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

• 

  

  

  /28

  $275,900

  $124K PRICE DROP

  • 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

  

  Staci Stevens

  Castaways Island Realty LLC

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

  

  

  /24

  $129,900

  • 2 Beds
  • 1 Bath
  • 784 Sq Ft

  4811 Flamingo Dr, Saint James City, FL 33956

  Welcome to 4811 Flamingo Drive in the heart of St. James City—an authentic island escape where the water is your backyard and the lifestyle is all about simplicity, sunshine, and great fishing.This waterfront-access property has been enjoyed by a true fishing enthusiast, making it the perfect setup for anyone who lives for early mornings on the water and stories that get better with every

  

  Staci Stevens

  Castaways Island Realty LLC

  4811 Flamingo Dr, Saint James City, FL 33956
• 

  

  

  /27

  $289,900

  $10K PRICE DROP

  • 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

  

  Staci Stevens

  Castaways Island Realty LLC

  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

  

  Brandon Reitz

  Sea Glass Gulf Realty

  2420 Poinciana Ave, Saint James City, FL 33956
• 

  

  

  /26

  $274,900

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

  2430 Orange St, Saint James City, FL 33956

  Welcome to your slice of paradise in the heart of St. James City! This beautifully remodeled 2-bedroom, 2-bath home perfectly embodies the relaxed island lifestyle that makes this waterfront community so desirable. Nestled on a quiet street, you'll enjoy peace and privacy while being just a short walk from several popular restaurants, waterfront bars, live music venues, and local favorites.

  

  Brandon Reitz

  Sea Glass Gulf Realty

  2430 Orange St, Saint James City, FL 33956
• 

  

  /30

  $279,000

  $30K PRICE DROP

  • Land
  • 4,704 Sq Ft
  • $2,583,333 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.

  

  George McGowan

  EXP Realty LLC

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

  

  /3

  $68,000

  • Land
  • 28,749 Sq Ft
  • $103,030 per Acre

  8564 Juneau Ct, Saint James City, FL 33956

  This oversized corner lot offers a great opportunity to build your island retreat in the heart of Saint James City. Located just off Stringfellow Rd on a quiet street, this homesite provides easy access to local marinas, restaurants, shopping, and the laid-back Southwest Florida lifestyle. With its desirable corner placement, the lot offers added flexibility for site planning and design. Bring

  

  Christopher Drummond

  Better Homes And Gardens Real Estate Main Street Properties

  8564 Juneau Ct, Saint James City, FL 33956
• 

  

  /11

  $274,900

  • Land
  • 10,977 Sq Ft
  • $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

  

  Brandon Reitz

  Sea Glass Gulf Realty

  2807 Cussell Dr, Saint James City, FL 33956
• 

  

  /22

  $35,000

  • Land
  • 4,007 Sq Ft
  • $380,435 per Acre

  4958 Mullette Ln, Saint James City, FL 33956

  This cleared lot in Pine Island Cove 55+ community is located on one of the quieter streets and is very close to the beautiful community lake and recreation area. It's a great place for your retirement home whether you are a seasonal resident or year round. The community offers many amenities including the ever popular pickleball, large community swimming pool, hot tub and community center.

  

  Tonya Player

  Century 21 Sunbelt Realty

  4958 Mullette Ln, Saint James City, FL 33956
• 

  

  /18

  $65,000

  • Land
  • 8,712 Sq Ft
  • $325,000 per Acre

  417 Royal Tern Way, Saint James, FL 32322

  Located on the 18th hole of St. James Bay golf course community offers a comprehensive range of amenities, including a 18 hole Championship golf course w/ pro shop, swimming pools, tennis & pickle ball courts, the gym, and the Private Dock at the Homeowner's Park on the Bay. On site is the "Crooked River Grill" Restaurant and Full Service Bar. The menu is inspired by Southern coastal comfort

  

  Debbie Brett

  Keller Williams Town & Country

  417 Royal Tern Way, Saint James, FL 32322
• 

  

