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Saint James City, FL Homes for Sale under $400,000

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  • /34

    $374,900

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

    2888 Oleander St Unit C6, Saint James City, FL 33956

    Beautifully Updated Waterfront Condo in Fisherman’s Wharf – Turnkey & Move-In Ready!Discover the ultimate coastal lifestyle in this beautifully updated condo located in the desirable Fisherman’s Wharf community of St. James City. Offering a perfect blend of modern elegance and laid-back island charm, this home provides direct access to the Gulf of Mexico and world-class fishing waters—all

    Agent Photo

    Staci Stevens

    Castaways Island Realty LLC

    (239) 319-4327

    2888 Oleander St Unit C6, Saint James City, FL 33956
  • /39

    $375,500

    • 3 Beds
    • 2 Baths
    • 1,725 Sq Ft

    3057 Sloop Ln, Saint James City, FL 33956

    If boating and fishing is your dream of a happy life then this home is for you! Located on a direct access canal on the south end of Pine Island it is in the perfect location to make your dream come true. The 7,000 lb boat lift has a wrap-around, composite dock that makes using and cleaning your boat a breeze. The turnkey, immaculately maintained home is move in ready and perfect for all your

    Agent Photo

    Tonya Player

    Century 21 Sunbelt Realty

    (239) 342-6746

    3057 Sloop Ln, Saint James City, FL 33956
  • /38

    $389,500

    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft

    4492 Pine Hill Ct, Saint James City, FL 33956

    Pine Island, St. James City • This home is located on a cul-de-sac • Pine Island Village • Screened lanai • Deck and fire pit • Community pool • Near marinas, fishing and Cayo Costa State ParkPine Island which is rich in history also has amazing wildlife, beautiful sunrises and sunsets, shopping as well as dining, all within a friendly and relaxed community. Pine Island is known for its

    Laura Olejniczak Realty Mark Associates

    4492 Pine Hill Ct, Saint James City, FL 33956
  • /29

    $395,000

    • 2 Beds
    • 2 Baths
    • 1,465 Sq Ft

    3065 Skipper Ln, Saint James City, FL 33956

    Come and begin your new year, living the "Island Lifestyle" in this lovely home close to the Gulf and the ICW without bridges or locks to maneuver. This St. James City home is in a golf cart friendly neighborhood, close to restaurants, bars, marinas, and more. St. James City is a laid back community with all sorts of activities at the Civic Center, music venues almost daily, not to mention some

    Terri James John R. Wood Properties

    3065 Skipper Ln, Saint James City, FL 33956
  • /36

    $338,000

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

    3033 Bounty Ln, Saint James City, FL 33956

    Direct Gulf Access Gem in St. James City – Pride of Ownership Shows Welcome to your slice of waterfront paradise in St. James City, where direct Gulf access puts world-class boating and fishing just moments from your dock. This light and bright 2-bedroom, 2-full-bath manufactured home has been lovingly maintained and thoughtfully updated, and it truly shows pride of ownership throughout. Inside,

    Monica Fowlds Century 21 Selling Paradise

    3033 Bounty Ln, Saint James City, FL 33956
  • /28

    $325,000

    • 2 Beds
    • 2 Baths
    • 920 Sq Ft

    3904 Dewberry Ln, Saint James City, FL 33956

    Calling all boaters, fishermen and island explores. Waterfront manufactured home in St James City. 2 bedrooms 2 baths, furnished with an open floor plan. Per owner home has never flooded. 10,000 lb. boat lift. Direct access to Sanibel, Captiva, Cayo Costa, North Captiva, Useppa, and Boca Grande. Home has a metal roof and also includes a carport and workshop. Go to local restaurants by boat or

