Homes for Sale in 33956

• 

  

  

  /28

  $742,000

  • 3 Beds
  • 2 Baths
  • 1,550 Sq Ft

  3594 Rita Ln, Saint James City, FL 33956

  Just minutes to San Carlos Bay, and ten minutes more to Sanibel Island by boat. Great location in St. James City on Pine Island in the beautiful Bayview neighborhood. This 3 bedroom, 2 bath home was completely remodeled after Hurricane Ian. 1,550 square feet PLUS an approximately 400 square foot sun room (with portable AC included) on the canal side and another 400 square foot travertine patio

  Cheryl Bredin Islander Realty

  3594 Rita Ln, Saint James City, FL 33956
• 

  

  

  /27

  $440,000

  • 3 Beds
  • 2 Baths
  • 1,409 Sq Ft

  3852 Stabile Rd, Saint James City, FL 33956

  Lovely, well maintained, pool home in quiet, safe, St James City. Just a bike or golf cart ride away from all that this community has to offer. This home has not flooded in any of the storms. High and dry. It features a completely redone chef's kitchen, newer luxury vinyl plank flooring, newer countertops in both bathrooms, a split floor plan, the pool equipment is new within the last 3 years,

  Leslie Osborne John R. Wood Properties

  3852 Stabile Rd, Saint James City, FL 33956
• 

  

  

  /20

  $499,000

  • Land
  • 0.23 Acre
  • $2,198,238 per Acre

  2224 Date St, Saint James City, FL 33956

  Oversized lot with the best waterfront access on Pine Island. Perfect for a larger home. This home site is just minutes to open water for you to enjoy fishing, waterfront restaurants, and the beautiful beaches of Sanibel, Captiva, Fort Myers, and Cayo Costa. Hop in your car or golf cart, ride your bike, or walk to the local restaurants and bars available in St James City, including Phuzzi's, The

  Leslie Osborne John R. Wood Properties

  2224 Date St, Saint James City, FL 33956
• 

  

  

  /5

  $59,900

  • Land
  • 0.17 Acre
  • $363,030 per Acre

  4987 Flamingo Dr, Saint James City, FL 33956

  Say goodbye to the stress of city living and hello to your new tropical oasis at 4987 Flamingo Drive, nestledin the serene and welcoming boating community of Flamingo Bay in St. James City. This large, cleared80x90-foot vacant lot is completely ready for your dream home, offering incredible savings with absolutelyzero impact fees and all essential utilities—including power, water, and

  Melissa Patriarca Redfin Corporation

  4987 Flamingo 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. The home features a comfortable open living space with plenty of natural light and a relaxing atmosphere that reflects the laid-back lifestyle of Pine

  Normalene Salter Century 21 Sunbelt Realty

  7169 Drum Dr, Saint James City, FL 33956
• 

  

  /23

  $105,000

  • Land
  • 0.09 Acre
  • $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
• 

  

  /22

  $35,000

  • Land
  • 0.09 Acre
  • $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

  (239) 977-8716

  4958 Mullette Ln, Saint James City, FL 33956
• 

  

  /6

  $389,000

  • Land
  • 0.27 Acre
  • $1,440,741 per Acre

  3544 Emerald Lot #11 Ave, Saint James City, FL 33956

  Bring your Sailboat.. ! Intersecting canals, seconds from Open water and San Carlos Bay. Seawall, Dock with lift. Once sold you won't have this opportunity to purchase this type lot and build YOUR home so close to San Carlos Bay, there isn't any more left.!! This lot was part of a 3-lot Estate and Lot-11 is now for sale !!! the other two lots, 12 & 13 are also for sale, Lot 12 has a Single Family

  Mike Shevlin Century 21 Sunbelt Realty

  3544 Emerald Lot #11 Ave, Saint James City, FL 33956
• 

  

