Homes for Sale in 33956 with Pool

• 

  

  

  /17

  $335,000

  • Land
  • 0.33 Acre
  • $1,015,152 per Acre

  4976 Sandpiper Dr, Saint James City, FL 33956

  Welcome to your slice of paradise in Flamingo Bay! This full waterfront lot measures 80 x 180 and offers direct access within minutes to Pine Island Sound and the Gulf of Mexico, making it a dream location for boating and fishing enthusiasts. A brand-new Shoreguard seawall is already in place, and the waterway allows for boats with up to a 3-foot draft. With the potential to split the lot or

  Alli Sollman HECKLER REALTY GROUP LLC

  4976 Sandpiper Dr, Saint James City, FL 33956
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• 

  

  

  /50

  $949,000

  • 4 Beds
  • 3.5 Baths
  • 2,362 Sq Ft

  3128 Stringfellow Rd, Saint James City, FL 33956

  Tropical Oasis in the Heart of St. James City!Welcome to boaters' paradise! This beautifully maintained 4-bedroom, 3.5-bath, waterfront home offers the perfect blend of island charm and modern comfort. Nestled in the vibrant and laid-back community of St. James City on the south end of Pine Island, which is known for some of the best fishing in the world.Step into your own

  Casey Stearns Century 21 Sunbelt Realty

  3128 Stringfellow Rd, Saint James City, FL 33956
• 

  

  

  /24

  $149,900

  • 2 Beds
  • 2 Baths
  • 1,012 Sq Ft

  7270 Ladyfish Dr, Saint James City, FL 33956

  This charming home is available for sale in a sought-after 55+ neighborhood with loads of amenities including clubhouse, pool, spa, 2 pickleball courts, bocce courts, shuffleboard, and exercise room conveniently located just three doors down! Low HOA fees ($160/mo) include sewer, trash, and overall park maintenance. Boat ramp with direct access to the Gulf as well as available boat storage. This

  Moe Mossa Savvy Avenue, LLC

  7270 Ladyfish Dr, Saint James City, FL 33956
• 

  

  

  /22

  $340,000

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

  4828 Flamingo Dr, Saint James City, FL 33956

  This is a very beautiful well kept custom built home; not a manufactured home. It has an oversized garage on one side and a large RV parking space on the other with 50 amp service. It has a block foundation with all the duct work in its attic space and a modern septic system. There is a nice back deck/patio area with a privacy fence. Flamingo Bay has many amentities if you join the HOA (125

  Lois Lemke Experience Real Estate Group

  4828 Flamingo Dr, Saint James City, FL 33956
• 

  

  

  /35

  $475,000

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

  3852 Stabile Rd, Saint James City, FL 33956

  Furnished home in "Old Florida" Pine Island. This neighborhood is a golf cart ride to restaurants, marinas, but in a nice quiet area of St. James City. The home never flooded in any storms. Flood Insurance is $660 annually, and transferrable! Many upgrades and renovations including new Roof, Pool Pump, Pool Heater, and Heat Pump having all been updated in the past 4 years. New exterior paint 3

  John Faulkner Century 21 Sunbelt Realty

  3852 Stabile Rd, Saint James City, FL 33956
• 

  

  /47

  $190,000

  • 2 Beds
  • 2 Baths
  • 1,352 Sq Ft

  4925 Porky Ln, Saint James City, FL 33956

  Welcome to Pine Island Cove, a Gulf access 55+ community that offers an array of activities and amenities for island lifestyle at its best! This home is located directly across the street from the clubhouse and pool so you can easily access the fun in the sun living without the need for a car or golfcart, just walk a few steps and you're swimming in the beautiful saltwater pool or soothing your

  Dawn Shevlin Castaways Island Realty LLC

  4925 Porky Ln, Saint James City, FL 33956
• 

  

  /35

  $189,000

  • 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 wood paneled living & family room, updated-kitchen and carpet & laminated floors. Storage/shop, Carport & screened

