33

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

Section Image Section Image
  • /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
  • /33

    $209,900

    • 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
  • /27

    $289,900

    • 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
  • /33

    $299,900

    • 3 Beds
    • 2.5 Baths
    • 1,620 Sq Ft

    2420 Poinciana Ave, Saint James City, FL 33956

    Welcome to your slice of island life in St. James City, perfectly tucked just off 4th Ave and within easy walking distance to local restaurants, waterfront bars, live music, and some of the best fishing spots in Southwest Florida. Leave the car parked — dinner, sunset cocktails, and casting a line are all just steps away. This elevated 3-bedroom, 2.5-bath home offers a traditional layout with a

    Agent Photo

    Brandon Reitz

    Sea Glass Gulf Realty

    (239) 666-8317

    2420 Poinciana Ave, 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

    Agent Photo

    Brandon Reitz

    Sea Glass Gulf Realty

    (239) 422-9768

    2807 Cussell Dr, Saint James City, FL 33956
  • /30

    $289,000

    • Land
    • 0.11 Acre
    • $2,675,926 per Acre

    3875 Royal Palm Dr, Saint James City, FL 33956

    Vacant lot ready for your dream island home. Located on a wide canal with direct access to Pine Island Sound, offering some of the best fishing and boating in Southwest Florida. Enjoy the relaxed island lifestyle with nearby waterfront dining, local shops, and scenic waterways—all just minutes away.

    Agent Photo

    George McGowan

    EXP Realty LLC

    (239) 307-0826

    3875 Royal Palm Dr, Saint James City, FL 33956
  • /50

    $239,000

    • Land
    • 2.52 Acres
    • $94,841 per Acre

    4159 Sunshine Blvd, Saint James City, FL 33956

    Live the island dream in St. James City! This rare 2.5-acre gated retreat offers the perfect blend of privacy, freedom, and true Old Florida charm—just minutes from Boat Ramps (nearest only 1.8 miles), Waterfront Restaurants and the Fire Station with helipad. Hop on your bike or golf cart to grab fresh seafood & groceries or cruise to the beaches on your boat (nearby ramp) for excellent fishing

    Agent Photo

    NELSON RUA

    JOHN R WOOD PROPERTIES

    (239) 744-5650

    4159 Sunshine Blvd, 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

    Sea Glass Gulf Realty

    (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 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 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
  • /30

    $254,900

    • 2 Beds
    • 2 Baths
    • 1,166 Sq Ft

    3583 Tangelo Dr, Saint James City, FL 33956

    Escape to your own private oasis in Saint James City located on Pine Island. This beautiful 2 BR/ 2 BA home is a perfect home for any boating and fishing enthusiasts This home has been remodeled, all new appliances and fixtures. Brand new air conditioner 2023, Impact window and garage door. A barn out back with very large workshop. SELLER IS MOTIVATED AND WILL CONSIDER ALL OFFERS HUGE PRICE

    T hoyle THE SUMMEY REALTY GROUP

    3583 Tangelo Dr, Saint James City, FL 33956
  • /6

    $225,000

    • Land
    • 0.34 Acre
    • $661,765 per Acre

    3099 Cussell Dr, Saint James City, FL 33956

    Stop dreaming and start building! This is a nearly impossible-to-find TRIPLE LOT located in the heart of St. James City on the beautiful Pine Island. This expansive property offers significantly more frontage and buildable area than standard island lots, allowing for a substantial custom residence, multi-vehicle garage, and extensive outdoor living space. Plenty of space for a custom boat dock

    John Garuti III EXP REALTY LLC

    3099 Cussell Dr, Saint James City, FL 33956
  • /47

    $234,900

    • 1 Bed
    • 1 Bath
    • 488 Sq Ft

    3211 Stringfellow Rd Unit 105, Saint James City, FL 33956

    Direct Gulf Access... Short Distance to Open Water and the Intracoastal Waterway. This First Floor Corner Unit has been Beautifully Updated with Light Floors, Kitchen and Decor! It is being Sold Turnkey.... All you need is your tooth brush! It Has a Newer Metal Roof, AC, Docks, Lanai and is Freshly Painted! Step Outside Your Back Door and Enjoy the Sunsets from the Screened Lanai and Heated Pool.

    Teri Kibbe-Behnken Century 21 Sunbelt Realty

    3211 Stringfellow Rd Unit 105, Saint James City, FL 33956
  • /39

    $299,000

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

    2430 Orange St, Saint James City, FL 33956

    If you are looking for Island living with "ole Florida way of life" check out this 2bedroom and 2 bath two story home that is located in the heart of Saint James City. If you are looking for a vacation get-away or Investment property this awesome home has been renovated and is move in ready. It has a new metal roof, appliances, beautiful floors, new air condition. Has room on front lanai for an

    Normalene Salter Century 21 Sunbelt Realty

    2430 Orange St, Saint James City, FL 33956
  • /23

    $300,000

    • 3 Beds
    • 2 Baths
    • 1,917 Sq Ft

    8628 Yukon Ct, Saint James City, FL 33956

    SHORT SALE. Located on a quiet street in the heart of Saint James City. Situated on Florida’s largest island—a true boater’s paradise—this home offers incredible peace of mind with a metal roof and a rare history of no flooding. The layout is unique and functional, featuring a private primary suite and a large living room on the first floor. Upstairs, the home opens up with a second family room,

