Pine Island Real Estate Search

Pine Island Properties between $300,000 and $400,000 for Sale

Our website features the best real estate search for between $300,000 and $400,000 properties available in Pine Island and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Pine Island Properties between $300,000 and $400,000 for Sale

$300,000
226031653 MLS
1.8 miles north of Pine Island Rd, across from 40+ acre Diocese of Venice church and just north of Pelletier Rickert Physical Therapy. Assemblage of ten 25'X155' lots, creating a whole block between Trout Rd and Kingfish Rd on Stringfellow Rd with rear access from Redfish Ln, totaling 0.89 acres with 250’ frontage on Stringfellow Rd in Bokeelia of Pine Island. Zoned C-1, which allows variety of Commercial as well as Residential Ues. STRAPS: 12212 Stringfellow Rd=16-44-22-02-00000.049B; 12208 Stringfellow Rd=16-44-22-02-00000.050B; 12204 Stringfellow Rd=16-44-22-02-00000.051B 12200 Stringfellow Rd=16-44-22-02-00000.052B; 12196 Stringfellow Rd=16-44-22-02-00000.053B; 12192 Stringfellow Rd=16-44-22-02-00000.054B; 12188 Stringfellow Rd=16-44-22-02-00000.055B; 12184 Stringfellow Rd=16-44-22-02-00000.056B; 12182 Stringfellow Rd=16-44-22-02-00000.057B; 12180 Stringfellow Rd=16-44-22-02-00000.058B;

12180-12212 Stringfellow Road, Bokeelia
$359,000
3 Beds ⋅ 3 Baths ⋅ 2026035749 MLS
BRING THE BOAT, TRAILER, KAYAKS & ALL THE TOYS! Welcome to 3680 Mango Street in St. James City, where laid-back island living meets flexibility and opportunity. With no HOA, the property offers potential for short-term or vacation rental use. Whether you're looking for a full-time residence, island getaway, or potential income-producing property, this one gives you options. Featuring two primary suites, the layout is ideal for hosting family, friends, or guests, while the air-conditioned Florida room provides additional usable living space. This is the Pine Island lifestyle people come here for! Bring the boat and trailer, load up the kayaks, and spend your days on the water. Explore Pine Island Sound, fish some of Southwest Florida's legendary waters, kayak the mangroves, bike the island, visit nearby preserves, or head out by boat toward Cayo Costa, Cabbage Key, Captiva, and Sanibel Islands. Back on land, enjoy St. James City's waterfront restaurants, marinas, fishing charters, live music, and unmistakable colorful Old Florida atmosphere. No HOA. Room for the toys. Close to the water. Pure Pine Island living. Discover the possibilities at 3680 Mango Street.

3680 Mango Street, St James City
$335,000
3 Beds ⋅ 2 Baths ⋅ 2026031767 MLS
Discover the charm of Island living in this beautifully maintained 3-bedroom, 2-bath home nestled in the heart of Bokeelia! Offering 1,460 square feet of comfortable living space, 2 car garage, and recent updates, this move-in-ready home combines peace of mind with the relaxed Florida lifestyle you've been dreaming of. The backyard is a gardener's delight, featuring beautifully landscaped grounds with lots of mature fruit trees, 6 banana trees (3 different types), 1 mango, 3 papaya, 1 lemon, 2 sea grapes, 1 shampoo ginger, and a sugar cane, thriving herb gardens and colorful tropical plantings that create peaceful setting to relax, entertain or simply enjoy Florida's natural beauty. There is a lush perimeter of mature shrubs, landscaping that provides natural privacy and enhances the homes' tranquil atmosphere. Inside you'll appreciate the comfortable floor plan and the peace of mind that comes with major improvements, NEW ROOF (2023) ALL NEW PLUMBING THROUGHOUT THE HOME (2025), NEW WATER HEATER (2025), Even more reassuring the home has never flooded during any of the recent hurricanes. Conveniently located within walking distance of the community pool, pickleball courts, shopping, the local museum, and several popular restaurants, you'll love having everyday amenities just minutes from your front door. A short drive brings you to the public boat ramp, offering easy access to world-class fishing, boating, kayaking and all the waters surrounding beautiful Pine Island. Built in 1994 and lovingly care for this home offers the perfect blend of comfort, convenience and the laid-back charm that makes Bokeelia such a desirable place to call home. Whether you're looking for a full-time residence, a seasonal retreat, or an investment opportunity this property is ready to welcome its next owner.

5831 Samoa Drive, Bokeelia
$325,000
4 Beds ⋅ 4 Baths ⋅ 2026032000 MLS
Rare Duplex Opportunity on Nearly Half an Acre in the Heart of Bokeelia! Whether you're looking for an investment property, multi-generational living, or the perfect opportunity to live in one unit while renting the other, this well-maintained duplex checks all the boxes. Situated on an oversized lot of nearly 0.5 acres, this concrete block duplex features two spacious units, each offering 1,101 square feet, 2 bedrooms, 1.5 bathrooms, soaring vaulted ceilings in the living room, and tile flooring throughout for easy maintenance. Each unit also includes its own private screened lanai, perfect for enjoying the Florida lifestyle, along with a dedicated exterior storage closet for added convenience. Major updates have already been completed with a new roof and gutters installed in 2023. Conveniently located just minutes from Publix, Pine Island Road, local restaurants, shopping, and everyday amenities, this property offers the perfect balance of privacy and accessibility. With solid bones and room for cosmetic updates, this duplex presents an excellent opportunity to add value while generating rental income or creating your ideal owner-occupied investment. Don't miss your chance to own this Pine Island property with endless potential!

