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$159,000
2 Beds ⋅ 2 Baths ⋅ 2026038740 MLS
This 55+ Pine Island 2010 home offers a great room, open-concept kitchen floor plan with 2 bedrooms, one with a private entrance out to the canal. The floors are all new "wood-like" for easy cleaning. The lawn is maintenance-free for more time to relax or join in a community activity. Pine Island Cove community offers boating access via the community boat ramp for quick, easy access to the Gulf of Mexico, Intracoastal, Pine Island Sound, and Outer Islands all within minutes, with no locks or bridges. Enjoy boating to the beaches you can only get to by boat, watching the sunsets over the Gulf, and fishing in some of the best spots in SW Florida. A few of the community activities include: bocce ball, pickleball, large pool, spa, clubhouse with kitchen, dance floor, party and fitness rooms, plus boat/RV storage for $50/year and $100/year if you need electric, a large pavilion for social events and cookouts, and a large fishing lake. This home is located in the heart of the amenities! Make your appointment now and enjoy spending the winter with friends in the sun, rather than shoveling snow!

7334 Drum Drive, St James City
$292,500
2 Beds ⋅ 2 Baths ⋅ 2026025634 MLS
Welcome to your slice of paradise in the heart of St. James City! This beautifully remodeled 2-bedroom, 2-bath home perfectly embodies the relaxed island lifestyle that makes this waterfront community so desirable. Nestled on a quiet street, you'll enjoy peace and privacy while being just a short walk from several popular restaurants, waterfront bars, live music venues, and local favorites. Inside, you'll immediately appreciate the extensive updates throughout, including a remodeled kitchen with new stainless steel kitchen appliances (not pictured), updated bathrooms, new flooring, and stylish finishes that blend modern comfort with classic island charm. The home is filled with character and warmth, creating an inviting atmosphere that's hard to find at this price point. The spacious great room features soaring ceilings that enhance the open, airy feel of the home, while the primary suite offers its own dramatic vaulted ceiling, creating a true retreat. The oversized primary bedroom includes a private ensuite bathroom, walk-in closet, and a secluded balcony—perfect for enjoying your morning coffee or relaxing with an evening breeze. Whether you're looking for a full-time residence, winter getaway, or investment property, this home presents an exceptional opportunity to own a move-in-ready piece of island paradise. Affordable island homes with this level of updating, character, and location are becoming increasingly difficult to find. Spend your days fishing, boating, dining with friends, exploring the islands, or simply enjoying the laid-back atmosphere that makes St. James City so special. This home offers everything you need to start living the island dream—without the premium price tag. If you've been searching for the perfect entry point into the island lifestyle, this charming, updated home is the opportunity you've been waiting for.

2430 Orange Street, St James City
$320,000
2 Beds ⋅ 2 Baths ⋅ 2026023757 MLS
Enjoy the island lifestyle in Cherry Estates of St. James City! This boaters paradise offers GULF ACCESS, a renovated interior, and an enclosed air-conditioned lanai for additional living space and year-round comfort. The property also features a dock with covered boat lift, providing excellent shade and protection for both the boat and dock area. Spend your days fishing right from your dock for snook, redfish, trout, and flounder, while enjoying frequent sightings of manatees and dolphins passing through the canal. Located on a quiet street in one of Pine Island’s most popular boating communities, residents enjoy easy access to fishing, kayaking, waterfront restaurants, and beautiful Southwest Florida sunsets. Available completely furnished, making this an excellent opportunity for a seasonal retreat, vacation home, or full-time residence.