    Kristi Dunfee John R. Wood Properties

    3904 Dewberry Ln, Saint James City, FL 33956
  • /37

    $379,999

    • 2 Beds
    • 2 Baths
    • 1,726 Sq Ft

    3089 Skipper Ln, Saint James City, FL 33956

    This never-flooded 1,726 sq. ft. manufactured home in St. James City offers relaxed waterfront living on Pine Island with 2 bedrooms, 2 baths, and an open floor plan designed for everyday comfort. WESTERN exposure in the backyard delivers breathtaking sunset views and welcome winter warmth, while hurricane-impact windows in the four-season lanai, and a mini-split system extend your entertaining

    Lisa Wilson John R. Wood Properties

    3089 Skipper Ln, Saint James City, FL 33956
  • /8

    $325,000

    • Land
    • 0.16 Acre
    • $2,031,250 per Acre

    2480 Sycamore St, Saint James City, FL 33956

    A charming waterfront lot that captures the best of Florida living. This property is a boater’s dream, the cleared lot measures 65'X 107' and features a private dock. A boat lift along with water and electric are already in place for your convenience. With quick access to Sanibel, Captiva, Fort Myers Beach, and the outer islands of Boca Grande and Cabbage Key, this property is ideal for boating

    Montanna Wilson Castaways Island Realty LLC

    2480 Sycamore St, Saint James City, FL 33956
  • /41

    $360,000

    • 2 Beds
    • 2 Baths
    • 1,302 Sq Ft

    3100 Bowsprit Ln, Saint James City, FL 33956

    Extra neat and clean mobile in Pine Island’s Cherry Estates. This has it all at an affordable price. This 2 bedroom / 2 bath has large, attractive living room with lots of windows looking out at the water. The kitchen features an island with cooktop for informal dining. The large bedrooms give you plenty of room for large beds and other furniture. There is a dock with boat lift and even an

    Francisco Rivera Related ISG Realty, LLC.

    3100 Bowsprit Ln, Saint James City, FL 33956
  • /13

    $337,000

    • 2 Beds
    • 2 Baths
    • 1,180 Sq Ft

    3059 Bounty Ln, Saint James City, FL 33956

    Direct access waterfront home, MOTIVATED SELLER ! 10 minutes to Pine Island Sound on wide deep water canal. Private covered boat lift. You own the land with no association fees. No flood damage from recent hurricane. Upgrades during 2023 include all new roof, siding, gutters, carport, utility room, insulation & vapor barrier, AC system and flex ducts. Kitchen remodeled 4 years ago with new

    Scott Hutchinson Lifestyle Property Group LLC

    3059 Bounty Ln, Saint James City, FL 33956
  • /39

    $334,000

    • 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

    $355,000

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

    8628 Yukon Ct, Saint James City, FL 33956

    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, the kitchen,

    Ayden Marinelli Marzucco Real Estate

    8628 Yukon Ct, Saint James City, FL 33956
  • /3

    $399,000

    • Land
    • 1.78 Acres
    • $224,662 per Acre

    2785 Cussell Dr, Saint James City, FL 33956

    HUGE VACANT RESIDENTIAL LOT FOR SALE. 762 feet of waterfrontage--1.75 acres to build your dream home. direct access to the gulf & outer islands. private setting just waiting for you.

    Neill Fries Castaways Island Realty LLC

    2785 Cussell Dr, Saint James City, FL 33956
  • /43

    $394,990

    • 2 Beds
    • 2 Baths
    • 1,670 Sq Ft

    3088 Skipper Ln, Saint James City, FL 33956

    Move right into this well-maintained Palm Harbor home, offering 1,670 sq ft of comfortable living space and never having been flooded. Whether you're in search of a second home or a primary residence, this charming 2-bedroom, 2-bathroom property is sure to delight. The home features a spacious deck, a covered lanai, and a dock for your boat. Additionally, the finished utility room under the

    Tanner Miller Pfeifer Realty Group LLC

    3088 Skipper Ln, Saint James City, FL 33956
  • /32

    $389,000

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    2880 8th Ave, Saint James City, FL 33956

