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Saint James City, FL Homes for Sale under $300,000

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  • /27

    $299,900

    • 2 Beds
    • 1 Bath
    • 1,178 Sq Ft

    3893 Dewberry Ln, Saint James City, FL 33956

    This beautifully remodeled 2-bedroom, 1-bath waterfront home with direct Gulf access is turnkey and ready to enjoy! Whether seeking a serene Florida retreat or an incredible investment opportunity, this property offers it all.Step inside to discover a thoughtfully designed layout featuring plenty of storage, a cozy lower bedroom with durable poly board finishes, and the convenience of an

    Agent Photo

    Staci Stevens

    Castaways Island Realty LLC

    (239) 423-8029

    3893 Dewberry Ln, Saint James City, FL 33956
  • /28

    $299,900

    • 2 Beds
    • 2 Baths
    • 1,053 Sq Ft

    2936 Oleander St Unit 2, Saint James City, FL 33956

    St. James City Condo offers 'DIRECT ACCESS to the Gulf of Mexico' in this fully furnished 'Turnkey' property for sale. BONUS A2 is a second-floor unit with no issues resulting from the 2024 storms. Enjoy just minutes to Pine Island Sound, renowned for the world's best fishing, or venture offshore for larger catches. Cruise by boat to Sanibel Island or Fort Myers Beach. The unit features two

    Agent Photo

    Staci Stevens

    Castaways Island Realty LLC

    (239) 510-7811

    2936 Oleander St Unit 2, Saint James City, FL 33956
  • /11

    $274,900

    • Land
    • 0.25 Acre
    • $1,090,873 per Acre

    2807 Cussell Dr, Saint James City, FL 33956

    We are proud to present your slice of paradise on Pine Island with this rare gulf-access waterfront lot located in the peaceful boating community of St. James City. This spacious lot offers 110 feet of direct frontage on the Dawson Canal, providing straight-out, unobstructed access to Matlacha Pass and San Carlos Bay—no bridges—just effortless boating to world-class fishing, scenic island

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    Brandon Reitz

    Fathom Realty FL LLC

    (239) 422-9768

    2807 Cussell Dr, Saint James City, FL 33956
  • /33

    $239,900

    • 1 Bed
    • 1 Bath
    • 476 Sq Ft

    3211 Stringfellow Rd Unit 104, Saint James City, FL 33956

    Fall in love with the laid-back rhythm of island life at 3211 Stringfellow Rd, Unit 104—a warm and inviting first-floor one-bedroom, one-bath condo where comfort, charm, and thoughtful coastal décor come together to create the perfect St. James City escape. Set within a beautifully refreshed community, this home embodies the gentle, breezy lifestyle Pine Island is cherished for.Step inside

    Agent Photo

    Staci Stevens

    Castaways Island Realty LLC

    (239) 518-2318

    3211 Stringfellow Rd Unit 104, Saint James City, FL 33956
  • /29

    $225,000 New Construction

    • 2 Beds
    • 2 Baths
    • 831 Sq Ft

    4944 Porky Ln, Saint James City, FL 33956

    We are proud to bring you your slice of tropical paradise in Pine Island Cove, one of St. James City’s most desirable 55+ communities! This brand-new 2 bedroom, 2 bathroom manufactured home has just been installed and is elevated to meet current flood zone elevation requirements, providing peace of mind and potential insurance savings. With an open-concept floor plan, a split-bedroom layout, and

    Agent Photo

    Brandon Reitz

    Fathom Realty FL LLC

    (239) 360-5571

    4944 Porky Ln, Saint James City, FL 33956
  • /42

    $275,000

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    3186 Highway 98 Unit G-3, Saint James, FL 32323

    Wake up to serene water views in this charming 1-bedroom, 1-bath bayfront condo. This cozy yet stylish unit offers a perfect blend of comfort and coastal living. The open-concept living and dining area is filled with natural light, featuring large sliding glass doors that open to a private balcony—ideal for enjoying morning coffee or evening cocktails looking over the water. The updated kitchen

    Anthony Gifford Pointer Realty

    3186 Highway 98 Unit G-3, Saint James, FL 32323
  • /9

    $285,000

    • Land
    • 0.21 Acre
    • $1,344,340 per Acre

    2375 York Rd, Saint James City, FL 33956

    Large waterfront lot .21 (acres) / 9,235 (sqft) with a 7000 lb boat lift in St James City located on the Snook Canal. Just a few minutes by boat to the intracoastal waterway. Then you only need to decide where to go and enjoy the day. With many options to choose from like Fort Myers Beach, Sanibel, Captiva, North Captiva, Cabbage Key, Beautiful Cayo Costa Beach, and Boca Grand Pass. Whether you