  /6

  $489,000

  • Land
  • 0.27 Acre
  • $1,811,111 per Acre

  3544 Emerald Lot # 13 Ave, Saint James City, FL 33956

  Bring your Sailboat.. ! Intersecting canals, seconds from Open water and San Carlos Bay. Seawall, Very desirable SW direction... Dock with lift and 2- Chickee Huts . Once sold you won't have this opportunity to purchase this type lot and build YOUR home so close to San Carlos Bay, there isn't any more left.!! This lot was part of a 3-lot Estate and Lot-11 & Lot 12 (with a house) are also now for

  Mike Shevlin Century 21 Sunbelt Realty

  3544 Emerald Lot # 13 Ave, Saint James City, FL 33956
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  /46

  $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
• 

  

  /37

  $389,900

  • 2 Beds
  • 2 Baths
  • 1,357 Sq Ft

  3094 Harpoon Ln, Saint James City, FL 33956

  Welcome to easy island living at 3094 Harpoon Lane in St. James City, where thoughtful upgrades, quality craftsmanship, and a boater-friendly lifestyle come together. This beautifully updated home offers the perfect blend of comfort, durability, and coastal charm in one of Pine Island’s most sought-after waterfront communities.Inside, you’ll find a bright, inviting interior featuring

  

  Staci Stevens

  Castaways Island Realty LLC

  (239) 441-2482

  3094 Harpoon Ln, Saint James City, FL 33956
• 

  

  /6

  $84,900

  • Land
  • 1 Acres
  • $84,815 per Acre

  4235 Berkshire Rd, Saint James City, FL 33956

  Experience the best of island living with this spacious 1-acre homesite (129x338) located in the heart of Pine Island. Backing up to a large preserve area, the property offers exceptional privacy and a peaceful tropical setting surrounded by natural beauty. Despite its quiet atmosphere, you’ll still enjoy convenient access to nearby Cape Coral and Fort Myers, making it easy to balance relaxation

  Matthew Larmore DomainRealty.com LLC

  4235 Berkshire Rd, Saint James City, FL 33956
• 

  

  /20

  $139,900

  • Land
  • 0.22 Acre
  • $635,909 per Acre

  5008 Sandpiper Dr, Saint James City, FL 33956

  This property offers a fantastic opportunity for a fresh start in the desirable Flamingo Bay community! This lot presents a blank canvas for your new dream home. Situated on 2/3 of a full lot from the street, buyer will benefit from saving on impact fees. The property features three mature shade trees, providing natural beauty and a perfect spot for relaxation. Enjoy a generous 10' easement along

  Marian Faulkner Century 21 Sunbelt Realty

  5008 Sandpiper Dr, Saint James City, FL 33956
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  /32

  $489,900

  • 2 Beds
  • 2 Baths
  • 1,196 Sq Ft

  2963 Cussell Dr, Saint James City, FL 33956

  Charming waterfront CBS Home in Desirable St. Jude Harbors – Direct Gulf Access!Located at the end of a quiet, dead-end road in St. Jude Harbors and directly across from the protected St. James Creek Preserve, this renovated 2-bedroom, 2-bath split floor plan home offers privacy, boating access, and island charm.Set on a wide 100-foot canal with quick, direct access to Pine Island Sound

  Jonna Bouchard Always Island Time Realty LLC

  2963 Cussell Dr, Saint James City, FL 33956
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  /44

  $399,000

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  2705 Patterson Ct, Saint James City, FL 33956

  Enjoy Island Living at its best with easy, low-maintenance waterfront living in this brand-new 2024 manufactured home, perfectly positioned for quick, direct Gulf access. With 960 square feet thoughtfully designed across a 40'x 24' footprint, home lives larger than its size thanks to 9' ceilings and an open-concept floor plan filled with natural light. The bright and airy kitchen is the heart of

  Monica Fowlds Century 21 Selling Paradise

  2705 Patterson Ct, Saint James City, FL 33956
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  /33

  $369,900

  • 3 Beds
  • 2 Baths
  • 1,246 Sq Ft

  3070 Harpoon Ln, Saint James City, FL 33956

  Welcome to your beautifully furnished waterfront retreat in the heart of picturesque St. James City. Tucked along peaceful canals, this charming 3-bedroom, 2-bath home captures the essence of relaxed island living while offering the comfort and style today’s buyers appreciate.Inside, a thoughtfully designed layout features a spacious great room, a bright and airy Florida Room, and a screened

