Saint James City, FL Homes

/33
$224,900
- 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

Staci Stevens

Castaways Island Realty LLC

(239) 518-2318

3211 Stringfellow Rd Unit 104, Saint James City, FL 33956
/43
$8,500 per month
- 3 Beds
- 2.5 Baths
- 2,304 Sq Ft
- House for Rent
2372 Baybreeze St, Saint James City, FL 33956

Price is flexible! Welcome to luxury island living at this beautifully remodeled 3-bedroom, 3-bath waterfront home in St. James City. Every detail has been updated with no-expense-spared finishes, including a gas range, high-end appliances, premium flooring, and elegant coastal design throughout. The spacious open layout offers abundant natural light, high ceilings, and seamless flow between the

Brandon Reitz

Fathom Realty FL LLC

(239) 457-1298

2372 Baybreeze St, Saint James City, FL 33956
/49
$695,000 Sold Jan 19, 2026

2499 Sapodilla Ln, Saint James City, FL 33956
- 3 Beds
- 2 Baths
- 1,386 Sq Ft
- Built 1982
Last Sold Summary
- 7% Below List Price
- $501/SF
- 57 Days On Market
Last Listing Agent Stephen Longest Coldwell Banker Realty

2499 Sapodilla Ln, Saint James City, FL 33956

/32
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,166 Sq Ft
4922 Sandpiper Dr, Saint James City, FL 33956

4922 Sandpiper Dr, Saint James City, FL 33956

/48
$749,000
- 3 Beds
- 2.5 Baths
- 1,664 Sq Ft
2673 Sanderling Ct, Saint James City, FL 33956

This beautiful, direct Gulf-access waterfront pool home in St. James City offers the ideal blend of comfort, convenience, and island charm, sold with all furnishings and household items included. Situated on an oversized cul-de-sac lot, this beautifully updated Key West style home sits high and dry with no flood or wind damage from recent storms, offering peace of mind in paradise. Enjoy

Staci Stevens

Castaways Island Realty LLC

(239) 366-3851

2673 Sanderling Ct, Saint James City, FL 33956
/14
$5,000 per month
- 2 Beds
- 2 Baths
- 1,538 Sq Ft
- Property for Rent
2980 Harpoon Ln, Saint James City, FL 33956

Short-Term Rental – Weekly Rentals Welcome! Discover your own piece of island paradise in this beautifully decorated and spacious 2-bedroom, 2-bathroom home located in St. James City. Nestled on a saltwater canal, this retreat is just a short boat ride from the Intracoastal Waterway, Sanibel, Captiva, Fort Myers Beach, and some of the best fishing spots in all of Southwest Florida! The home

George McGowan

EXP Realty LLC

(239) 426-7531

2980 Harpoon Ln, Saint James City, FL 33956
/8
$150,000 Sold May 22, 2025

2776 N Ibis Ct, Saint James City, FL 33956
- Land
- 0.17 Acre
- $872,093 per Acre
Last Sold Summary
- 45% Below List Price
- 453 Days On Market
Current Estimated Value $150,748

Last Listing Agent Don Chappelear Berkshire Hathaway Florida

2776 N Ibis Ct, Saint James City, FL 33956

/26
Not Listed For Sale
- 2 Beds
- 2 Baths
- 972 Sq Ft
4770 Gulfgate Ln, Saint James City, FL 33956

4770 Gulfgate Ln, Saint James City, FL 33956

/43
$475,000
- 3 Beds
- 2 Baths
- 1,826 Sq Ft
2991 Sloop Ln, Saint James City, FL 33956

Welcome to 2991 Sloop Lane, a beautifully updated 3-bedroom, 2-bath waterfront retreat tucked away in the coveted Cherry Estates neighborhood of St. James City—where days move slower, sunsets steal the show, and life feels exactly how it should. This home has been thoughtfully remodeled from top to bottom with comfort, style, and effortless island living in mind—and for peace of mind, it has

Christopher Lampe

Sea Glass Gulf Realty

(239) 800-8660

2991 Sloop Ln, Saint James City, FL 33956
/3
$5,500 per month
- 2 Beds
- 2 Baths
- 1,444 Sq Ft
- Property for Rent
2951 York Rd, Saint James City, FL 33956

