Waterfront Homes For Sale

Browse all available waterfront homes below. Contact Pine Island Realty to schedule a showing.

Waterfront Homes For Sale on Pine Island, FL

Register today to save your favorite listings, create custom searches, and get notified when listings become available. 

8315 Main ST Bokeelia FL 33922

Bokeelia, FL8315 Main ST

Price$2,250,000

Est. Mortgage: $/month

MLS Number 221021833

  • Residential
  • Bathroom 4
  • Bedrooms 2
  • Square Feet 5,530
  • Acreage 0.65

8315 Main St. is a one of a kind, commercially zoned property offering retail and residential. From the moment you arrive, you will be amazed by your private tropical paradise located directly on Charlotte Harbor. This meticulously maintained, professionally landscaped property consists of a large main level retail space and a second level residence which have been updated to the highest standard, with no detail overlooked or expense spared. The retail space, occupied by the Bokeelia Art Gallery, which was recently recognized as one the top three Galleries in Lee County, offers endless opportunities to fulfill your entrepreneurial dreams. As you enter the front door you will see the style, ambiance, and sophisticated design of the retail premises. The private residence upstairs is equally stunning with 2 bedrooms, 2 ½ bathrooms and den. Upon entering the residence, you will fall in love with the design featuring an open great room, Chef’s kitchen with quartz countertops, Thermador and Subzero Appliances, Master Bedroom Suite, 2nd Bedroom, and two screened porches with incredible views. This unique, spectacular property has everything you could want and will not last long.

Listed by David Pellegrin and Evelyn Pellegrin of MVP Realty Associates LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

3555 San Carlos DR St. James City FL 33956

St. James City, FL3555 San Carlos DR

Price$1,990,000

Est. Mortgage: $/month

MLS Number 221040679

  • Residential
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 2,558
  • Acreage 0.4

Stunning modern contemporary bayfront property located in Saint James City on Pine Island provides island living with location, location, location. This four-bedroom-plus-den home offers captivating views of Pine Island Sound and a seamless sense of openness provided by light-filled rooms and magnificent waterfront access. Almost 100-feet of water frontage and an expansive outdoor area of covered and uncovered spaces reveal that the sunsets and sunrises at this estate cannot be matched. The amazing kitchen was designed with entertaining in mind and features extra cabinetry space under a large island and an outdoor grilling area just off the kitchen. Ceramic flooring throughout the living area provides a tranquil atmosphere, while the large, picturesque two-story bay windows and doors enhance the views. The first-floor master suite features access to the pool and a large walk-in closet. Additional highlights include a spiral staircase to loft and second story master bedroom and bath, custom accent lighting over the dining area, built-in exterior gas grill with green egg and deep fryer, gas-operated generator, and expansive dock with lifts for all your boating needs.

Listed by Staci Stevens of Castaways Realty 1 Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

8241 Main ST Bokeelia FL 33922

Bokeelia, FL8241 Main ST

Price$1,900,000

Est. Mortgage: $/month

MLS Number 221041887

  • Residential
  • Bathroom 6
  • Bedrooms 5
  • Square Feet 4,968
  • Acreage 0.32

A very rare opportunity to own the historic H. Poe Johnson estate that was built in 1914 overlooking the shores of the majestic Charlotte Harbor with panoramic water views and splendid sunsets. This historic home has been beautifully restored to offer the warmth of true Old Florida combined with a relaxed elegant atmosphere. Each of the five bedrooms have private baths. The windows and Florida heart-pine floors have been restored to their original luster. The large living room features the original fireplace with a limestone covering the exterior. The kitchen is truly a chef's dream kitchen with all stainless steel appliances, gas cook tops, several working sinks and a lighted coffee station. The custom-made bar is perfect for entertaining. The two large open porches offer the perfect places to watch the dolphins play. Fish along the azure shoreline of Charlotte Harbor or bring your boats to the two boat docks with lifts located in the Seagull Bay marina. The Seagull Bay community has the only private white sandy beach on Pine Island and provides quick boating access to the surrounding waters and the Gulf. Relax and enjoy your own waterfront historic island family estate.

