Saint James City, FL Homes

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  $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
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  /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

  Sea Glass Gulf Realty

  (239) 356-1514

  2868 Sanibel Blvd, Saint James City, FL 33956
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  $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 $148,178

  Last Listing Agent Don Chappelear Berkshire Hathaway Florida

  2776 N Ibis Ct, Saint James City, FL 33956
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  /13

  Est $179,667 Not Listed For Sale

  4970 Sandpiper Dr, Saint James City, FL 33956

  • 2 Beds
  • Built 1976

  4970 Sandpiper Dr, Saint James City, FL 33956

  Last Sold Summary

  • 20% Above List Price
  • $129/SF
  • 70 Days On Market

  Last Sold Price $150,000

  Last Listing Agent Mike Faulkner John R. Wood Properties
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  /29

  $429,900

  • 3 Beds
  • 2.5 Baths
  • 1,639 Sq Ft

  2753 N Ibis Ct, Saint James City, FL 33956

  Your island home awaits in the heart of St. James City, a beloved boating and fishing community where life moves at an easy, sun-soaked pace and the Gulf is just minutes away. This direct Gulf-access waterfront home captures the essence of true coastal living—open, relaxed, and effortlessly connected to the water.Offering 3 bedrooms and 2.5 coastal-inspired bathrooms, the home features a

  

  Staci Stevens

  Castaways Island Realty LLC

  (239) 453-5604

  2753 N Ibis Ct, Saint James City, FL 33956
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  $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

  Sea Glass Gulf Realty

  (239) 347-1644

  2970 Sloop Ln, Saint James City, FL 33956
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  $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
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  /33

  Est $814,153 Not Listed For Sale

  3551 Rita Ln, Saint James City, FL 33956

  • 3 Beds
  • 2.5 Baths
  • 1,892 Sq Ft
  • Built 1974

  3551 Rita Ln, Saint James City, FL 33956

  Last Sold Summary

  • 2% Below List Price
  • $439/SF
  • 81 Days On Market

  Last Sold Price $830,000

  Last Listing Agent Mike Faulkner John R. Wood Properties
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  /29

  $475,000

  • 3 Beds
  • 2 Baths
  • 1,518 Sq Ft

  3524 5th Ave, Saint James City, FL 33956

  This 2024-built 3-bedroom, 2-bath stilt home offers 1,518 square feet of modern coastal living and is built like it plans to be here a while. The oversized pilings are driven approximately 25 feet into the ground, providing serious structural confidence and peace of mind. Elevated, well-built, and thoughtfully designed, this home checks both the practical and aesthetic boxes. It has never been

  

  Brandon Reitz

  Sea Glass Gulf Realty

  (239) 499-3627

  3524 5th Ave, Saint James City, FL 33956
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  /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

  Sea Glass Gulf Realty

  (239) 457-1298

  2372 Baybreeze St, Saint James City, FL 33956
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  $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 $120,194

  Last Listing Agent Terri James John R. Wood Properties

  2571 Tamarind St, Saint James City, FL 33956
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  /32

  Not Listed For Sale

  4922 Sandpiper Dr, Saint James City, FL 33956

  • 2 Beds
  • 2 Baths
  • 1,166 Sq Ft
  • Built 2007

  4922 Sandpiper Dr, Saint James City, FL 33956

  Last Sold Summary

  • $304/SF
  • 44 Days On Market

  Last Sold Price $355,000

  Last Listing Agent Ernie Gonnelly Home Legacy Realty
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  /25

  $480,000 Pending

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

  5209 Western Dr, Saint James City, FL 33956

  Under contract-accepting backup offers. Your Homestead awaits! Country Living Meets Coastal Beauty – 13.5 Acres of Peace, Privacy & Nature! Experience true Florida living on this beautiful, fenced, agricultural property featuring a turnkey manufactured country home overlooking 13.5 acres of natural beauty. The land includes 10.51 acres of protected mangroves/preserve and 3.3 acres of uplands,

  

  Aimee Gantt

  LUXURY REAL ESTATE GROUP LLC

  (239) 456-2642

  5209 Western Dr, Saint James City, FL 33956
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  /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
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  $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
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  /26