Discover true island living in this brand-new 2025-built home, available for seasonal rental January, February, March, and April of 2026. Located in the desirable Cherry Estates community of St. James City, this beautifully furnished 2-bedroom plus den, 2-bath residence sits on a direct Gulf-access canal just minutes to Pine Island Sound and the Gulf of Mexico—a dream setting for boaters and

George McGowan

EXP Realty LLC

(239) 251-5052

2951 York Rd, Saint James City, FL 33956
/40
$257,500 Sold Nov 07, 2025

2561 York Rd, St. James City, FL 33956
- 2 Beds
- 2 Baths
- 960 Sq Ft
- Built 1974
Last Sold Summary
- 14% Below List Price
- $268/SF
- 183 Days On Market
Last Listing Agent Terri James John R. Wood Properties

2561 York Rd, St. James City, FL 33956

/2
Not Listed For Sale
- 2 Beds
- 2 Baths
- 846 Sq Ft
7230 Ladyfish Dr, Saint James City, FL 33956

7230 Ladyfish Dr, Saint James City, FL 33956

/28
$1,750,000
- 8 Beds
- 8 Baths
- 3,184 Sq Ft
3226 Stringfellow Rd Unit 202, Saint James City, FL 33956

We are proud to bring you this stunning 8-unit apartment building - a rare gem that combines modern comfort with a prime waterfront location. Offering an unmatched investment opportunity, this property is perfect for both seasoned investors and those looking to expand their portfolio in a thriving market. Property Features - Prime Waterfront Location: Boasting 161 feet of frontage on a

Brandon Reitz

Fathom Realty FL LLC

(239) 766-5306

3226 Stringfellow Rd Unit 202, Saint James City, FL 33956
/45
$5,400 per month
- 2 Beds
- 2 Baths
- 1,231 Sq Ft
- House for Rent
2790 Teal Ct, Saint James City, FL 33956

Price is flexible! Enjoy relaxed island living in this inviting 2-bedroom, 2-bath waterfront home situated on a quiet cul-de-sac in St. James City. This property offers beautiful views of intersecting canals and the wide canal directly behind the home, providing a peaceful waterfront setting with quick access to Pine Island Sound and the Gulf. Inside, the open layout features bright and

Brandon Reitz

Fathom Realty FL LLC

(239) 457-1095

2790 Teal Ct, Saint James City, FL 33956
/29
$100,000 Sold Jul 10, 2025

2571 Tamarind St, Saint James City, FL 33956
- 2 Beds
- 1 Bath
- 888 Sq Ft
- Built 1983
Last Sold Summary
- 50% Below List Price
- $113/SF
- 62 Days On Market
Current Estimated Value $115,615

Last Listing Agent Terri James John R. Wood Properties

2571 Tamarind St, Saint James City, FL 33956

/2
Est $131,333 Not Listed For Sale
3321 Eighth Ave, Saint James City, FL 33956

3321 Eighth Ave, Saint James City, FL 33956

/48
$949,900
- 3 Beds
- 2 Baths
- 2,044 Sq Ft
2297 Dixie Lee Ct, Saint James City, FL 33956

Welcome to this exquisite three-bedroom, two-bathroom waterfront residence, fully furnished and meticulously renovated to perfection. Every detail has been thoughtfully crafted to offer elegance and comfort, making this home a true coastal gem. The top floor is dedicated to a luxurious master ensuite with a spacious walk-in shower that serves as a private retreat. On the main level, you'll find

Staci Stevens

Castaways Island Realty LLC

(239) 365-4478

2297 Dixie Lee Ct, Saint James City, FL 33956
/30
$7,000 per month
- 2 Beds
- 2 Baths
- 1,198 Sq Ft
- House for Rent
2868 Sanibel Blvd, Saint James City, FL 33956

Price is flexible! Experience coastal living at its best in this fully renovated 2-bedroom, 2-bath waterfront home located in desirable St. James City. Offering direct Gulf access and set along a peaceful canal, this property combines modern comfort with relaxed island charm. Inside, the open layout features vinyl plank flooring throughout, a bright and airy living area, and a beautifully updated