  Mike Shevlin Century 21 Sunbelt Realty

  4931 Gulfgate Ln, Saint James City, FL 33956
• 

  

  /28

  $899,900

  • 3 Beds
  • 3 Baths
  • 2,146 Sq Ft

  2810 Teal Ct, Saint James City, FL 33956

  Island Life is calling you!!! This St. James City waterfront home with 198 feet of waterfront has quick access to the Gulf of Mexico with no bridges or locks. Imagine waking up having coffee on your screened lanai overlooking the back bay and Matlacha Pass, watching the dolphins and manatees in your backyard deciding whether you should fish today or relax in your heated salt-water spa and pool.

  Terri James John R. Wood Properties

  2810 Teal Ct, Saint James City, FL 33956
• 

  

  /25

  $369,000

  • 3 Beds
  • 2 Baths
  • 1,207 Sq Ft

  3582 Papaya St, Saint James City, FL 33956

  BEST PRICE IN ST. JAMES CITY!!! Welcome to Island Living!! Enjoy the peace and tranquility of this private and essentially brand new home. Offered TURNKEY!! Ready for move in or investment rental!! It is within a few minutes walking distance to Tropical Point Park with available water access point for kayaks and small boats, 4 miles to local shops, restaurants, supermarkets, and under 5 miles to

  Marceleen Wurst Royal Shell Real Estate, Inc.

  3582 Papaya St, Saint James City, FL 33956
• 

  

  /36

  $399,000

  • 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
• 

  

  /38

  $263,000

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

  5020 Gulfgate Ln, Saint James City, FL 33956

  GULF ACCESS (via boat lift). This awsome 2 bedroom, 2 bath home is located in beautiful Pine Island Cove, the most sought after 55+ community on Pine Island. You own your land and the HOA fee is only $155.00 per month. This home is set at a higher evelation and didn't have any water intrusion in the home. This home has a open floor plan with a large kitchen with a breakfast bar. There is a large

  Normalene Salter Century 21 Sunbelt Realty

  5020 Gulfgate Ln, Saint James City, FL 33956
• 

  

  /31

  $335,500

  • 2 Beds
  • 2 Baths
  • 1,461 Sq Ft

  4918 Sandpiper Dr, Saint James City, FL 33956

  Paradise at it's best! This 2005 large 2 bedroom, 2 bath with sitting room that could be 3rd bed room or office it gives you lots or room. This home has 1461 sq.ft. with waterproof laminate floors & tile thru out the home. Home had a new roof installed in 2022 and a new screen lanai in 2024. Nothing to repair it is ready to move in with furniture included.The lot is large 80x 90 with large

  Normalene Salter Century 21 Sunbelt Realty

  4918 Sandpiper Dr, Saint James City, FL 33956
• 

  

  /35

  $595,000

  • 4 Beds
  • 3 Baths
  • 2,130 Sq Ft

  3587 Myers Ln, Saint James City, FL 33956

  Peaceful Pine Island 4-bedroom home with a pool and tons of outdoor space to create your private paradise. This home is great for a large family or hosting a lot of visitors. With a beautiful pool and a generous lot for outdoor activities, this residence combines comfort and practicality in a serene neighborhood, all while being just moments away from the dining and entertainment options in St.

  Lisa Wilson John R. Wood Properties

  3587 Myers Ln, Saint James City, FL 33956
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  /49

  $1,275,000

  • 3 Beds
  • 3 Baths
  • 2,184 Sq Ft

  3632 Emerald Ave, Saint James City, FL 33956

  Welcome to your boater’s dream home located in Saint James City! This stunning solid, custom-built 3-bedroom, 3-bath home with two versatile dens and a sparkling heated pool is thoughtfully designed for both luxurious comfort and effortless entertaining. With a perfectly laid-out floor plan, one den can serve as a 4th bedroom, while the other makes an ideal home office. Enjoy the privacy of two