  /15

  $54,900

  $4K PRICE DROP

  • Land
  • 8,015 Sq Ft
  • $298,370 per Acre

  3651 Crestwell Ct, Saint James City, FL 33956

  We are proud to bring you a slice of tropical paradise! This 80x100 vacant homesite at 3651 Crestwell Cr, nestled in Saint James City's sought-after St. Jude Harbors, is a true gem awaiting your dream abode. Surrounded by lush preserve land, this waterfront haven on a freshwater canal offers an idyllic blend of tranquility and convenience. Immerse yourself in the vibrant ambiance of Pine Island,

  

  Brandon Reitz

  Sea Glass Gulf Realty

  3651 Crestwell Ct, Saint James City, FL 33956
• 

  

  /10

  $185,000

  • Land
  • 7,840 Sq Ft
  • $1,027,778 per Acre

  3314 York Rd, Saint James City, FL 33956

  Rare opportunity to build your custom waterfront home on a direct Gulf access canal with no fixed bridges. This vacant lot offers excellent potential for boating enthusiasts and those seeking a true island lifestyle. Enjoy quick access to open water, nearby marinas, local dining, and world-class fishing. A prime canvas to design and build your ideal coastal retreat.

  

  Abdias Alexandre

  CENTRIC REALTY SERVICES LLC

  3314 York Rd, 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

  

  NELSON RUA

  JOHN R WOOD PROPERTIES

  4159 Sunshine Blvd, Saint James City, FL 33956
• 

  

  /18

  $65,000

  • Land
  • 8,276 Sq Ft
  • $342,105 per Acre

  415 Royal Tern Way, Saint James, FL 32322

  Located on the 18th hole of St. James Bay golf course community offers a comprehensive range of amenities, including a 18 hole Championship golf course w/ pro shop, swimming pools, tennis & pickle ball courts, gym, and the Private Dock at the Homeowner's Park on the Bay. On site is the "Crooked River Grill" Restaurant and Full Service Bar. The menu is inspired by Southern coastal comfort cuisine,

  

  Debbie Brett

  Keller Williams Town & Country

  415 Royal Tern Way, Saint James, FL 32322
• 

  

  /42

  $275,000

  $10K PRICE DROP

  • 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
  • 9,234 Sq Ft
  • $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

  $165,000

  $24K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  4931 Gulfgate Ln, Saint James City, FL 33956

  Pine Island Cove 55+ community.. Community POOL, HOT TUB, CLUBHOUSE, FITNESS, PICKLE BALL, PICNIC- PARK BOAT RAMP, BOAT & RV STORAGE, SEWER and much more.. Beautiful Island Community. The 2-bedroom 2-bath 1152 sq ft home is very well cared for and has been a year around home with HURRICANE WINDOWS THROUGH OUT - wood paneled living & family room, updated-kitchen and carpet & laminated floors.

  Mike Shevlin Century 21 Sunbelt Realty

  4931 Gulfgate Ln, Saint James City, FL 33956
• 

  

  /28

  $105,000

  • Land
  • 4,007 Sq Ft
  • $1,141,304 per Acre

  5004 Gulfgate Ln, Saint James City, FL 33956

  Pine Island Cove ... Canal front vacant lot ready to build...55+ community, pool, boat-ramp, tennis, pickleball, Clubhouse, picnic area, dog run, fish cleaning station, bocce,... sewer/water and great neighbors. Modular/manufactured community. Canal frontage bring your boat !!! There is a boat lift at end of canal... lift your boat over the embankment to a direct access canal to Pine Island

  Mike Shevlin Century 21 Sunbelt Realty

  5004 Gulfgate Ln, Saint James City, FL 33956
• 

  

  /19

  $195,000

  $30K PRICE DROP

  • Land
  • 7,187 Sq Ft
  • $1,181,818 per Acre

  5150 Sandpiper Dr, Saint James City, FL 33956

  Large canal lot with a fast and easy out to Pine Island Sound. A large shed is also there. The dock has Trex decking, and includes a large 8,000# boat lift. This property offers a fantastic opportunity for a fresh start in the desirable Flamingo Bay community! The lot presents a blank canvas for your new dream home. Situated on 2/3 of a full lot from the canal, buyer will benefit from saving on