Brandon Reitz

Fathom Realty FL LLC

(239) 356-1514

2868 Sanibel Blvd, Saint James City, FL 33956
/33
$215,000 Sold Jan 30, 2026

3843 Cherry Ln, Saint James City, FL 33956
- 2 Beds
- 2 Baths
- 672 Sq Ft
- Built 1969
Last Sold Summary
- 12% Below List Price
- $320/SF
- 46 Days On Market
Last Listing Agent Char Seuffert Re/Max Sunshine

3843 Cherry Ln, Saint James City, FL 33956

/2
Est $131,333 Not Listed For Sale
3305 Eighth Ave, Saint James City, FL 33956

3305 Eighth Ave, Saint James City, FL 33956

/27
$295,900
- 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

Staci Stevens

Castaways Island Realty LLC

(239) 423-8029

3893 Dewberry Ln, Saint James City, FL 33956
/28
$4,000 per month
- 2 Beds
- 2 Baths
- 1,374 Sq Ft
- Property for Rent
2970 Sloop Ln, Saint James City, FL 33956

Price is flexible! Enjoy true island living in this beautifully maintained 2-bedroom, 2-bath waterfront pool home located at the end of a quiet cul-de-sac in Cherry Estates, St. James City. This home offers the best boating access available on the island, with direct Gulf access and approximately 101 feet of canal frontage leading straight to Pine Island Sound. A private in-ground pool and

Brandon Reitz

Fathom Realty FL LLC

(239) 347-1644

2970 Sloop Ln, Saint James City, FL 33956
/7
$22,500 Sold Jan 07, 2026

3616 Gasparilla St, Saint James City, FL 33956
- Land
- 0.31 Acre
- $72,581 per Acre
Last Sold Summary
- 36% Below List Price
- 343 Days On Market
Last Listing Agent Brandon Reitz Fathom Realty FL LLC

3616 Gasparilla St, Saint James City, FL 33956
/39
$979,000
- 3 Beds
- 2 Baths
- 2,049 Sq Ft
2258 Palm Ave, Saint James City, FL 33956

2258 Palm is set against the breathtaking backdrop of Southwest Florida’s pristine bayfront. This exceptional waterfront residence offers an unmatched combination of elegance, comfort, and location. Perfectly positioned in one of the area’s most coveted enclaves, this three-bedroom, two-bath masterpiece seamlessly blends modern sophistication with timeless coastal charm.Step inside to an

Staci Stevens

Castaways Island Realty LLC

(239) 208-1257

2258 Palm Ave, Saint James City, FL 33956
/41
$5,300 per month
- 2 Beds
- 1 Bath
- 841 Sq Ft
- House for Rent
2744 Sanderling Ct, Saint James City, FL 33956

--VACATION in Paradise-- WELCOME TO ISLAND TIME!! 'Carpe Diem' (Seize The Day)!! Take Advantage of this NEWLY Listed Vacation Property--Owner interested in building a satisfied clientele and will consider NEGOTIABLE Terms!!!Come and Stay a Week or the entire Winter!! This Sensational Pine Island Gulf Access Waterfront home in Historic Saint James City embodies EVERYTHING that we love about

Jeff Levitre Realty One Group MVP

2744 Sanderling Ct, Saint James City, FL 33956
/50
$622,500 Sold Feb 14, 2025

5274 Anchorage Dr, Saint James City, FL 33956
- 4 Beds
- 3 Baths
- 2,452 Sq Ft
- Built 2015
Last Sold Summary
- 6% Below List Price
- $254/SF
- 173 Days On Market
Current Estimated Value $633,014

Last Listing Agent Casey Stearns Century 21 Sunbelt Realty

5274 Anchorage Dr, Saint James City, FL 33956

/2
Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,224 Sq Ft
Unlisted Address

Unlisted Address

/28
$235,000
- 2 Beds
- 1.5 Baths
- 840 Sq Ft
5675 Pine Island Rd NW, Bokeelia, FL 33922

Welcome to this great home in the heart of Pine Island! This completely remodeled manufactured home boasts 2 bedrooms, 1.5 bathrooms, and stunning features such as completely new counters and vinyl flooring throughout. The attention to detail in this home is evident from the moment you step inside. With a fresh and modern design, this home has not been lived in since the remodel, ensuring that