    Nestled on the sought-after south end of Pine Island in the heart of St. James City, this inviting 2-bedroom, 1-bath waterfront cottage captures the essence of laid-back island living with exceptional boating access. Set on an oversized lot along a wide, deep-water canal, the property offers direct Gulf access with no bridges, making it a dream for boaters and anglers eager to reach Matlacha

    Jessica Nolan KELLER WILLIAMS REALTY FT MYER

    2880 8th Ave, Saint James City, FL 33956
  • /25

    $399,000

    • 2 Beds
    • 2 Baths
    • 1,306 Sq Ft

    2390 Oleander St, Saint James City, FL 33956

    DIRECT GULF ACCESS! Your slice of paradise awaits in this completely renovated waterfront home, located on an oversized corner lot in desirable St. James City. This 2BR, 2BA Pine Island Shores home has been updated from top to bottom, offering peace of mind and effortless island living.Step inside to find new flooring throughout, a new kitchen featuring stylish cabinetry, fixtures, and

    Mike Faulkner John R. Wood Properties

    2390 Oleander St, Saint James City, FL 33956
  • /36

    $349,999

    • 2 Beds
    • 2 Baths
    • 872 Sq Ft

    3913 Dewberry Ln, Saint James City, FL 33956

    MOTIVATED SELLERS! Discover Florida’s best-kept secret—Saint James City! This beautifully remodeled home is a true boater’s paradise, offering direct Gulf access from your private 50-foot seawall. Cruise to some of Florida’s most iconic beaches or enjoy world-class fishing right from your backyard. Renovated from the studs up, this home features a new metal roof, luxury vinyl flooring, updated

    Marfid Osle LPT Realty, LLC

    3913 Dewberry Ln, Saint James City, FL 33956
  • /26

    $330,000 New Construction

    • 2 Beds
    • 2 Baths
    • 928 Sq Ft

    3673 Dewberry Ln, Saint James City, FL 33956

    Welcome to 3673 Dewberry Lane in the heart of beautiful Saint James City. This 2024 manufactured home offers stylish, turnkey living with 2 spacious bedrooms, 2 full bathrooms, and comes fully furnished with like-new, modern furniture.Enjoy direct Gulf access from your backyard—perfect for boaters, anglers, and anyone who loves the Southwest Florida coastal lifestyle. Nestled in a desirable,

    Teo Palmieri Elite Ocean View Realty LLC

    3673 Dewberry Ln, Saint James City, FL 33956
  • /25

    $320,000

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft

    3628 Tropical Point Dr, Saint James City, FL 33956

    Discover this beautifully remodeled 3-bedroom, 2-bath home nestled on an oversized lot in the desirable St. James City. With lush vegetation and plenty of privacy, this property offers a serene island retreat with all the convenience for waterfront living. Boating enthusiasts will love the location: the home is just a few minutes’ walking distance from Tropical Point Park water access, perfect

    Lisa Wilson John R. Wood Properties

    3628 Tropical Point Dr, Saint James City, FL 33956
  • /31

    $375,000

    • 2 Beds
    • 2 Baths
    • 1,366 Sq Ft

    4403 Lake Heather Cir, Saint James City, FL 33956

    Nestled on a quiet street in St. James City, this beautifully furnished single-family home offers privacy, charm, and island living at its finest. Built by the original owners and lovingly maintained, the home is tucked back from the road, providing a peaceful setting surrounded by natural tranquility. Featuring approximately 1,366 square feet of living space, this residence boasts tall, lofty

    Jere Marvin DomainRealty.com LLC

    4403 Lake Heather Cir, Saint James City, FL 33956
  • /50

    $329,000

    • 3 Beds
    • 2 Baths
    • 1,332 Sq Ft

    4658 Gulf Shore Rd, Saint James City, FL 33956

    PRICED TO SELL Flood insurance is transferable to buyer. Policy is paid until January 2026.House is 9' above sea levels and there was no flooding with any hurricane. This little house is in a beautiful quiet neighborhood. With almost acre in size you're surrounded with beautiful greenery and peaceful views. Lanai has been converted to an all-season room. Additional outdoor seating area is covered

    Tracy Walters Royal Shell Real Estate, Inc.