  Christina Diaz EXP Realty LLC

  3632 Emerald Ave, Saint James City, FL 33956
• 

  

  /33

  $157,000

  • 2 Beds
  • 2 Baths
  • 784 Sq Ft

  7126 Ladyfish Dr, Saint James City, FL 33956

  Immaculate 2/2 home in beautiful Pine Island Cove 55+ community. Pine Island Cove community has a heated salt water pool, spa, picnic area, boat & RV storage, club house, dog park, private boat ramp with Gulf Access. In just a few minutes you are out to some of the best fishing in SW Florida. There is lot of activities like pickle ball, bocce ball, and clubs for everyone. You own you land and the

  Normalene Salter Century 21 Sunbelt Realty

  7126 Ladyfish Dr, Saint James City, FL 33956
• 

  

  /14

  $177,900

  • 2 Beds
  • 1.5 Baths
  • 826 Sq Ft

  7127 Ladyfish Dr, Saint James City, FL 33956

  What A sharp place, perfect for your on island headquarters. East and South Facing Kitchen supply warm morning light for your waking hour coffee. Many improvements and upgrades. Take advantage of living in this friendly community with it many advantages. Amenities include a boat and trailer storage area, community pool and clubhouse, organized sports bocce, pickleball, tennis a picnic area for

  Sherrie Philips Century 21 Sunbelt Realty

  7127 Ladyfish Dr, Saint James City, FL 33956
• 

  

  /30

  $249,900

  • 1 Bed
  • 1 Bath
  • 476 Sq Ft

  3211 Stringfellow Rd Unit 102, Saint James City, FL 33956

  Rare opportunity to own a direct Gulf access, first floor condo. A large heated pool. slip space, turn key furnished, lovely tropical decor, granite countertops. Condo building has had excellent management with a new metal roof, railings, light fixtures, pool refinished and so much more. Only 10 units in building share large screened pool/lanai enclosure. Walk to local pubs, restaurants and

  Joyce Leeuw Castaways Island Realty LLC

  3211 Stringfellow Rd Unit 102, Saint James City, FL 33956
• 

  

  /39

  $1,200,000

  • 3 Beds
  • 2.5 Baths
  • 1,670 Sq Ft

  2265 York Rd, Saint James City, FL 33956

  This exceptional, like-new ICF construction pool home, built in 2021, offers unparalleled direct Gulf access and exceptional durability. Designed with Insulated Concrete Forms reinforced with steel and filled with concrete, it provides superior strength and energy efficiency. Offered Turnkey with some exceptions. Step into a foyer straight out of HGTV, where elegance meets modern coastal living.

  Mike Faulkner John R. Wood Properties

  2265 York Rd, Saint James City, FL 33956
• 

  

  /35

  $498,000

  • 1 Bed
  • 1 Bath
  • 530 Sq Ft

  3348 6th Ave, Saint James City, FL 33956

  Experience waterfront living on this 0.40-acre direct Gulf-access property. A one-bedroom, one-bath home—originally a guest house—awaits, offering comfortable accommodations while you build your dream home or maintain it as additional space. Enjoy the 2021-built pool with a beach entry, plus a convenient outdoor half bath and shower. Boaters will value the dock, boat lift, fish cleaning station,

  Patty Chafatelli EXP Realty LLC

  3348 6th Ave, Saint James City, FL 33956
• 

  

  /7

  $40,000

  • Land
  • 0.10 Acre
  • $396,040 per Acre

  4944 Cobiac Dr, Saint James City, FL 33956

  Nice large lot in Pine Island Cove. 55 and over community with pool, clubhouse, boat ramp, picnic area, dog park, bocce ball, and pickleball. This lot had a mobile on it and you will save the impact fees when you install your new home. Water, sewer, and electric on lot ready to be hooked up.