  

  Staci Stevens

  Castaways Island Realty LLC

  (239) 376-8827

  3070 Harpoon Ln, Saint James City, FL 33956
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  /28

  $410,000

  • 2 Beds
  • 2 Baths
  • 1,136 Sq Ft

  3954 Dewberry Ln, Saint James City, FL 33956

  Welcome to Dewberry Lane. Nicely redone 2/2 modular home (not a mobile home). The home sits parallel to the canal providing wonderful water views from many windows. There is a large great room on the canal side complete with pullout sofas to provide plenty of space for guests and family. This home was beautifully remodeled in 2025 and a new metal roof installed in 2025.

  Sandy Peculis Castaways Island Realty LLC

  3954 Dewberry Ln, Saint James City, FL 33956
• 

  

  /11

  $350,000

  • 2 Beds
  • 2.5 Baths
  • 1,068 Sq Ft

  3660 Tropical Point Dr, Saint James City, FL 33956

  Stilt home on an oversized lot in Saint James City! Has a closed in garage and workshop downstairs with additional room for guests. This property offers a quiet island retreat with all the convenience for waterfront living. Boating enthusiasts will love this location in Tropical Point! The home is just a few minutes’ walking distance from Tropical Point Park water access, perfect for kayaking and

  Brady Meier Century 21 Sunbelt Realty

  3660 Tropical Point Dr, Saint James City, FL 33956
• 

  

  /48

  $1,390,000

  • 3 Beds
  • 2.5 Baths
  • 2,485 Sq Ft

  2193 Macadamia St, Saint James City, FL 33956

  Welcome to the laid-back, sun-soaked lifestyle of St. James City — where golf carts replace traffic, sunsets are a nightly ritual, and the water is always calling your name. This custom-built waterfront retreat captures the essence of island living with 3 bedrooms, 2 baths, a heated saltwater pool and spa, and the boating access serious anglers and cruisers dream about. Built with durable Hardie

  Monica Fowlds Century 21 Selling Paradise

  2193 Macadamia St, Saint James City, FL 33956
• 

  

  /30

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,327 Sq Ft

  2371 Baybreeze St, Saint James City, FL 33956

  Welcome to 2371 Baybreeze St in the heart of St. James City — a fully renovated 3-bedroom, 2-bath island retreat offering 1,327 square feet of refined living space on an expansive 0.40-acre lot. This is one of the largest lots in the neighborhood, delivering an unmatched combination of privacy, flexibility, and long-term value in an area known for its high-end homes and strong property values.

  

  Brandon Reitz

  Sea Glass Gulf Realty

  (239) 217-9541

  2371 Baybreeze St, Saint James City, FL 33956
• 

  

  /38

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,307 Sq Ft

  3098 Sloop Ln, Saint James City, FL 33956

  Welcome to your dream waterfront property in the charming Pine Island community of St. James City! This NEWER 2018 home is being sold furnished with beautiful coastal décor and offers Gulf access along with breathtaking water views. Boating enthusiasts will appreciate the dock featuring a new 7,000 lb boat lift with canopy, an additional lift for kayaks, and a convenient fish cleaning

  Christy Knight John R. Wood Properties

  3098 Sloop Ln, Saint James City, FL 33956
• 

  

  /4

  $599,000

  • Land
  • 11.38 Acres
  • $52,636 per Acre

  6820 Stringfellow Rd, Saint James City, FL 33956

  11.38 Prime Acres with Dual Road Frontage – Endless Potential Currently Zoned agriculture.Includes barn. Rare opportunity to own 11 acres with frontage on both Stringfellow Road (west side) and Master’s Landing Road (north side). This beautifully wooded parcel features natural Florida vegetation, mature pines, and palmettos — offering privacy, character, and that true Old-Florida feel buyers