    4658 Gulf Shore Rd, Saint James City, FL 33956
  • /27

    $390,000

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft

    3952 Blueberry Ln, Saint James City, FL 33956

    HOW ABOUT 116FT OF DEEP WATER SAILBOAT ACCESS?? That's what we have here. Along with that you will get a 2bd 2ba modular home NOT A MOBILE. The home has oversized windows & has a very open airy feeling. The home was built for the sunroom under the same roof. Wonderful views across the Cherry canal that will never change. There are 2 different gulf access routes which are depicted on the virtual

    Neill Fries Castaways Island Realty LLC

    3952 Blueberry Ln, Saint James City, FL 33956
  • /24

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,780 Sq Ft

    2560 Rose Ave, Saint James City, FL 33956

    Here it is! Your perfect island space! Totally renovated and beautifully remodeled 3/2 home. The kitchen has the most beautiful counter tops and cabinets, along with a gas range! Check out the "artsy" lighting!! And just wait until you see the new beautifully tiled bathrooms! The Master bath is just lovely with the best walk-in closet complete with built-ins! If you desire an inground pool, the

    Sandy Peculis Castaways Island Realty LLC

    2560 Rose Ave, Saint James City, FL 33956
  • /3

    $390,000

    • Land
    • 0.25 Acre
    • $1,591,837 per Acre

    2417 Macadamia St, Saint James City, FL 33956

    Build your tropical island dream home on this cleared Gulf access canal. This property is located in a gated community. Home site is located at the southern tip of St. James City, on Pine Island. Minutes to Sanibel, Captiva, Cabbage Key, Ft. Myers Beach and more . You will be boating to some of the best fishing spots and beautiful Beaches.

    Shannon McCaffrey John R. Wood Properties

    2417 Macadamia St, Saint James City, FL 33956
  • /30

    $310,000

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

    7157 Ladyfish Dr, Saint James City, FL 33956

    Spacious 2023 mobile on a corner lot in Pine Island Cove. Oversized one car garage. Lots of parking, everything new, generator hook up, split floor plan, and inside laundry with extra storage. The great room makes this the perfect home for entertaining. Drive around in your golf cart and enjoy the clubhouse, pool, bocce ball, and pickleball courts. Or just visit with the neighbors. Community boat

    Leslie Osborne John R. Wood Properties

    7157 Ladyfish Dr, Saint James City, FL 33956
  • /29

    $399,950 Open Sun 12PM - 3PM

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    2592 York Rd, Saint James City, FL 33956

    Welcome to your waterfront paradise at 2592 York Rd, St James City! Situated on the sought-after Monroe Canal, this charming home features 60' of waterfront with a convenient boat lift. Inside, discover a modern oasis with an updated kitchen featuring granite countertops and an inviting eat-in area. The home boasts two spacious bedrooms, two bathrooms, and a cozy family room. Outside, you'll find

    Lori Caldwell LoKation

    2592 York Rd, Saint James City, FL 33956
  • /19

    $385,000

    • 2 Beds
    • 1 Bath
    • 832 Sq Ft

    2661 Bamboo St, Saint James City, FL 33956

    Exceptional waterfront lot-value opportunity in St. James City offering direct Gulf access with no bridges. This property features a concrete seawall, carport, and storage shed, making it ideal for redevelopment or a custom waterfront build.The existing 2-bedroom, 1-bath structure (832 sq. ft. under air) was impacted by Hurricane Ian and has since been elevated above flood elevation. The home

    Trisha Arnold RE/MAX Realty Group

    2661 Bamboo St, Saint James City, FL 33956
  • /14

    $325,000

    • Land
    • 0.11 Acre
    • $3,009,259 per Acre

    3911 Royal Palm Dr, Saint James City, FL 33956

    Great direct access lot. Cleared and filled to grade. There are 2 lifts on property 1 an 8,000 lb lift the other 10,000 lift. 60 amp electric service at the dock. Owner owns all 3 lots in a row here. Would discuss packaging 2 or 3 of them. Great canal direct access to bay then to Gulf of Mexico.