  John Faulkner Century 21 Sunbelt Realty

  5150 Sandpiper Dr, Saint James City, FL 33956
• 

  

  /108

  $188,000

  • 2 Beds
  • 2 Baths
  • 826 Sq Ft

  7150 Cobiac Dr, Saint James City, FL 33956

  WELCOME TO YOUR WATERFRONT ISLAND PARADISE on Pine Island! Located in the highly desirable 55+ boating community of Pine Island Cove, this beautifully updated, move-in-ready waterfront home offers the ultimate Southwest Florida lifestyle. Featuring 2 bedrooms, 2 baths, a private dock, and 10,000-lb boat lift, you'll enjoy direct boating access to Pine Island Sound, Matlacha Pass, Sanibel,

  7150 Cobiac Dr, Saint James City, FL 33956
• 

  

  /6

  $39,900

  • Land
  • 13,547 Sq Ft
  • $128,296 per Acre

  3504 Mango St, Saint James City, FL 33956

  Searching for quick access to the Gulf of Mexico, Lee County Outer Islands, but don't want to pay the additional money to own a waterfront lot? Here is your answer: Pine Island had many boat ramps, close to shopping, restaurants, and plenty of peace and tranquility, native birds and plants. Tropical Homesites is a lovely St. James City neighborhood with paved roads, and a Lee County Park at the

  Terri James John R. Wood Properties

  3504 Mango St, Saint James City, FL 33956
• 

  

  /13

  $99,000

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft

  4914 Porky Ln, Saint James City, FL 33956

  Great Location! Set into the beautiful Pine Island, this 2 bed 2 bath is 1020 square feet.

  Cliff Glansen Flatfee.com

  4914 Porky Ln, Saint James City, FL 33956
• 

  

  /6

  $39,900

  • Land
  • 13,547 Sq Ft
  • $128,296 per Acre

  3488 Mango St, Saint James City, FL 33956

  Searching for quick access to the Gulf of Mexico, Lee County Outer Islands, but don't want to pay the additional money to own a waterfront lot? Here is your answer: Pine Island has many boat ramps, close to shopping, restaurants, and plenty of peace and tranquility, native birds and plants. Tropical Homesites is a lovely St. James City neighborhood with paved roads, and a Lee County Park at the

  Terri James John R. Wood Properties

  3488 Mango St, Saint James City, FL 33956
• 

  

  /7

  $38,000

  • Land
  • 13,503 Sq Ft
  • $122,581 per Acre

  3585 Gasparilla St, Saint James City, FL 33956

  Great Area of Pine Island in Tropical Point. Nice small picnic area and beach within walking distance. Neighborhood has a primitive boat ramp on Sabal near beach that is good for small power boats and Kayaks.

  Maria Perez Mega Realty International, Inc

  3585 Gasparilla St, Saint James City, FL 33956
• 

  

  /6

  $200,000

  $25K PRICE DROP

  • Land
  • 14,810 Sq Ft
  • $588,235 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
• 

  /2

  $34,000

  $1K PRICE DROP

  • Land
  • 13,677 Sq Ft
  • $108,280 per Acre

  3600 Eagle Lake Dr, Saint James City, FL 33956

  Seize the opportunity to build your dream home on this generous .31 acre vacant lot located at 3600 Eagle Lake Drive in the charming Saint James City. This parcel of land is perfect for those looking to create a serene retreat or a family residence in a tranquil setting. Surrounded by lush greenery and natural beauty, providing a peaceful atmosphere. Close to local parks, recreational activities,

  Ayden Marinelli Marzucco Real Estate

  3600 Eagle Lake Dr, Saint James City, FL 33956
• 

  