3089 Skipper Lane, St James City
$1,700,000
3 Beds ⋅ 3 Baths ⋅ 2026020265 MLS
Welcome to a rare direct Gulf access waterfront estate in the highly sought-after Pine Island Shores community. Perfectly positioned to capture expansive bay views and abundant marine wildlife, this property offers a front-row seat to dolphins playing, manatees gliding by, and unforgettable Southwest Florida sunsets—all from your own backyard. With no bridges to open water, you’ll enjoy effortless access to Pine Island Sound and the Gulf of Mexico. This spacious 2-story coastal retreat features 3 bedrooms + den and 3 bathrooms, designed with a bright open floor plan, cathedral ceilings, and large windows that showcase the stunning waterfront setting throughout the home. The outdoor living experience is truly exceptional. Relax or entertain around your private saltwater pool and spa, expansive patio, gazebo, and multiple balconies are all perfectly oriented to take in the sweeping bay views and coastal breezes. Boating enthusiasts will appreciate the private dock with lift, water, and electric, making it easy to spend your days on the water. Inside, the home offers a well-appointed kitchen with ample cabinetry and eat-in space, a generous primary suite with dual sinks and separate tub and shower, and flexible living areas including a den/home office. Additional highlights include a metal roof, electric storm shutters, fireplace, surround sound wiring, and abundant storage throughout. Located in a gated boating community, this property combines privacy, space, and a true connection to the water. Whether you’re looking for a full-time residence, seasonal retreat, or luxury waterfront escape—this is Pine Island living at its finest.

2096 Macadamia Street, St James City
$315,000
2 Beds ⋅ 2 Baths ⋅ 2026019120 MLS
Gulf Access Living in Cherry Estates – St. James City! Welcome to your slice of paradise in the highly desirable boating community of Cherry Estates! This well-maintained 2-bedroom, 2-bathroom manufactured home offers direct Gulf access, making it perfect for boating enthusiasts and those seeking the laid-back Florida lifestyle. Step inside to find a bright and inviting interior with a functional layout designed for comfort and easy living. The home features an enclosed lanai, ideal for relaxing with your morning coffee or entertaining guests year-round. Outdoors, enjoy everything waterfront living has to offer: Private dock with covered 5,000lb boat lift – quick access to open water, no bridges and a Spacious patio area – perfect for grilling and sunset views Located in Cherry Estates, a resident-owned community, you’ll enjoy a friendly neighborhood atmosphere, all just minutes from local restaurants, marinas, and world-class fishing. Whether you're looking for a seasonal getaway or a full-time waterfront home, this property delivers the ultimate Florida boating lifestyle.

3056 Sloop Lane, St James City
$409,900
3 Beds ⋅ 2 Baths ⋅ 2026012250 MLS
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, A/C system is only 3 or 4 years old, and the interior and exterior paint has been refreshed in the last 3 to 5 years. The kitchen features quartz countertops and loads of storage. The electric heated pool and hot tub have exceptional privacy and a newer screen cage. The sellers flood insurance policy is transferable and about $800 per year. Rock yard for easy maintenance and mature landscaping

3852 Stabile Road, St James City
$365,000
2 Beds ⋅ 2 Baths ⋅ 2026001055 MLS
Come and begin your new year, living the "Island Lifestyle" in this lovely home close to the Gulf and the ICW without bridges or locks to maneuver. This St. James City home is in a golf cart friendly neighborhood, close to restaurants, bars, marinas, and more. St. James City is a laid back community with all sorts of activities at the Civic Center, music venues almost daily, not to mention some of the best fishing, and close to the Tarpon Fishing Capital of the World, Boca Grande! This lovely home boasts a new roof, windows, spray foam insulation, a/c duct work, siding, lanai, carport, cover for the 8K# boat lift, plus a transfer switch for a generator! There are 2 bedrooms, 2 baths, and a den/study with views of the canal. The screened porch overlooks an outdoor shaded entertaining area, and additional space to sit, relax, and enjoy the tropical breezes and sunsets.

3065 Skipper Lane, St James City
$449,000
3 Beds ⋅ 2 Baths ⋅ 2025021881 MLS
Gulf-access boating lifestyle—without the waterfront price or insurance costs! Located in a sought-after St. James City boating community, this bright and breezy 3 bedroom, 2 bath home offers the island vibe buyers love while staying high and dry. Inside, enjoy a desirable split-bedroom floor plan, a spacious great room, and easy indoor-outdoor living with a screened lanai overlooking mature tropical landscaping—perfect for morning coffee, island breezes, and relaxed evenings. Set directly across from canalfront homes, this property delivers location and lifestyle without the added expense of living on the water. For just $150/year, buyers may voluntarily join the HOA and enjoy access to the private community boat ramp—launch your boat and reach the Gulf in approximately 5 minutes. Ideal for boating, fishing, and sunset cruising. Bonus opportunity: The adjacent vacant lot is owned by the sellers. While not currently on the market, buyers may inquire if interested in additional space or future flexibility. If you’ve been searching for an affordable way to enjoy Pine Island living, boating access, and island charm, this home checks all the boxes.