    Ayden Marinelli Marzucco Real Estate

    8628 Yukon Ct, Saint James City, FL 33956
  • /30

    $229,000

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    4808 Curlew Dr, Saint James City, FL 33956

    Spacious 1,800 sq ft Flamingo Bay 3-bedroom, 2-bath home with a den, offering comfort, privacy, and peace of mind—never flooded during any storms. The backyard backs up to an open area adjacent to church property, providing a quiet, private setting. Inside, you’ll find a desirable split-bedroom floor plan with walk-in closets, vaulted ceilings, with tile and laminate flooring throughout. The home

    John Faulkner Century 21 Sunbelt Realty

    4808 Curlew Dr, Saint James City, FL 33956
  • /24

    $229,000

    • 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

    $235,000

    • 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

    $249,900

    • 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
  • /11

    $269,900

    • Land
    • 0.09 Acre
    • $2,933,696 per Acre

    3961 Blueberry Ln, Saint James City, FL 33956

    Don't miss this GEM. Located at the end of the canal in the cul-de-sac overlooking the natural mangrove preserve. Over 4,000 sq ft lot with 80ft of seawall to build your custom home or a modular home. The homesite comes with water & sewer along with 3 10,000K boatlifts and composite decking. St James City is golfcart friendly. It also boasts the best worldclass fishing and is just a short boat

    Neill Fries Castaways Island Realty LLC

    3961 Blueberry Ln, Saint 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
  • /6

    $299,000

    • Land
    • 0.21 Acre
    • $1,444,444 per Acre

    3579 Gondola Ln, Saint James City, FL 33956

    One of the few corner vacant lots with gulf access on Pine Island! Located at the South end of the Island in St. James City. Enjoy tranquil living this cleared lot is located on a private road with a dead end. It is ready for you to build that tropical dream home you have been thinking about! Enjoy mornings watching the sun come up over the beautiful water since this lot is facing the highly

    Shelby Bigler Premier Island Realty

    3579 Gondola Ln, Saint James City, FL 33956
  • /42

    $245,000

    • 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
  • /2

    $210,000

    • Land
    • 2.58 Acres
    • $81,553 per Acre

    4291 Pinetree Blvd, Saint James City, FL 33956

    Very nice partially cleared 2.5 acres. entryway with gate in place. Center of lot cleared for your new home.

    Neill Fries Castaways Island Realty LLC

    4291 Pinetree Blvd, 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

    $229,900

    • Land
    • 0.15 Acre
    • $1,492,857 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
  • /11

    $299,900

    • 1 Bed
    • 1.5 Baths
    • 1,100 Sq Ft

    3711 Tangelo Dr, Saint James City, FL 33956

    Charming Renovated Island Retreat in St. James City! Welcome to this beautifully renovated 1-bedroom + den, 1.5-bath home nestled in the quiet rural island community of St. James City. Perfect as a cozy primary residence, weekend getaway, or income-producing rental, this adorable home offers the laid-back Florida lifestyle so many seek. The thoughtfully updated interior provides comfortable

    Debbie Stack Century 21 AllPoints Realty

    3711 Tangelo Dr, Saint James City, FL 33956
  • /10

    $299,000

    • Land
    • 5.01 Acres
    • $59,633 per Acre

    6251 Stringfellow Rd, Saint James City, FL 33956

    Huge Price Reduction!!! Semi-developed beautiful 5 acres cleared ready to build your dream home or barn, no restrictions, no HOA, Land is fenced in on two sides with a Nature Preserve on the other sides making it extremely private. It has 200 amp underground electric, excellent well water and is a blank slate ready to be built on with a house and/or Barn. Access to the property is through a

    Kristi Dunfee John R. Wood Properties

    6251 Stringfellow Rd, Saint James City, FL 33956
  • /25

    $227,500

    • Land
    • 1 Acre
    • $227,500 per Acre

    8390 Stringfellow Rd, Saint James City, FL 33956

    One Acre Tropical Fruit Grove on the corner of Stringfellow Rd and Woodstock Rd on Pine Island. Over 70 Mango Trees, completely fenced. Electric, city water, quonset-Hut work area, Plenty of area to plant Dragon Fruit, lychee, longan, Sapodillas, Chocolate Fruit.. so many unique types of fruit to grow... There is plenty of Bamboo along the property lines for privacy, beauty and building

    Mike Shevlin Century 21 Sunbelt Realty

    8390 Stringfellow Rd, Saint James City, FL 33956
  • /48

    $235,000

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

    5029 Gulfgate Ln, Saint James City, FL 33956

    PRICE IMPROVEMENT!! 55+ GULF ACCESS BOAT RAMP for fishing and boating enthusiasts! St. James City is known for its secluded and relaxed atmosphere and that is exactly what this home possesses, plus more!! This home sits on a CORNER LOT which provides privacy and space! Step inside this immaculate 2 bedroom 2 bath home with many updates and finishes. Each bedroom offers an ensuite bath complete

    Amy Keen Royal Shell Real Estate, Inc.

    5029 Gulfgate Ln, Saint James City, FL 33956
How to Buy a Home How to Finance a Home How to Sell a Home