  Leslie Osborne John R. Wood Properties

  4944 Cobiac Dr, Saint James City, FL 33956
• 

  

  /38

  $579,000

  • 4 Beds
  • 2 Baths
  • 1,830 Sq Ft

  3505 Mango St, Saint James City, FL 33956

  Picture yourself enjoying the island life in this newer 4 bedroom 2 bathroom home in Tropical Homesites in St. James City! Completed in 2022, this home offers a spacious open floor plan with high ceilings and tile floors in the great room. The kitchen features an island, pantry, stainless appliances and granite countertops. The separate laundry room is conveniently located off the kitchen with a

  Beth Sweet John R. Wood Properties

  3505 Mango St, Saint James City, FL 33956
• 

  

  /39

  $1,125,000

  • 4 Beds
  • 2 Baths
  • 2,711 Sq Ft

  3544 Bayview Ave, Saint James City, FL 33956

  **Waterfront Paradise with Panoramic Views & Luxury Amenities – A Must-See!** Experience coastal living at its finest in this stunning 2012 custom-built home, perfectly positioned to enjoy breathtaking sunrises, direct Gulf access, and proximity to Sanibel Island’s famed shelling beaches—just a 5-minute ride away. Whether you’re soaking in the saltwater pool, hosting guests in the

  Terri James John R. Wood Properties

  3544 Bayview Ave, Saint James City, FL 33956
• 

  

  /66

  $1,400,000

  • 3 Beds
  • 3 Baths
  • 2,110 Sq Ft

  2875 Cussell Dr, Saint James City, FL 33956

  When Margaritaville meets Luxury - this home is magnificent and one of a kind - located on a corner oversized lot with intersecting canals ANDat the end of a cul-de-sac with easy access out to open water! No stone unturned - pure luxury - from the Amish built cabinets, to the custom touches throughout, this home has been completely remodeled with no expense spared! Lets start with the downstairs!

  Char Seuffert RE/MAX SUNSHINE

  2875 Cussell Dr, Saint James City, FL 33956
• 

  

  /23

  $570,000

  • 2 Beds
  • 2 Baths
  • 1,296 Sq Ft

  3608 Clipper Ln, Saint James City, FL 33956

  This recently updated St. James City waterfront 2 bedroom/2 bath pool home awaits new owners! This home has all-new plumbing, electric panel, hot water heater, dishwasher, washer, and a hurricane garage door! Don't stay frozen up north all winter when you can come down and enjoy the warm tropical breezes in sunny SW Florida and swim in the recently resurfaced pool with new solar heating panels

  Terri James John R. Wood Properties

  3608 Clipper Ln, Saint James City, FL 33956
• 

  

  /22

  $298,500

  • 2 Beds
  • 2 Baths
  • 934 Sq Ft

  7316 Cobiac Dr, Saint James City, FL 33956

  MOTIVATED SELLER- BRING AN OFFER. Oversized point lot. It is about a 10 minute boat ride to the open water of Pine Island Sound. - no lifts or bridges! You have your own NEW private dock and boat lift. Pine Island Cove is a well maintained and very desirable 55+ community in St James City. What a great opportunity to purchase this manufactured home with a brand new roof, A/C, flooring and

  Lisa Lee-Blanchard John R. Wood Properties

  7316 Cobiac Dr, Saint James City, FL 33956
• 

  

  /35

  $485,000

  • 3 Beds
  • 2 Baths
  • 1,875 Sq Ft

  4982 Sandpiper Dr, Saint James City, FL 33956

  This triple-wide manufactured home in Flamingo Bay sits on a large 0.33-acre lot, offering direct access to the Gulf and an array of desirable features. A large carport and two covered boat lifts make it perfect for boating enthusiasts. Equipped with an extra storage building on the property. Fish cleaning station and new roof in 2023. This tastefully decorated home can be yours today with the

  Mike Faulkner John R. Wood Properties

  4982 Sandpiper Dr, Saint James City, FL 33956
• 

  