  /38

  $155,000

  • 2 Beds
  • 2 Baths
  • 862 Sq Ft

  7169 Drum Dr, Saint James City, FL 33956

  Welcome to island living in the highly sought-after Pine Island Cove 55+ community in Saint James City. This charming 2-bedroom, 2-bath home offers the perfect Florida retreat—whether you're looking for a winter getaway or a full-time residence. This home has an awesome new kitchen cabinets, counter tops, air conditioning, & roof. The home features a comfortable open living space with plenty of

  Normalene Salter Century 21 Sunbelt Realty

  7169 Drum Dr, Saint James City, FL 33956
• 

  

  /18

  $85,000

  • Land
  • 4,486 Sq Ft
  • $825,243 per Acre

  7156 Cobiac Dr, Saint James City, FL 33956

  GULF ACCESS LOT ---Located in beautiful Pine Island Cove 55+ community. This lot is cleared, has water, electric & sewer ready to hook up to your new home. There are no impact fees to be paid unless you Build a stilt home or have a new site built home then you have to pay the difference. This lot is located in the back of the community on the water and there is no homes behind the lot. This

  Normalene Salter Century 21 Sunbelt Realty

  7156 Cobiac Dr, Saint James City, FL 33956
• 

  

  /14

  $243,000

  • 3 Beds
  • 2 Baths
  • 2,048 Sq Ft

  3677 Tangerine Dr, Saint James City, FL 33956

  Welcome to 3677 Tangerine Drive in the laid-back waterfront community of Saint James City, Florida. This property presents a unique opportunity for investors, flippers, or buyers looking to create their own slice of paradise in a highly desirable coastal location. Situated on a generous lot, the home offers great potential with its existing structure and location. While the property does require

  Jonathan Minerick Homecoin.com

  3677 Tangerine Dr, Saint James City, FL 33956
• 

  

  /22

  $49,900

  $75K PRICE DROP

  • Land
  • 20,473 Sq Ft
  • $106,170 per Acre

  8756 Nome Ct, Saint James City, FL 33956

  ***NO WETLANDS, ALL USABLE LAND*** Tucked away on what is kindly referred to as "The Alaska Streets", this nearly half acre lot is a great investment to build your beautiful island dream home. This lot has been cleared three (3) times in the past five years (last 11/22) and is primed for a residential build. It is on a privately maintained road with little to no traffic and only three other

  Andrew Goode RE/MAX Trend

  8756 Nome Ct, Saint James City, FL 33956
• 

  

  /23

  $4,000

  $6K PRICE DROP

  • 1 Bed
  • 1 Bath

  3388 Fifth Ave Unit 18, Saint James City, FL 33956

  Come experience the Island Life down in St James City FL! This home is a fixer-upper/ handyman special! Needs some TLC! Seller is motivated and open to offers! The monthly lot rent is only $700, including water, sewer, trash removal, lawncare and lot maintenance! There are No property taxes and No HOA fees!! ** Call Richard for a Showing **

  Richard Long Coast to Coast Mobile Home Sales LLC

  3388 Fifth Ave Unit 18, Saint James City, FL 33956
• 

  

  /23

  $300,000

  $55K PRICE DROP

  • 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
• 

  

  /5

  $74,250

  • Land
  • 10,018 Sq Ft
  • $322,826 per Acre

  8761 Stringfellow Rd, Saint James City, FL 33956

  Don't miss this opportunity to own 2 lots on Pine Island! right next to The Moose Lodge, right around the corner from a boat marina and not too far from the center of Pine Island. Don't miss out on all that beautiful Pine Island has to offer!