  Not Listed For Sale

  4770 Gulfgate Ln, Saint James City, FL 33956

  • 2 Beds
  • 2 Baths
  • 972 Sq Ft
  • Built 1985

  4770 Gulfgate Ln, Saint James City, FL 33956

  Last Sold Summary

  • $129/SF
  • 72 Days On Market

  Last Sold Price $125,000

  Last Listing Agent Kristi Dunfee John R. Wood Properties
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  $589,900

  • 3 Beds
  • 2 Baths
  • 1,599 Sq Ft

  5228 Stringfellow Rd, Saint James City, FL 33956

  AG-2 Zoned Island Agricultural Homestead- Island meets Homesteading.Welcome to a rare opportunity to own a true island agricultural homestead in Saint James City. Situated on nearly 5.5 acres of mostly cleared land, this AG-2 zoned property offers the scale, infrastructure, and existing agricultural exemption that are increasingly difficult to find. With public water, a private well, and a

  

  Staci Stevens

  Castaways Island Realty LLC

  (239) 331-5783

  5228 Stringfellow Rd, Saint James City, FL 33956
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  $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 2026-built home, available for seasonal rental 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 anglers alike. Enjoy

  

  George McGowan

  EXP Realty LLC

  (239) 251-5052

  2951 York Rd, Saint James City, FL 33956
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  $20,000 Sold Feb 26, 2026

  3526 Snowbird Ln, Saint James City, FL 33956

  • Land
  • 0.19 Acre
  • $105,263 per Acre

  Last Sold Summary

  • 33% Below List Price
  • 365 Days On Market

  Last Listing Agent Michelle Dicicco Shore Line Realty & Associates

  3526 Snowbird Ln, Saint James City, FL 33956
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  /2

  Est $137,000 Not Listed For Sale

  3321 Eighth Ave, Saint James City, FL 33956

  3321 Eighth Ave, Saint James City, FL 33956

  Last Sold Summary

  • 174% Above List Price
  • 123 Days On Market

  Last Sold Price $50,000

  Last Listing Agent Erika Boyd EXIT KING REALTY
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  $1,699,000

  • 8 Beds
  • 8 Baths

  3226 Stringfellow Rd, 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

  Sea Glass Gulf Realty

  (239) 257-5095

  3226 Stringfellow Rd, Saint James City, FL 33956
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  /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

  Sea Glass Gulf Realty

  (239) 457-1095

  2790 Teal Ct, Saint James City, FL 33956
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  $279,000 Sold Mar 13, 2026

  2320 Oleander St, Saint James City, FL 33956

  • 2 Beds
  • 1 Bath
  • 1,007 Sq Ft
  • Built 1960

  Last Sold Summary

  • 30% Above List Price
  • $277/SF
  • 16 Days On Market

  Current Estimated Value $450,282

  Last Listing Agent Sandy Peculis Castaways Island Realty LLC

  2320 Oleander St, Saint James City, FL 33956
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  /2

  Est $137,000 Not Listed For Sale

  3305 Eighth Ave, Saint James City, FL 33956

  3305 Eighth Ave, Saint James City, FL 33956

  Last Sold Summary

  • 174% Above List Price
  • 123 Days On Market

  Last Sold Price $50,000

  Last Listing Agent Erika Boyd EXIT KING REALTY
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  $1,259,900

  • 3 Beds
  • 2 Baths
  • 1,964 Sq Ft

  3656 Emerald Ave, Saint James City, FL 33956

  Highlights: Over 100 feet of brand-new composite dock & pilings • Dual 14,000 lb boat lifts • Fully furnished, turnkey • Never flooded • Expansive outdoor entertaining area • Quick Gulf access Welcome to your island escape at 3656 Emerald Ave in the heart of St. James City on beautiful Pine Island—where the pace slows down, the sunsets feel a little brighter, and life revolves around the

  

  Staci Stevens

  Castaways Island Realty LLC

  (239) 397-3657

  3656 Emerald Ave, Saint James City, FL 33956
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  /16

  $1,870 per month

  • 4 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • House for Rent

  2381 Oleander St, Saint James City, FL 33956

  New Water Front home for rent in St. James City. 4bed/2bath, all stainless steel appliances. Home on stilt so tenant will have to walk up stair to enter home.

