintained 3-bedroom, 2-bath residence offers the perfect blend of comfort and coastal charm. High and Dry. Positioned on one of the highest points of the island, this home has never flooded and is not in a flood zone, providing added peace of mind.

    James Fink Five Star Real Estate (Cape Coral)

    4539 Pine Village Ct, Saint James City, FL 33956
  • /41

    $479,900

    • 3 Beds
    • 2 Baths
    • 1,514 Sq Ft

    3472 Manatee Dr, Saint James City, FL 33956

    Gulf-access boating lifestyle—without the waterfront price or insurance costs! Located in a sought-after St. James City boating community, this bright and breezy 3 bedroom, 2 bath home offers the island vibe buyers love while staying high and dry. Inside, enjoy a desirable split-bedroom floor plan, a spacious great room, and easy indoor-outdoor living with a screened lanai overlooking mature

    Becky White EXP Realty LLC

    3472 Manatee Dr, Saint James City, FL 33956
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