  Brady Meier Century 21 Sunbelt Realty

  8761 Stringfellow Rd, Saint James City, FL 33956
• 

  

  /8

  $37,000

  • Land
  • 8,232 Sq Ft
  • $195,767 per Acre

  3780 Snowbird Ln, Saint James City, FL 33956

  Build your home on this vacant, cleared lot in the charming community of Saint James City! Ready for construction, this property requires no clearing, saving you time and expense. Nestled at the southern tip of Pine Island, St. James City is a hidden gem known for its laid-back island lifestyle, boating, fishing, and easy access to the Gulf waters. Whether you're looking for a peaceful retirement

  Christina Diaz EXP Realty LLC

  3780 Snowbird Ln, Saint James City, FL 33956
• 

  

  /4

  $55,000

  • Land
  • 22,389 Sq Ft
  • $107,004 per Acre

  5210 Barrow Dr, Saint James City, FL 33956

  Prime vacant lot located on Pine Island, FL, surrounded by new construction and nestled in a quiet, rapidly growing community. This spacious lot offers the perfect opportunity to build your dream home or investment property. With easy access to local amenities and the serene beauty of the island, you'll enjoy a peaceful lifestyle while still being close to shopping, dining, and recreational

  Zane Stearns Tropical Homes Of Southwest Fl LLC

  5210 Barrow Dr, Saint James City, FL 33956
• 

  

  /5

  $89,900

  • Land
  • 14,418 Sq Ft
  • $271,601 per Acre

  4809 Sandpiper Dr, Saint James City, FL 33956

  FLAMINGO BAY FULL 80'X180' LOT...Great opportunity to enjoy the quality of life this beautiful area has to offer. The many benefits of having your new Southwest Florida home on this site include the wonderful weather, lower population density and laid-back rural island lifestyle. Pine Island has several parks for walking in nature preserves, bird watching and fishing from shore. Grocery stores,

  Gary Walker Islander Realty

  4809 Sandpiper Dr, Saint James City, FL 33956
• 

  

  /10

  $49,900

  • Land
  • 20,473 Sq Ft
  • $106,170 per Acre

  8746 Nome Ct, Saint James City, FL 33956

  ***NO WETLANDS, ALL USABLE LAND*** Tucked away on what is kindly referred to as "The Alaska Streets", this nearly half acre lot is a great investment to build your beautiful island dream home. This lot has been cleared three (3) times in the past five years (last 11/22) and is primed for a residential build. It is on a privately maintained road with little to no traffic and only three other

  Andrew Goode RE/MAX Trend

  8746 Nome Ct, Saint James City, FL 33956
• 

  

  /35

  $139,000

  • 2 Beds
  • 2 Baths
  • 846 Sq Ft

  7230 Ladyfish Dr, Saint James City, FL 33956

  Beautifully maintained 2-bedroom, 2-bath manufactured home located in the highly desirable 55+ community of Pine Island Cove, where residents enjoy low HOA fees $160 month and a relaxed coastal lifestyle. This home offers a bright, open layout with a spacious living area, an inviting kitchen, and comfortable bedrooms designed for easy year-round living or a warm winter retreat. A large lanai

  Normalene Salter Century 21 Sunbelt Realty

  7230 Ladyfish Dr, Saint James City, FL 33956
• 

  

  /22

  $90,000

  • Land
  • 33,192 Sq Ft
  • $118,110 per Acre

  5500 Stringfellow Rd, Saint James City, FL 33956

  Welcome to beautiful Pine Island Florida! This incredible cleared 3/4 acre + corner lot is the perfect location to build your new home. Tropical Homesites is a quaint and friendly neighborhood where you can take morning or sunset strolls or take your bike out for a spin. Pine Island is SW Florida's largest barrier island with a coastline of mangroves perfect for paddling and fishing and with Pine

  Renee Scott LPT Realty, LLC

  5500 Stringfellow Rd, Saint James City, FL 33956
• 

  

  /7

  $239,000

  • Land
  • 6,098 Sq Ft
  • $1,707,143 per Acre

  2692 N Ibis Ct, Saint James City, FL 33956

  Discover a prime piece of land in the serene surroundings of Saint James City, Florida. Situated at 2692 N Ibis Ct, this spacious lot is an excellent opportunity to build your dream home or invest in a future project. Enjoy the natural beauty and tranquility of the area, with convenient access to local amenities and waterfront activities. Don't miss the chance to own a slice of paradise in this

  Steven Koleno Beycome of Florida LLC

  2692 N Ibis Ct, Saint James City, FL 33956

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