    Lori Caldwell LoKation

    2375 York Rd, Saint James City, FL 33956
  • /35

    $234,900

    • 2 Beds
    • 1.5 Baths
    • 420 Sq Ft

    5675 Pine Island Rd NW, Bokeelia, FL 33922

    Pine Island has so much to offer and this property is close to the center. It is located near a park with pickleball, tennis, swimming, and close to walking trails. This home looks amazing as it has tastefully been redone on the inside and out. New stove, new kitchen cabinets, new bathroom vanities, new shower, new flooring, new lights/fans. New one piece roofing has great insulation and the new

    Johnathan Bigelow Faith International Real Estate Inc

    5675 Pine Island Rd NW, Bokeelia, FL 33922
  • /25

    $201,600

    • 2 Beds
    • 2 Baths
    • 1,346 Sq Ft

    4971 Porky Ln NW, Saint James City, FL 33956

    Stunning TURNKEY 2 Bedroom, 2 Bath Home in 55+ community of Pine Island Cove St. James city, Pine Island FloridaThis beautifully renovated residence offers 1,346 sq. ft. this open, modern living floor plan with a clean minimalist aesthetic throughout. The spacious floor plan includes two generously sized bedrooms and two updated contemporary bathrooms, along with exceptional storage—featuring

    Traci Harrier Uriami Realty LLC

    4971 Porky Ln NW, Saint James City, FL 33956
  • /33

    $245,000

    • 2 Beds
    • 2 Baths
    • 672 Sq Ft

    3843 Cherry Ln, Saint James City, FL 33956

    Direct Gulf Access charming home! Gorgeous west facing view of nothing but mangroves and sunsets! Experience the ultimate in waterfront living with this beautifully remodeled two-bedroom, two-bathroom home, ideally situated on a peaceful canal with direct Gulf access and beautiful furnishings Surrounded by lush mangroves, this property offers a perfect blend of island charm and modern comfort.

    Char Seuffert Re/Max Sunshine

    3843 Cherry Ln, Saint James City, FL 33956
  • /24

    $229,000 Pre-Foreclosure

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    3763 Dewberry Ln, Saint James City, FL 33956

    GULF ACCESS canal home located in the heart of St. James City. This 2 BEDROOM, 2 BATH manufactured home has 1,008 square feet of living space and was built in 2021. The open concept floor plan with vaulted ceilings and open kitchen makes the home feel larger than the square footage shows. Your great room opens up to your 10'x24' covered deck overlooking the canal with magnificent views of the

    Brian Jordan The Property Shop of SWFL

    3763 Dewberry Ln, Saint James City, FL 33956
  • /3

    $275,000

    • Land
    • 0.18 Acre
    • $1,536,313 per Acre

    3314 York Rd, Saint James City, FL 33956

    Welcome to this investor’s special in desirable St. James City! This property presents an incredible opportunity for renovation or rebuild. Located on a direct Gulf access canal with no fixed bridges, it’s great for boating enthusiasts and those seeking island living. The existing structure may be salvageable for an experienced investor or serve as a blank canvas for a new custom waterfront home.

    Steven Koleno Beycome of Florida LLC

    3314 York Rd, Saint James City, FL 33956
  • /30

    $255,000

    • 1 Bed
    • 1 Bath
    • 476 Sq Ft

    3211 Stringfellow Rd Unit 102, Saint James City, FL 33956

    Rare opportunity to own a direct Gulf access, first floor condo. A large heated pool. slip space, turn key furnished, lovely tropical decor, granite countertops. Condo building has had excellent management with a new metal roof, railings, light fixtures, pool refinished and so much more. Only 10 units in building share large screened pool/lanai enclosure. Walk to local pubs, restaurants and

    Joyce Leeuw Castaways Island Realty LLC

    3211 Stringfellow Rd Unit 102, Saint James City, FL 33956
  • /13

    $289,000

    • 2 Beds
    • 2 Baths
    • 1,144 Sq Ft

    5109 Flamingo Dr, Saint James City, FL 33956

    Your private tropical oasis awaits. This is a newer (2022), one owner, doublewide mobile home on a large 80'x90' waterfront lot. This home never had flooding or damage from any hurricane. It is elevated well above the flood zone and is secured by hurricane rated tie downs. The fenced lot features low maintenance landscaping for minimal effort and cost to keep looking great. You will enjoy your