5484/5486 Birdsong Lane, Bokeelia
$325,198
2026031044 MLS
Create your private retreat area. Attention, Nature conservators, Land Bankers, Land mitigation asset comptrollers. Almost 10 acres of Pristine Virgin Pine Island acres near open water on offer for your consideration.(in the Master's Landing vicinity) Address not yet determined Approximate measurement is as follows:328' x 1369' x 328' x1368'

TBD Masters Landing Drive, St James City
$342,423
2026027336 MLS
Treasure Hunt! 10+ Pristine Virgin Pine Island acres near open water on offer for your consideration in the Master's Landing vicinity. The address is not yet determined. The approximate measurement is as follows: 332' X 1367 (10+acres)'. Walk past the corner of Masters Landing Dr. Go east of Pirate Landing Ln there is a paper road once at the corner of those two roads you walk about 573 feet and you will be at the SW corner of this unamed parcel which is situated to the east of mls#2026025968 and shares a property line with it. Together these contigous parcels comprise a 27+ acre opportunity. Attention, Nature conservators, Land Bankers, Land mitigation asset comptrollers anyone looking to build a unique estate.

TBD Masters landing Drive, St James City
$399,000
6 Beds ⋅ 4 Baths ⋅ 2026024876 MLS
Exceptional opportunity to own a turnkey, income-producing duplex in the heart of Bokeelia. Built in 2005 and featuring a new roof installed in 2023, this well-maintained property offers two spacious units, each with 3 bedrooms, 2 bathrooms, and 1,117 square feet of living space. Both units feature modern finishes, private rear decks, and separate backyard areas, providing tenants with the comfort and privacy of a single-family home. Long-term tenants are already in place, creating immediate and reliable cash flow for investors. Whether you're looking to expand your investment portfolio or take advantage of a house-hacking opportunity by living in one unit and renting the other to offset your housing expenses, this versatile property is ready to perform from day one. With stable income, recent capital improvements, and strong rental appeal, this duplex is a rare opportunity on beautiful Pine Island.

5527 Judith Road, Bokeelia
$345,000
2 Beds ⋅ 3 Baths ⋅ 2026010703 MLS
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 boating, which also provides easy access to explore the surrounding islands, some of the best fishing just right down the road. The home features a NEW metal roof, and a recently updated (UP-2-CODE) Electrical panel, and is ready for you to make it your own!!

3660 Tropical Point Drive, St James City
$345,000
2025024386 MLS
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.

2359 Sycamore Street, Other
$390,000
2025021955 MLS
Build your tropical island dream home on this cleared Gulf access canal. This property is located in a gated community. Home site is located at the southern tip of St. James City, on Pine Island. Minutes to Sanibel, Captiva, Cabbage Key, Ft. Myers Beach and more . You will be boating to some of the best fishing spots and beautiful Beaches.

2417 Macadamia Lane, St James City
$359,000
2025020588 MLS
Residential lot 19 acres, (10 acres and 9 Acres of mangrove) the property has city and well water, electric service, septic tank, and a abandoned house and the conditions are not know by seller. The buyer and buyer's agent have verify all information in the Lee County Office.

11080 Ardon Lakes Drive, Bokeelia
$340,000
2025006419 MLS
BUILD YOUR DREAM HOME IN A NO FLOOD ZONE. Located in Bokeelia on Pine Island Ridge. This fenced and gated property has a large structurally engineered pole barn with a 4" slab. Perfect for RV, Boat, farm equipment storage. A permitted electrical box is in place located near the outbuilding. There is a pond on the property. The unpaved roads are graded for easy access. A great location that has country living feel but is located close to all the amenities the island offers. Close to marinas out to Charlotte Harbor and the Gulf of Mexico for all water activities.

Island Ridge Road, Bokeelia
$349,500
225019707 MLS
A little over a quarter acre waterfront lot for sale in St. James City! Home was demolished after suffering hurricane damage which will save buyer on impact fees to build new. An elevated home will afford spectacular views of Matlacha Pass. Although the lot is not suited for a private dock, there is access to the water via the Lee County public park to the south of the lot where small vessels such as kayaks, paddleboards or skiffs can be launched. The county owns the waterfront strip, the water can be accessed through the mangroves. Bring your plans and build your dream home!

5966 Cove Street, St James City
$359,000
3 Beds ⋅ 2 Baths ⋅ 224097608 MLS
TROPICAL HOMESITES!! Home never flooded! Don't miss out on this great buy of a 3 bedroom, 2 bath home that is partially furnished. Home has a 2 car garage, very large Florida room and a screen porch, all for wonderful entertaining or just enjoying the lovely Florida weather. There is a shed for additional storage and a completely fenced yard. See today, buy tomorrow and start living the life.

3790 Tangelo Drive, St James City
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