    Don Cunningham Realty Group of SW Florida Inc

    3911 Royal Palm Dr, Saint James City, FL 33956
  • /24

    $349,500

    • Land
    • 0.28 Acre
    • $1,270,909 per Acre

    5966 Cove St, Saint James City, FL 33956

    A little over a quarter acre waterfront lot for sale in St. James City! Home was demolished after suffering hurricane damage which will save buyer on impact fees to build new. An elevated home will afford spectacular views of Matlacha Pass. Although the lot is not suited for a private dock, there is access to the water via the Lee County public park to the south of the lot where small vessels

    Marian Faulkner Century 21 Sunbelt Realty

    5966 Cove St, Saint James City, FL 33956
  • /26

    $375,000

    • Land
    • 0.09 Acre
    • $3,989,362 per Acre

    3783 Cherry Ln, Saint James City, FL 33956

    Tropical Waterfront Paradise on Pine Island!!! Discover the ultimate island-vibe living with this beautiful SW facing 4103sf direct Gulf-access lot in St. James City on City Sewer & Water, perfectly positioned for world-class fishing, boating, and endless fun in the Florida sun. This property features two boat lifts, 8 & 10K lb. capacity, both with new motors, durable Trex decking, and a serene

    Kim Michelsen EXP Realty LLC

    3783 Cherry Ln, Saint James City, FL 33956
  • /50

    $345,000

    • 2 Beds
    • 2 Baths
    • 1,249 Sq Ft

    5946 Stringfellow Rd, Saint James City, FL 33956

    Well-maintained 2 bedroom, 2 bath home featuring a 2020 roof, screened-in pool, and oversized lot. Open, functional layout with bright living areas and neutral finishes throughout. The living and dining spaces connect seamlessly to the kitchen, making it ideal for daily living and entertaining. The screened pool offers a private outdoor setting, with additional yard space beyond the enclosure

    William Figueroa Sovereign Real Estate Group

    5946 Stringfellow Rd, Saint James City, FL 33956
  • /22

    $345,000

    • 2 Beds
    • 2 Baths
    • 1,094 Sq Ft

    4828 Flamingo Dr, Saint James City, FL 33956

    Experience This Beautiful, Well-Kept 2 Bed, 2 Bath Home. This is NOT a Manufactured Home! The Oversized Attached Garage is Fully Insulated with 200 amp Service to the Home, while the other side offers Plenty of Space for an RV or Boat on a Smooth Concrete Surface, Including a Separate 50 amp Service. The Home is on a Block Foundation with all Duct Work "Above" the Home and has Never Flooded. The

    Laurie Smith Experience Real Estate Group

    4828 Flamingo Dr, Saint James City, FL 33956
  • /10

    $399,900

    • Land
    • 0.33 Acre
    • $1,208,157 per Acre

    2947 Cussell Dr, Saint James City, FL 33956

    One of a Kind in the Waterfront Community of St. Jude Harbors! Western Exposure 122' Lot with Seawall on a 100' Wide Canal with 7+ ft Depth, Ideal for Large Power or Sailboat. 10 Minutes to Pine Island Sound and Picknick Island. Located Across from Nature Preserve that can't be Developed. Lot is Prepped and Ready to Build.

    Richard Hewins Gulf Gateway Realty, Inc.