  Roger Kincaid KINCAID REALTY

  6820 Stringfellow Rd, 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

  (239) 666-8317

  2420 Poinciana Ave, Saint James City, FL 33956
• 

  

  /23

  $40,000

  • Land
  • 0.1 Acre
  • $404,040 per Acre

  4914 Needle Fish Ln, Saint James City, FL 33956

  Discover the hidden gem of Pine Island Cove, a coveted 55+ community offering an array of amenities and activities. This vacant lot is the perfect canvas for your future dream home. Nestled in a serene and well-kept neighborhood, Pine Island Cove provides endless opportunities for recreation and relaxation. Enjoy amenities such as a sparkling pool, a bustling clubhouse, and pickle ball courts.

  Christina Diaz EXP Realty LLC

  4914 Needle Fish Ln, Saint James City, FL 33956
• 

  

  /38

  $995,000

  • 2 Beds
  • 1 Bath
  • 1,188 Sq Ft

  6050 Stringfellow Rd, Saint James City, FL 33956

  GREAT investment opportunity SW Florida $HORSE fenced property with trails that lead directly to Gulf waters to swim HORSES. Eight expansive paddocks, 6 of which are interconnected, plus a dedicated paddock designed for specialized care.Regulation Small-Size Dressage Arena that ensures the ideal setting for training or casual riding. At the heart of the farm is a professionally designed

  Glen Bigness Premiere Plus Realty Company

  6050 Stringfellow Rd, Saint James City, FL 33956
• 

  

  /14

  $449,900

  • Land
  • 0.3 Acre
  • $1,499,667 per Acre

  3780 Coconut Dr, Saint James City, FL 33956

  INCREDIBLE TRIPLE LOT (.30ac) in one of the most sought after areas of Southwest Florida. At the corner of York Road and Coconut Drive the lot has been cleared and is ready for your new build. Build your dream property or divide into three lots and build three homes. Pine Island Water, Electric, Septic, Concrete Seawall, a 10,000# boat lift and dock are all at the lot and available. As of this

  Andrew Goode RE/MAX Trend

  3780 Coconut Dr, Saint James City, FL 33956
• 

  

  /50

  $695,000

  • 3 Beds
  • 2 Baths
  • 1,490 Sq Ft

  2740 Sanibel Blvd, Saint James City, FL 33956

  Waterfront living at its best on the quiet Henley Canal featuring 136 feet of waterfront, low boat traffic, and no bridges for quick access to open water. Boaters will love being approximately 10 minutes to Pine Island Sound, world class fishing, and the white sand beaches of Sanibel Island. The property features a covered 10,000 lb boat lift, wraparound dock, and additional davit, ideal for

  Shannon Stelton LPT Realty,LLC

  2740 Sanibel Blvd, Saint James City, FL 33956
• 

  

  /5

  $385,000

  • Land
  • 0.16 Acre
  • $2,400,249 per Acre

  2359 Sycamore St, Saint James City, FL 33956

  Don’t miss this buildable residential lot in St. James, FL with direct Gulf access and a seawall already installed. The lot is cleared, level, and construction-ready, offering the perfect setting for your Florida island-style waterfront home.

  Beatriz Gonzalez-Leal Luxe Properties LLC

  2359 Sycamore St, Saint James City, FL 33956
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  /49

  $1,550,000

  • 4 Beds
  • 4 Baths
  • 3,106 Sq Ft

  2449 Macadamia St, Saint James City, FL 33956

  A rare blend of island serenity & modern sophistication, custom-built 2022 Tundra waterfront residence delivers refined coastal living w/ exceptional peace of mind. Assumable flood insurance under $600/year. Step inside to a thoughtfully designed first-floor living space created for both everyday comfort & effortless entertaining. The open great-room concept offers distinct yet connected living

  Monica Fowlds Century 21 Selling Paradise

  2449 Macadamia St, Saint James City, FL 33956
• 

  