    Patrick Mulcahy Realty One Group MVP

    5109 Flamingo Dr, Saint James City, FL 33956
  • /23

    $252,900

    • 2 Beds
    • 2 Baths
    • 999 Sq Ft

    2971 York Rd, Saint James City, FL 33956

    Waterfront Paradise in St. James City — Direct Gulf Access, Fully Renovated Coastal Retreat! Discover this boater’s dream home in the heart of St. James City — a beautifully renovated 2-bedroom, 2-bath waterfront escape offering direct Gulf access and the ultimate Southwest Florida lifestyle. Perfectly renovated January 2025, this home combines modern comfort with coastal charm, featuring a new

    Michael Darda Compass Florida LLC

    2971 York Rd, Saint James City, FL 33956
  • /10

    $264,000

    • Land
    • 0.21 Acre
    • $1,275,362 per Acre

    2891 Oleander St, St. James City, FL 33956

    MOTIVATED SELLER PRICED TO SELLRARE GULF ACCESS MIXED USE WATERFRONT LOT NO BRIDGES Don’t miss this exceptional opportunity to own one of the most versatile waterfront parcels in the highly desirable south end of Pine Island. This rare, build-ready lot offers direct Gulf access with no bridges, making it a boater’s dream, perfect for fishing, yachting, or island hopping. Zoned for both

    Amanda Barcenas Realty One Group MVP

    2891 Oleander St, St. James City, FL 33956
  • /8

    $260,000

    • Land
    • 0.14 Acre
    • $1,857,143 per Acre

    3892 Blueberry Ln, Saint James City, FL 33956

    One and a half lots combine to give you options for a new home with 75' of Water-Frontage! There is an 8,000 lb. COVERED Boat-Lift in place, 2 Docks, AND Davits as well! This property is on sewer, giving you even more buildable space than surrounding properties. There is a shed on-site already. The owner was in the process of placing a new manufactured home on the property, gaining you site work,

    Mike Faulkner John R. Wood Properties

    3892 Blueberry Ln, Saint James City, FL 33956
  • /24

    $275,000

    • 2 Beds
    • 1 Bath
    • 552 Sq Ft

    3851 Coconut Dr, Saint James City, FL 33956

    Charming 2-bedroom, 1-bathroom home at 3851 Coconut Dr, St. James City, FL, is a waterfront paradise! Nestled on a desirable wide sailboat access canal, enjoy direct Gulf access with no bridges, perfect for maritime enthusiasts. The home features granite countertops, newer refrigerator, and A/C split units. Relax on the porch with stunning sunset and water views. The partially fenced yard offers

    Lori Caldwell LoKation

    3851 Coconut Dr, Saint James City, FL 33956
  • /36

    $299,000

    • 2 Beds
    • 2 Baths
    • 784 Sq Ft

    5054 Sandpiper Dr, Saint James City, FL 33956

    Enjoy the best of Florida living in this updated waterfront 2BR/2BA mobile home situated on an oversized lot. Featuring a new roof, AC, and electrical, this property is move-in ready and built for peace of mind. 50 AMP RV hook-up on the back parking area. Boaters will love the 10,000 lb boat lift with cover, offering quick access to the water. Plenty of space for outdoor living, parking, and

    John Faulkner Century 21 Sunbelt Realty

    5054 Sandpiper Dr, Saint James City, FL 33956
  • /39

    $219,500

    • 2 Beds
    • 2 Baths
    • 1,276 Sq Ft

    4700 Gulfgate Ln, Saint James City, FL 33956

    Welcome home!Get ready to start your next chapter in this exceptionally well maintained bright and airy TURNKEY 2-bedroom, 2-bath manufactured home—filled with Florida sunshine—located in the beautiful 55+ Boating community of Pine Island Cove in St. James City, Pine Island, Florida.This well thought out spacious home features a fun, mid-century–inspired kitchen and dining room, perfect

    Traci Harrier Uriami Realty LLC

    4700 Gulfgate Ln, Saint James City, FL 33956
  • /35

    $246,900

    • 2 Beds
    • 1.5 Baths
    • 1,010 Sq Ft

    3775 Papaya St, Saint James City, FL 33956

    Floor elevation 9'8"above sea level NEVER HAD FLOODWATERS INSIDE HOUSE Adorable tropical cottage featuring open plan concept with exposed beam cathedral ceiling. 2 bedroom, 1 1/3 bath. Screened lanai under truss + patio. Turn key- all furnishings included as shown. Brass queen bed in Master BR, desk in Br #2 with double bed. available NOW! Immediate occupancy or rent out. Hide-a-bed in living

    Diane Fowler Experience Real Estate Group

    3775 Papaya St, Saint James City, FL 33956
  • /42

    $265,000

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    5020 Gulfgate Ln, Saint James City, FL 33956