3472 Manatee Drive, St James City
$339,900
2 Beds ⋅ 2 Baths ⋅ 2025018280 MLS
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 just steps from your door. This turnkey unit comes fully furnished with stylish and high-end coastal décor—bring your bathing suit and toothbrush to start living the Southwest Florida dream. Property Highlights Prime Waterfront Access: Enjoy direct boating access to Pine Island Sound and the Gulf of Mexico—ideal for fishing, cruising, or island-hopping to Sanibel, Fort Myers Beach, and Cayo Costa. Relax on your screened lanai and watch dolphins and bald eagles from your private canal view. Modern Upgrades Throughout: Featuring two spacious bedrooms, including a primary suite with a Sleep Number bed and en-suite bath. The guest bedroom has an adjacent second bath for added convenience. The renovated kitchen boasts sleek new appliances, modern finishes, and updated lighting. Recent Improvements: Hurricane-rated front door, new plumbing and electrical systems, fresh paint, new air conditioning unit, new roof, and new flooring throughout for a clean, contemporary look. Recent community improvements include new exterior paint, new exterior banisters, and updated exterior walkways. Convenience & Storage: Includes a dedicated carport and private storage closet—perfect for your beach gear or boating essentials. Resort-Style Amenities The Fisherman’s Wharf community features a heated pool for year-round enjoyment, 32 boat slips with direct Gulf access, shuffleboard courts, and a secured boatyard for convenient storage of boats and trailers. Location, Lifestyle & Leisure Ideally situated in the heart of St. James City, you’re minutes from popular waterfront restaurants, marinas, and entertainment. Whether you’re seeking a full-time residence or seasonal retreat, this pet-friendly condo delivers comfort, convenience, and coastal charm in one perfect package. Don’t miss your chance to own a slice of paradise and experience true waterfront living at 2888 Oleander Unit C6!

2888 Oleander Street Unit C6, St James City
$485,000
3 Beds ⋅ 2 Baths ⋅ 2025003997 MLS
BRAND NEW, MOVE-IN READY, and waiting for you in beautiful ST. JAMES CITY on PINE ISLAND! Located in the peaceful, deed-restricted community of EAGLE LAKE ESTATES, this thoughtfully designed 3-bedroom, 2-bath home offers 1,645 square feet of bright, OPEN-CONCEPT living with HIGH CEILINGS, MODERN FINISHES, and the relaxed Florida lifestyle buyers are looking for. The heart of the home is the STUNNING KITCHEN featuring crisp white shaker cabinetry, GRANITE COUNTERTOPS, stainless steel appliances, pendant lighting, pantry storage, and a LARGE CENTER ISLAND that flows seamlessly into the spacious great room and dining area. Whether you are entertaining friends and family or enjoying a quiet night at home, this layout was designed for EASY FLORIDA LIVING. Luxury Vinyl Plank flooring runs throughout, and the desirable SPLIT-BEDROOM FLOOR PLAN provides added privacy. The spacious PRIMARY SUITE is your own private retreat with TWO WALK-IN CLOSETS and an en-suite bath featuring DUAL VANITIES and a walk-in shower. IMPACT WINDOWS AND DOORS provide added peace of mind, while the OVERSIZED 2-CAR GARAGE gives you plenty of room for vehicles, storage, and all your island essentials. Step outside to your COVERED BACK LANAI and imagine starting your mornings watching the SUNRISE with a fresh cup of coffee while taking in the peaceful, natural surroundings of Eagle Lake Estates. Sitting on NEARLY 1/3 OF AN ACRE, this NEW CONSTRUCTION home gives you room to breathe while keeping you just minutes from MARINAS, BOATING, FISHING, WATERFRONT DINING, and everything that makes PINE ISLAND LIVING so special. If you have been searching for a NEW CONSTRUCTION HOME IN ST. JAMES CITY, FL with IMPACT WINDOWS AND DOORS, a SPACIOUS LOT, modern finishes, and easy access to the best of Pine Island, THIS IS THE ONE! Don't just scroll past this one. SCHEDULE YOUR PRIVATE SHOWING TODAY and come experience the laid-back island lifestyle for yourself!