    2947 Cussell Dr, Saint James City, FL 33956
  • /25

    $340,500 Open House 2/22

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

    5025 Curlew Dr, Saint James City, FL 33956

    Nestled in the serene community of St. James City, this 2 bedroom plus a den, 2 bathroom canal-front property offers a harmonious blend of tranquility and adventure. Imagine beginning your mornings on the screened lanai, sipping coffee as the sun dances on the water, mere footsteps from your own 10,000-pound boat lift. A newly installed metal roof and AC ensure modern comforts, perfectly

    Kristi Dunfee John R. Wood Properties

    5025 Curlew Dr, Saint James City, FL 33956
  • /30

    $399,900

    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft

    3064 Sloop Ln, Saint James City, FL 33956

    Welcome to island life on beautiful Pine Island in St. James City! This 1,200+ sq ft waterfront home is a true boating enthusiast’s dream, offering direct Gulf of America access via an extra-wide canal. A custom composite dock with boat lift makes getting on the water effortless and enjoyable. The 2-bedroom, 2-bath manufactured home features solid bamboo flooring throughout and a spacious

    Robert Farabaugh Century 21 AllPoints Realty

    3064 Sloop Ln, Saint James City, FL 33956
  • /28

    $329,000 New Construction

    • 2 Beds
    • 2 Baths

    3673 Dewberry Ln, Saint James City, FL 33956

    Welcome to 3673 Dewberry Lane in the heart of beautiful Saint James City. This 2024 manufactured home offers stylish, turnkey living with 2 spacious bedrooms, 2 full bathrooms, and comes fully furnished with like-new, modern furniture.Enjoy direct Gulf access from your backyard—perfect for boaters, anglers, and anyone who loves the Southwest Florida coastal lifestyle. Nestled in a desirable,

    Leidy Marin Elite Ocean View Realty LLC

    3673 Dewberry Ln, Saint James City, FL 33956
  • /10

    $395,000

    • Land
    • 5.01 Acres
    • $78,779 per Acre

    6251 Stringfellow Rd, Saint James City, FL 33956

    Semi-developed beautiful 5 acres cleared ready to build your dream home or barn, no restrictions, no HOA, MUD was done. 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 deeded right of

    Kristi Dunfee John R. Wood Properties

    6251 Stringfellow Rd, Saint James City, FL 33956
  • /49

    $379,999

    • 4 Beds
    • 1.5 Baths
    • 1,621 Sq Ft

    4149 Shellcrest Rd, Saint James City, FL 33956

    Are you looking for privacy? Are you looking for a tranquil, peaceful place to call home? Peace and Serenity is here! This very spacious 3-bedroom island pool home is the definition of country island living! Located on the southern end of the island, this home sits on a generous 1.3+ acre lot zoned Ag-2 and features a private pond. This home is crisp and clean and has been completely renovated

    Katie Fischer Century 21 Sunbelt Realty

    4149 Shellcrest Rd, Saint James City, FL 33956
  • /14

    $369,900

    • Land
    • 0.28 Acre
    • $1,307,067 per Acre

    3210 Stabile Rd, Saint James City, FL 33956

    Build where others vacation and experience true Southwest Florida waterfront living on this premium oversized Gulf-access triple-lot, perfectly positioned just 10 minutes from open water and a short, scenic boat ride to Fort Myers Beach, Sanibel/Captiva Islands, and The Gulf.This rare property offers the ideal blend of boater’s convenience and coastal tranquility, complete with a private dock

    Joey Mulloy Realty One Group MVP

    3210 Stabile Rd, Saint James City, FL 33956
  • /36

    $350,000

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

    2936 Oleander St Unit A5, Saint James City, FL 33956

    Welcome to your perfect waterfront retreat at Fisherman's Wharf Condo in St. James City! This updated first-floor condo on Oleander St offers direct Gulf access and is a boater’s dream, complete with a boat slip and a secured storage area for your boat. The spacious layout features tile roomy bedrooms, leading to a relaxing screened lanai. Enjoy community amenities such as a heated pool,

    Lori Caldwell LoKation

    2936 Oleander St Unit A5, Saint James City, FL 33956

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