    GULF ACCESS (via boat lift). This awesome 2-bedroom, 2 bath home is located in beautiful Pine Island Cove, the most sought-after 55+ community on Pine Island. This home is set at a higher elevation and didn't have any water intrusion in the home. This home has open floor plan with a large kitchen with a breakfast bar. There is a large Florida room across the back of the home and a large open deck

    Normalene Salter Century 21 Sunbelt Realty

    5020 Gulfgate Ln, Saint James City, FL 33956
  • /29

    $249,900

    • 2 Beds
    • 2 Baths
    • 885 Sq Ft

    2831 York Rd, Saint James City, FL 33956

    Affordable living in st james city. The old mobile was replaced after IAN with this 2023 2bd 2ba manufactured home. It shows like brand new with a large master suite--vinyl plank flooring--glass face upper cabinets--full width great room. Huge exterior decks surround the north & west sides of the elevated home. There is a rear stairway leading to the courtyard with a tiki hut surrounded by palm

    Neill Fries Castaways Island Realty LLC

    2831 York Rd, Saint James City, FL 33956
  • /9

    $225,000

    • Land
    • 0.25 Acre
    • $892,857 per Acre

    2823 Cussell Dr, Saint James City, FL 33956

    Absolutely wonderful direct Gulf access residential lot ready for the home of your dreams. Are you ready to come and enjoy all the sunshine, world class fishing plus access to all of SW Florida's beautiful beaches? If so, this property is perfect for you. The Preserve property across the street guarantees beautiful views forever. This property is located on a private road with very nice homes

    Laurie Smith Experience Real Estate Group

    2823 Cussell Dr, Saint James City, FL 33956
  • /6

    $239,000

    • Land
    • 0.15 Acre
    • $1,551,948 per Acre

    2635 York Rd, Saint James City, FL 33956

    Excellent York Rd vacant lot location. Composite dock and 12,000lb boat lift. View down the entire canal facing west for the ultimate sunset views. Lot has been cleared and contains a storage shed. Major savings on impact fees! Deep water canal will take you to the outer islands and Gulf of Mexico in a matter of minutes! Enjoy the best fishing, beaches in SW Florida. Island living at it's best!!

    Sandy Peculis Castaways Island Realty LLC

    2635 York Rd, Saint James City, FL 33956
  • /4

    $225,000

    • Land
    • 0.15 Acre
    • $1,500,000 per Acre

    3859 Coconut Dr, Saint James City, FL 33956

    Direct access Waterfront Double Lot in St. James City — Your Island Escape Awaits!Don’t miss this exceptional 80' x 90' double lot on a wide canal in beautiful St. James City. Enjoy direct Gulf access from your own 40' private dock with lift, perfect for boating, fishing, and exploring Pine Island’s stunning waterways.This peaceful neighborhood offers the relaxed island lifestyle buyers

    Mike Faulkner John R. Wood Properties

    3859 Coconut Dr, Saint James City, FL 33956
  • /48

    $240,000

    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft

    5029 Gulfgate Ln, Saint James City, FL 33956

    MOTIVATED SELLERS, BRING ALL OFFERS! St. James City is known for its secluded and relaxed atmosphere and that is exactly what this home possesses, plus more!! CORNER LOT! No one to the left of you which is very nice!! Take a step inside this immaculate 2 bedroom 2 bath home with many updates. Each bedrooms offers an ensuite bath complete with spacious closets. The kitchen comes well equipped

    Amy Keen Royal Shell Real Estate, Inc.

    5029 Gulfgate Ln, Saint James City, FL 33956
  • /9

    $249,000

    • Land
    • 0.12 Acre
    • $2,128,205 per Acre

    3939 Areca Dr, Saint James City, FL 33956

    Location, Location, Location! Discover a prime Sailboat Access lot at 3939 Areca Dr, St James City, FL. Nestled on a picturesque cul-de-sac on Pine Island's south side, this property offers stunning water views and a 12,000lb boat lift with new motors and a GEM remote controller. Boating enthusiasts will relish the quick, convenient access to the Intracoastal Waterway, opening up a world of

    Lori Caldwell LoKation

    3939 Areca Dr, Saint James City, FL 33956
  • /17

    $235,000

    • 2 Beds
    • 1 Bath
    • 1,040 Sq Ft

    5428 Avenue C, Bokeelia, FL 33922

    Now is your chance to own your own property on fabulous Pine Island! This cute 2+/1 is located on a large lot near Pine Island Center offers an affordable opportunity. Boasting a new roof (2021), new AC (2023), newer hot water heater (2019), new interior/exterior paint (2025), new tiled bathroom shower with glass doors (2025), new flooring in bedrooms/utility room (2025), some new fixtures (2025)

    Joyce Sass Hamilton Franklin Realty LLC

    5428 Avenue C, Bokeelia, FL 33922
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