Stephen Longest

Coldwell Banker Realty

(239) 663-1321

5675 Pine Island Rd NW, Bokeelia, FL 33922
/40
$3,000 per month
- 2 Beds
- 2 Baths
- 1,094 Sq Ft
- Property for Rent
3103 Harpoon Ln, Saint James City, FL 33956

Welcome to our tranquil waterfront vacation rental on Pine Island! Nestled amidst the pristine beauty of Florida's hidden gem, our manufactured home offers an idyllic escape from the mundane hustle and bustle. This charming residence is perched right on the water, offering sweeping views of the glistening, emerald waters throughout the day. With a 2-bedroom, 2-bathroom layout, the home is

Rick Pitts SellState Excelsior Realty

3103 Harpoon Ln, Saint James City, FL 33956
/29
$191,500 Sold Mar 10, 2025

2561 Rose Ave, Saint James City, FL 33956
- 2 Beds
- 2 Baths
- 1,360 Sq Ft
- Built 1968
Last Sold Summary
- 65% Below List Price
- $141/SF
- 336 Days On Market
Last Listing Agent Lois Lemke Experience Real Estate Group

2561 Rose Ave, Saint James City, FL 33956

/48
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,248 Sq Ft
4957 Cobiac Dr, Saint James City, FL 33956

4957 Cobiac Dr, 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

Tonya Player

Century 21 Sunbelt Realty

(239) 342-6746

3057 Sloop Ln, Saint James City, FL 33956
/18
$5,425 per month
- 2 Beds
- 2 Baths
- 1,240 Sq Ft
- Property for Rent
2642 York Rd, Saint James City, FL 33956

Enjoy the ultimate Florida lifestyle in this fully furnished 2 bd/2bth, Gulf access, pool rental home in sunny St. James City.The home offers an open living space, fully equipped kitchen, island life decor and private pool. You have your own private dock that includes electric and water on direct gulf access canal.

Nicole Johnson Century 21 Selling Paradise

2642 York Rd, Saint James City, FL 33956
/44
$1,099,000 Sold Mar 17, 2025

3638 Pinetree Dr, Saint James City, FL 33956
- 3 Beds
- 3 Baths
- 2,063 Sq Ft
- Built 1987
Last Sold Summary
- 7% Below List Price
- $533/SF
- 75 Days On Market
Current Estimated Value $1,012,693

Last Listing Agent Char Seuffert Re/Max Sunshine

3638 Pinetree Dr, Saint James City, FL 33956

/15
Est $108,170 Not Listed For Sale
5301 Doug Taylor Cir, Saint James City, FL 33956

5301 Doug Taylor Cir, 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

Staci Stevens

Castaways Island Realty LLC

(239) 510-7811

2936 Oleander St Unit 2, Saint James City, FL 33956
/11
$5,970 per month
- 3 Beds
- 2 Baths
- 1,360 Sq Ft
- House for Rent
3911 Blueberry Ln, Saint James City, FL 33956

Rented January February and March 2023. Minimum 7 days. No Pets. No smoking, inside or out. Ideal boating location, minutes to the Gulf and inter coastal. Private floor plan easily sleeps 6.Entertain in the spacious screened balcony off the kitchen/living room and spacious patio area, with a pool table below. This property is modern, clean, beautifully furnished and meticulously maintained for

Marcella Yeatter Gold Key Properties Inc

3911 Blueberry Ln, Saint James City, FL 33956
/40
$320,000 Sold Sep 29, 2025

8595 Redwood Dr, Saint James City, FL 33956
- 3 Beds
- 1 Bath
- 1,040 Sq Ft
- Built 1991
Last Sold Summary
- 33% Below List Price
- $308/SF
- 290 Days On Market
Current Estimated Value $328,914

Last Listing Agent Kamila Powell LPT Realty, LLC

8595 Redwood Dr, Saint James City, FL 33956

/25
Est $671,645 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,995 Sq Ft
9412 Treasure Lake Ct, Saint James City, FL 33956

9412 Treasure Lake Ct, Saint James City, FL 33956

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