  /30

  $879,000

  • 3 Beds
  • 2 Baths
  • 1,745 Sq Ft

  2758 8th Ave, Saint James City, FL 33956

  Welcome to your new home in Pine Island! This gorgeous waterfront property overlooks a picturesque bay. You can watch the dolphins and manatees play right off your dock. The home features vaulted ceilings and two separate, large living areas. The property also offers both unbeatable views and many outdoor recreational opportunities, including a large pool and calm bayfront waters, which offer

  Mike Faulkner John R. Wood Properties

  2758 8th Ave, Saint James City, FL 33956
• 

  

  /17

  $89,999

  • 2 Beds
  • 2 Baths
  • 826 Sq Ft

  7076 Drum Dr, Saint James City, FL 33956

  Welcome to Pine Island Cove. This 55+ community offers resort style living, without the resort style pricing. There's so much to do, without ever leaving the park. Tons of activities and friendly neighbors to have fun with. Did I forget the community boat ramp and boat storage. Pine Island has retained it's, Old Florida Fishing Village vibe. Yet still close to shopping and many dining

  Kathryn Young John R. Wood Properties

  7076 Drum Dr, Saint James City, FL 33956
• 

  

  /21

  $389,000

  • 2 Beds
  • 2 Baths
  • 1,099 Sq Ft

  2704 Patterson Ct, Saint James City, FL 33956

  Looking for island life? THIS HOME HAS BEEN COMPLETELY REMODELED! Just Imagine.. Getting up, having coffee on your back lanai, overlooking your pool & canal view, your boat patiently waiting for you to take it out for some of the best fishing in SW Florida! You make your lunch, pull the boat off your 8000lb. boat lift & your off for a fantastic day of fishing! Upon your return, a refreshing pool

  Paula Towell John R. Wood Properties

  2704 Patterson Ct, Saint James City, FL 33956
• 

  

  /22

  $129,999

  • Land
  • 0.09 Acre
  • $1,413,033 per Acre

  5004 Gulfgate Ln Unit 67, 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 Unit 67, Saint James City, FL 33956
• 

  

  /45

  $249,900

  • 2 Beds
  • 2 Baths
  • 784 Sq Ft

  4858 Sandpiper Dr, Saint James City, FL 33956

  Discover the ultimate waterfront island retreat, completely remodeled and ready to impress! This 2-bedroom, 2-bath manufactured home is anything but ordinary, offering stylish upgrades and modern comforts rarely found at this price point. (Drywall throughout - NO paneling here!) Situated on a direct-access canal, just minutes to open water, this property is truly a fisherman’s dream and an

  Mandy Elliott Keller Williams Realty Fort Myers and the Islands

  4858 Sandpiper Dr, Saint James City, FL 33956
• 

  

  /9

  $225,000

  • Land
  • 0.16 Acre
  • $1,363,636 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 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 impact

  John Faulkner Century 21 Sunbelt Realty

  5150 Sandpiper Dr, Saint James City, FL 33956
• 

  

  /13

  $325,000

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft

  5109 Flamingo Dr, Saint James City, FL 33956

  Your private tropical oasis awaits. This is a newer (2022), one owner, doublewide mobile home on a large 80'x90' waterfront lot. This home never had flooding or damage from any hurricane. It is elevated well above the flood zone and is secured by hurricane rated tie downs. The fenced lot features low maintenance landscaping for minimal effort and cost to keep looking great. You will enjoy your

  Patrick Mulcahy MVP Realty Associates LLC

  5109 Flamingo Dr, Saint James City, FL 33956
• 

  

  /25

  $267,500

  • 2 Beds
  • 2 Baths
  • 1,402 Sq Ft

  7130 Cobiac Dr, Saint James City, FL 33956

  This home is located in the wonderful 55+ community of Pine Island Cove. This is a very active community with activities to keep you busy all week long! This beautifully updated 2/2 plus an office that can be made into a 3rd bedroom. This home was flooded by Ian. The home was immediately remediated and renovated. There is a new carport, new blown insulation, new flooring, new bathrooms, new