  Jonathan Nguyen Sunny LLC

  2381 Oleander St, Saint James City, FL 33956
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  $300,000 Sold Feb 09, 2026

  4061 Galt Island Ave, Saint James City, FL 33956

  • Land
  • 0.29 Acre
  • $1,041,667 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 160 Days On Market

  Current Estimated Value $318,333

  Last Listing Agent Marian Faulkner Century 21 Sunbelt Realty

  4061 Galt Island Ave, Saint James City, FL 33956
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  /20

  Est $326,885 Not Listed For Sale

  2936 Oleander St Unit A4, Saint James City, FL 33956

  • 2 Beds
  • 2 Baths
  • 1,053 Sq Ft
  • Built 1980

  2936 Oleander St Unit A4, Saint James City, FL 33956

  Last Sold Summary

  • 4% Below List Price
  • $323/SF
  • 110 Days On Market

  Last Sold Price $340,000

  Last Listing Agent Sandy Peculis Castaways Island Realty LLC
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  /34

  $699,990

  • 3 Beds
  • 2 Baths
  • 1,032 Sq Ft

  3226 Vacation Ln, Saint James City, FL 33956

  Welcome to 3226 Vacation Lane — your gateway to luxury waterfront living in the heart of Saint James City. Situated on a spacious and beautifully landscaped corner lot, this remarkable Gulf access home offers the perfect combination of serene retreat and outstanding investment opportunity. Nestled in one of the most coveted waterfront communities, this property is an ideal choice for a full-time

  

  Staci Stevens

  Castaways Island Realty LLC

  (239) 445-2816

  3226 Vacation Ln, Saint James City, FL 33956
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  /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
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  /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

  Current Estimated Value $35,042

  Last Listing Agent Brandon Reitz Sea Glass Gulf Realty

  3616 Gasparilla St, Saint James City, FL 33956
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  /2

  Not Listed For Sale

  Unlisted Address

  • 2 Beds
  • 1.5 Baths
  • 1,224 Sq Ft
  • Built 1973

  Unlisted Address

  Last Sold Summary

  • $379/SF
  • 454 Days On Market

  Last Sold Price $463,900

  Last Listing Agent Neill Fries Castaways Island Realty LLC
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  $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

  

  Staci Stevens

  Castaways Island Realty LLC

  (239) 319-4327

  2888 Oleander St Unit C6, Saint James City, FL 33956
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  /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
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  $350,000 Sold Feb 26, 2026

  3519 Papaya St, Saint James City, FL 33956

  • 3 Beds
  • 2 Baths
  • 1,469 Sq Ft
  • Built 2020

  Last Sold Summary

  • 21% Below List Price
  • $238/SF
  • 404 Days On Market

  Last Listing Agent Chris Hoover Palm Paradise Realty Group

  3519 Papaya St, Saint James City, FL 33956
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  Not Listed For Sale

  4957 Cobiac Dr, Saint James City, FL 33956

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1987

  4957 Cobiac Dr, Saint James City, FL 33956

  Last Sold Summary

  • $140/SF
  • 129 Days On Market

  Last Sold Price $175,000

  Last Listing Agent Pamela Baron Michael Saunders
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  /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

  

  Staci Stevens

  Castaways Island Realty LLC

  (239) 518-2318

  3211 Stringfellow Rd Unit 104, Saint James City, FL 33956
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  /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
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  /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 $337,346

  Last Listing Agent Kamila Powell LPT Realty, LLC

  8595 Redwood Dr, Saint James City, FL 33956
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  /15

  Est $108,025 Not Listed For Sale

  5301 Doug Taylor Cir, Saint James City, FL 33956

  5301 Doug Taylor Cir, Saint James City, FL 33956

  Last Sold Summary

  • 14% Above List Price
  • 680 Days On Market

  Last Sold Price $125,000

  Last Listing Agent Herbert Putz Gigahomes Real Estate

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