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

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  • /29

    $429,900

    • 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
  • /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

    Brandon Reitz

    Sea Glass Gulf Realty

    (239) 499-3627

    3524 5th Ave, Saint James City, FL 33956
  • /27

    $440,000

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

    3852 Stabile Rd, Saint James City, FL 33956

    Lovely, well maintained, pool home in quiet, safe, St James City. Just a bike or golf cart ride away from all that this community has to offer. This home has not flooded in any of the storms. High and dry. It features a completely redone chef's kitchen, newer luxury vinyl plank flooring, newer countertops in both bathrooms, a split floor plan, the pool equipment is new within the last 3 years,

    Leslie Osborne John R. Wood Properties

    3852 Stabile Rd, 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
  • /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
  • /32

    $489,900

    • 2 Beds
    • 2 Baths
    • 1,196 Sq Ft

    2963 Cussell Dr, Saint James City, FL 33956

    Charming waterfront CBS Home in Desirable St. Jude Harbors – Direct Gulf Access!Located at the end of a quiet, dead-end road in St. Jude Harbors and directly across from the protected St. James Creek Preserve, this renovated 2-bedroom, 2-bath split floor plan home offers privacy, boating access, and island charm.Set on a wide 100-foot canal with quick, direct access to Pine Island Sound

    Jonna Bouchard Always Island Time Realty LLC

    2963 Cussell Dr, 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

    $465,000

    • 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

    $429,900

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

    3811 Blueberry Ln, Saint James City, FL 33956

    PRICE REDUCED!! BRING OFFERS!!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

    Kim Michelsen EXP Realty LLC

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

    $479,900

    • 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
  • /38

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,508 Sq Ft

    4892 Gulfgate Ln, Saint James City, FL 33956

    Experience the best of waterfront living in this beautifully furnished 3-bedroom, 2-bath coastal retreat in the highly desirable Pine Island Cove community. Offering direct GULF ACCESS and an impressive 92 feet on saltwater canal frontage, this home is designed for those who value comfort, style and effortless outdoor living. Inside, you'll find a bright, coastal-inspired interior with 1,508

    Normalene Salter Century 21 Sunbelt Realty

    4892 Gulfgate Ln, 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
  • /35

    $489,500 Pre-Foreclosure

    • 3 Beds
    • 3 Baths
    • 2,394 Sq Ft

    3184 Stringfellow Rd, Saint James City, FL 33956

    Welcome to your beautiful GULF ACCESS home with Private GUEST SUITE! Slide open the glass doors & enjoy the breezes and sunsets of the GULF! The main home makes a grand statement with vaulted ceiling, an abundance of windows and natural light. New Stainless appliances in the CHEFS Kitchen. The master suite offers sliding glass doors to the screened lanai, a large walk in shower and a walk in

    Megan Hartsgrove LPT Realty, LLC

    3184 Stringfellow Rd, Saint James City, FL 33956
  • /28

    $410,000

    • 2 Beds
    • 2 Baths
    • 1,136 Sq Ft

    3954 Dewberry Ln, Saint James City, FL 33956

    Welcome to Dewberry Lane. Nicely redone 2/2 modular home (not a mobile home). The home sits parallel to the canal providing wonderful water views from many windows. There is a large great room on the canal side complete with pullout sofas to provide plenty of space for guests and family. This home was beautifully remodeled in 2025 and a new metal roof installed in 2025.

    Sandy Peculis Castaways Island Realty LLC

    3954 Dewberry Ln, Saint James City, FL 33956
  • /29

    $429,000

    • 3 Beds
    • 2 Baths
    • 1,307 Sq Ft

    3098 Sloop Ln, Saint James City, FL 33956

    Welcome home to this charming Pine Island community of St. James City! This NEWER 2018 DIRECT ACCESS home is being sold FURNISHED with beautiful coastal décor and offers Gulf access along with breathtaking water views. Boating enthusiasts will appreciate the dock featuring a new 7,000 lb boat lift with canopy, an additional lift for kayaks, and a convenient fish cleaning station—perfect for

    Christy Knight John R. Wood Properties

    3098 Sloop Ln, Saint James City, FL 33956
  • /32

    $409,000

    • 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

    Get the best value in St. James City - and an ideal opportunity for a second home or vacation rental! If you’ve been dreaming about laid-back island living, this is exactly what you’ve been picturing. Situated on a peaceful canal in St. James City, this fully renovated waterfront home offers direct Gulf access along with a private dock and 6,000-lb boat lift, making it a true haven for boaters.

    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
  • /20

    $499,000

    • Land
    • 0.23 Acre
    • $2,198,238 per Acre

    2224 Date St, Saint James City, FL 33956

    Oversized lot with the best waterfront access on Pine Island. Perfect for a larger home. This home site is just minutes to open water for you to enjoy fishing, waterfront restaurants, and the beautiful beaches of Sanibel, Captiva, Fort Myers, and Cayo Costa. Hop in your car or golf cart, ride your bike, or walk to the local restaurants and bars available in St James City, including Phuzzi's, The

    Leslie Osborne John R. Wood Properties

    2224 Date St, Saint James City, FL 33956
  • /14

    $449,900

    • Land
    • 0.3 Acre
    • $1,499,667 per Acre

    3780 Coconut Dr, Saint James City, FL 33956

    Exceptional Triple Lot Waterfront Opportunity in St. James City.Discover an incredible opportunity to own a rare triple lot (0.30 acres) in one of Southwest Florida’s most desirable coastal communities. Perfectly positioned on the corner of York Road and Coconut Drive, this cleared property is ready for your vision—whether you’re looking to build your dream waterfront home or develop up to

    Andrew Goode RE/MAX Trend

    3780 Coconut Dr, 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
  • /13

    $409,999 Open Sat 1PM - 3PM

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

    4539 Pine Village Ct, Saint James City, FL 33956

    Charming Island Retreat in Pine Island Village with 1469 sq/ft with an additional Florida room adding up to 1640 sq/ft under air. This beautifully maintained 3-bedroom, 2-bath residence is offered fully furnished with 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,

    James Fink Five Star Real Estate (Cape Coral)

    4539 Pine Village Ct, Saint James City, FL 33956
  • /21

    $489,000

    • Land
    • 0.27 Acre
    • $1,811,111 per Acre

    3544 Emerald Lot # 13 Ave, Saint James City, FL 33956

    Bring your Sailboat.. ! Intersecting canals, seconds from Open water and San Carlos Bay. Seawall, Very desirable SW direction... Dock with lift and 2- Chickee Huts . Once sold you won't have this opportunity to purchase this type lot and build YOUR home so close to San Carlos Bay, there isn't any more left.!! This lot was part of a 3-lot Estate and Lot-11 & Lot 12 (with a house) are also now for

    Mike Shevlin Century 21 Sunbelt Realty

    3544 Emerald Lot # 13 Ave, 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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