  Lisa Lee-Blanchard John R. Wood Properties

  7130 Cobiac Dr, Saint James City, FL 33956
• 

  

  /50

  $1,749,000

  • 4 Beds
  • 3.5 Baths
  • 3,251 Sq Ft

  2771 Teal Ct, Saint James City, FL 33956

  This home has it all. It sits on a gorgeous interior bay with big views. You can safely keep your boats behind your house. It has a large dock with space for four boats with two boat lifts. There is a large backyard with a pool and spa with a paver patio. Below the home is a large carport for your cars and toys, plus almost 2300 square feet of storage, workshop, craft room, or whatever.

  Mike Faulkner John R. Wood Properties

  2771 Teal Ct, Saint James City, FL 33956
• 

  

  /12

  $50,000

  • Land
  • 0.09 Acre
  • $537,634 per Acre

  7180 Ladyfish Dr, Saint James City, FL 33956

  JUST REDUCED!! Boating and Fishing enthusiasts delight!! Cleared, Vacant lot in the highly sought after 55+ Community of Pine Island Cove!! This unique community has several amenities such as boat ramp, heated pool and spa, pickle ball court and more!! Don't wait, come see this lot TODAY!!

  Amy Keen Royal Shell Real Estate, Inc.

  7180 Ladyfish Dr, Saint James City, FL 33956
• 

  

  /39

  $1,750,000

  • 4 Beds
  • 3.5 Baths
  • 3,150 Sq Ft

  2690 Gull Ct, Saint James City, FL 33956

  As you enter this unique custom home you will be surrounded by tropical colors accented with the warm tones of bamboo, cypress, and mahogany. The architecture and decor were inspired by the current owners' travels to the Keys, Caribbean, and South Pacific. The floor plan was designed with the retired couple in mind, anticipating many visits from adult children and grandchildren. The master

  Terri James John R. Wood Properties

  2690 Gull Ct, Saint James City, FL 33956
• 

  

  /50

  $2,674,000

  • 3 Beds
  • 3.5 Baths
  • 3,820 Sq Ft

  4961 Galt Island Ave, Saint James City, FL 33956

  Welcome to Galt Island in beautiful St. James City! Galt Island is a private gated community in the heart of SouthWest Florida. This custom built home is island living at it's finest. Completely renovated in 2024! This home received an Architectural Award in 1998, Sitting directly on Pine Island Sound this home offers unparalleled views of the Sound, those beautiful SWFL Sunsets, and tons of

  Paula Barwick John R. Wood Properties

  4961 Galt Island Ave, Saint James City, FL 33956
• 

  

  /40

  $351,500

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft

  8595 Redwood Dr, Saint James City, FL 33956

  PRICED TO SELL!!! Motivated Seller, Price Reduced with an added bonus...Seller’s Flood Insurance Policy is transferable to the Buyer at no additional cost. The Policy is paid up through 11/25! When it comes time to renew, the Buyer will get the same rate without the hassle of being a new policy applicant. Come check out ”Your Very Own Slice of Paradise!” Step into island living with this recently

  Kamila Powell LPT Realty, LLC

  8595 Redwood Dr, Saint James City, FL 33956
• 

  

  /34

  $639,000

  • 2 Beds
  • 2 Baths
  • 1,399 Sq Ft

  3707 Clipper Ln, Saint James City, FL 33956

  This could be your perfect retirement/vacation home on Pine Island. This pool/spa home in St. James City is also ideal for a short-term rental property, with the potential to bring you significant income. It features 121’ of waterfrontage complete with a boat dock and lift. Check out the beautifully renovated kitchen, baths, and all-new wood-look tile flooring. The outdoor space resembles a

  Mike Faulkner John R. Wood Properties

  3707 Clipper Ln, Saint James City, FL 33956

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