3551 Heron Landing Circle, St James City
$145,000
2 Beds ⋅ 2 Baths ⋅ 225048514 MLS
Turnkey! Fully furnished! Welcome to Pine Island Cove, a vibrant 55+ waterfront boating community in St. James City. Plenty of social activates and events; bingo, yoga, water aerobics, holiday dinner...etc. Enjoy a saltwater pool & Spa, bocce and pickleball courts, a clubhouse, fitness center, picnic park, dog park, boat ramp, and boat/RV storage, along with a variety of programs to keep you active. This SPACIOUS 1144sqft newly renovated 2-bedroom, 2-bathroom, fully furnished home features a 2022 roof, new ductless split AC, new flooring, large walk-in closets, a relaxing Florida room and more. Situated on a corner lot, it boasts the best location in the community, with amenities just across the street. The HOA fee is $160 per month. The boat/RV storage is $50 per year if utilized. Launch your boat at the community ramp, just 5 minutes from open water, and explore Pine Island Sound, renowned for diverse fishing opportunities, including snook, trout, redfish, and tarpon. Easily navigate to stunning barrier islands like Sanibel, Captiva, and Cayo Costa - accessible only by boat. In Pine Island Cove, you own both the house and the land. Don’t miss your chance to live in paradise!

4920 Pinfish Lane, St James City
$1,095,000
3 Beds ⋅ 3 Baths ⋅ 225049820 MLS
Luxury living at its finest. Don't miss this opportunity to own this stunning home on Pine Island in St. James City. The home is situated on a waterfront oversized lot on a Cal-du-sac with 294 feet of water frontage on the Dawson Canal just a short boat ride to Matlacha Pass, the Caloosahatchee River, Pine Island Sound and the Gulf of Mexico. The boating and fishing options are endless. The home features open concept living with high ceilings and a split plan, ideal for guests and entertaining. The living room opens up to a large, screened pool deck area and a heated pool. The large master bedroom has his and hers walk in closets, a large walk-in shower and an elevated jacuzzi tub. The home has tile throughout, is tastefully decorated, and comes fully furnished. It is constructed to high standards featuring an elevated house pad, and concrete block construction.

2871 Bracci Drive, St James City
$165,000
2 Beds ⋅ 2 Baths ⋅ 225036734 MLS
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 HURRICANE WINDOWS THROUGH OUT - wood paneled living & family room, updated-kitchen and carpet & laminated floors. Storage/shop, Carport & screened area. Out door life is part of Pine Island Cove...Friends, pickle ball, pool a 16 mile long bike path up & down the Island. The boat ramp will put you and your boat into the Cove canal and out to Pine Island Sound for the best fishing, out-Island beaches, the Gulf for you to enjoy... Visit Pine Island Cove and this wonderful home today !!!!!

4931 Gulfgate Lane, St James City
$275,900
2 Beds ⋅ 2 Baths ⋅ 224007009 MLS
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 bedrooms, two full bathrooms, vaulted ceilings, new lanai windows, a hurricane-rated front door, new roofs (both on the main building and carport), exterior paint, electricity, plumbing, and more! The unit boasts tile flooring, and the carport has an additional storage closet. The community amenities include a heated pool, boat slips, shuffleboard, and a secure boat yard for convenient storage of boats and trailers while you're away. Don't miss the opportunity to see this property and make this your vacation-at-home location. The Florida resort lifestyle is ready for you!

2936 Oleander Street Unit A2, St James City