  /50

  $600,000

  • 2 Beds
  • 2 Baths
  • 1,470 Sq Ft

  3630 Outrigger Ln, Saint James City, FL 33956

  "SALT-LIFE" BOATING-FISHING-BEACHES-ISLANDS! STUNNING "OLD FLORIDA" stilt home, with $1,000,000 VIEWS! Private Boat Dock with Canopy/Cover, Boat lift, Sea wall and Composite Dock. Minutes to the open waters of the Gulf of Mexico on a large deep canal, featuring an 8,000lb boat lift with remote & cover, two davits and 40 linear feet of seawall to park your BOAT. Convenient location IN & OUT OF

  Steve Bacardi Coldwell Banker Realty

  3630 Outrigger Ln, Saint James City, FL 33956
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  /34

  $195,000

  • Land
  • 0.11 Acre
  • $1,710,526 per Acre

  3900 Royal Palm Dr, Saint James City, FL 33956

  Located at 3900 Royal Palm Drive in St. James City, Florida, this residential canal front lot offers a combination of existing utilities, water access, and a setting oriented toward boating and outdoor use. The property is situated in Lee County on Pine Island within an established coastal community known for its network of saltwater canals leading to open water. The lot is improved with city

  Erik Flett Whitetail Properties Real Estate LLC

  3900 Royal Palm Dr, Saint James City, FL 33956
• 

  

  /50

  $980,000

  • 3 Beds
  • 3 Baths
  • 1,816 Sq Ft

  4882 Woodstock Rd, Saint James City, FL 33956

  ***Exclusive Luxury Farm for Sale***Welcome to paradise and the property of your dreams. This stunning agricultural estate, strategically located on a corner with access from two streets, offers a haven of luxury and tranquility. Completely renovated, with impact-resistant doors and windows, new floors, and a new roof, every corner radiates comfort and modernity.The exterior features a

  Naivi Velazco Innova Real Estate Corp

  4882 Woodstock Rd, Saint James City, FL 33956
• 

  

  /11

  $129,000

  • Land
  • 1 Acre
  • $129,000 per Acre

  4442 Courtney Rd, Saint James City, FL 33956

  Agricultural-zoned vacant lot in St. James City with residential use permitted. Currently a young palm tree farm consisting of Foxtail palms and Christmas Palms with irrigation, private well, and electricity already connected. Ideal for building a home while maintaining agricultural use. Competitively priced compared to nearby listings.

  Chrisdyan Linares JOHN R WOOD PROPERTIES

  4442 Courtney Rd, Saint James City, FL 33956
• 

  

  /7

  $38,000

  • Land
  • 0.31 Acre
  • $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
• 

  

  /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
• 

  

  /8

  $77,000

  • Land
  • 0.34 Acre
  • $223,837 per Acre

  2391 Rose Ave, Saint James City, FL 33956

  Oversized prime residential lot near the heart of Saint James City, a laid-back waterfront community located on the southern tip of Pine Island in Lee County, Florida.

  Jerry Miller Barclays Real Estate Group 1

  2391 Rose Ave, 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
• 

  

  /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
• 

  

  /6

  $35,000

  • Land
  • 0.31 Acre
  • $112,903 per Acre

  3500 Tropical Point Dr, Saint James City, FL 33956

  This property is located in very nice residential neighborhood. It's at walking distance to a boat ramp also to a very nice park with little beach area. The only little beach on Pine Island. In a close proximity to local restaurants and shopping. You can launch your boat or kayak and explore local waters. If you are a dog lover we have dog parks nearby. Come and explore one of the nicest

  Romana Gavrinev Coldwell Banker Realty

  3500 Tropical Point Dr, Saint James City, FL 33956
• 

  

  /35

  $624,900

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft

  3693 Ruby Ave, Saint James City, FL 33956

  Experience peaceful, laid-back island living with quick direct Gulf access to open water. This bright and spacious 2-bedroom, 2-bath home offers an open living area that flows seamlessly to a large heated pool and screened lanai overlooking the covered boat lift and dock. Southern exposure provides all-day sun on the pool, making outdoor living especially enjoyable. The interior has been freshly

  Christy Knight John R. Wood Properties

  3693 Ruby Ave, Saint James City, FL 33956

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