Listed by Donna Weaver Gilles of BlueWater Realty of Pine Isl

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

2272 Macadamia LN St. James City FL 33956

St. James City, FL2272 Macadamia LN

Price$1,799,000

Est. Mortgage: $/month

MLS Number 221007110

  • Residential
  • Bathroom 6
  • Bedrooms 5
  • Square Feet 3,972
  • Acreage 0.31

The best waterfront view on Pine Island awaits. This classically built Bahamian Style home designed and crafted by a regionally reknowned builder is a must see. The Bayfront wall of sliding glass doors invite you to step out and enjoy the beautiful panorama and hear the ocean waves caress the shoreline. The saltwater lap pool and adjoining hot tub await to refresh you. This home has stunning interior architecture with a variety beautiful views. The main level master suite includes a large living area and direct waterfront access. Each of the 5 bedrooms has a designated full bathroom. This is the perfect home for family gatherings with plenty of space and privacy for all. There are many thoughtful details throughout including a fireplace and plantation shutters. Remote control hurricane shutters have been installed for a secure lockdown. Decking on several levels allow for your ultimate enjoyment of this broad southern exposure and midnight star watching. A deeded boat dock sheltered in the adjacent canal includes a #10000 and a #6000 boat lift. This beauty awaits you. Exclusive preview by appointment.

Listed by Sherrie Philips of Century 21 Sunbelt Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

7947 Barrancas AVE Bokeelia FL 33922

Bokeelia, FL7947 Barrancas AVE

Price$1,794,999

Est. Mortgage: $/month

MLS Number 220076287

  • Residential
  • Bathroom 4
  • Bedrooms 3
  • Square Feet 2,939
  • Acreage 0.2

Luxury meets island living! This is your opportunity for a magnificent home, stunning sunsets and the canvas for island living. You will be blown away by this custom built, quality construction home that was built in 2018. Upon entering this home you are greeted by vaulted tongue and groove ceilings, faux barn-wood beams and an incredible open floor plan. The gourmet kitchen has an oversized island, additional prep sink and commercial grade Thermador appliances- an entertainers dream! Enjoy your morning coffee in the sitting room overlooking your private outdoor oasis. Each of the 3 bedrooms are all master suites giving you the option of an upstairs or downstairs master bedroom. Both the master bedroom and porch have remote control, roll down sun shades along with an additional remote control screen enclosure on the porch. This home has been exquisitely furnished and decorated- all included. Your outdoor area includes shellock pavers, hot tub, dipping pool & outdoor cooking area. No boat? No problem- the 24' Sailfish is available for purchase. Pine Island offers tranquility, shallow & deep water fishing & world famous beaches- right in your backyard. BRAND NEW UPGRADED ROOF 2021

Listed by Casey Stearns of Century 21 Sunbelt Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

12265 Harry ST Bokeelia FL 33922

Bokeelia, FL12265 Harry ST

Price$1,530,000

Est. Mortgage: $/month

Pending

MLS Number 221042309

  • Residential
  • Bathroom 5
  • Bedrooms 5
  • Square Feet 3,869
  • Acreage 5.67

THIS IS A SMART FISHERMAN'S DREAM! Catch your own fish from the dock or on your boat, since you will be minutes from Pine Island Sound. You won't have a problem cooking them up since this 3 level with elevator 5 bedroom, 5 bath, 2 kitchen home offers 4,000+ living square feet and plenty of open spaces including outdoor balconies and porches to get things ready for a family get-together. Additionally, enjoy the privacy of having a guest house or even better, rental income, from the stilt house located on intersecting canals and just a short walk from the main house. Two extra buildable lots are part of the package also and are solid ideal investments.

Listed by Tracy Walters and Sherri Denning of Royal Shell Real Estate Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

2314 Cherimoya LN St. James City FL 33956

St. James City, FL2314 Cherimoya LN

Price$1,500,000

Est. Mortgage: $/month

MLS Number 221038259

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,019
  • Acreage 0.18

Gorgeous waterfront property showcasing the three story, Key West Cottage resort style Island home that provides casual elegance inside while the outdoors provides waterfront access for endless fun on the waters of San Carlos Bay and Gulf of Mexico. The original home , built in 1990, was completely renovated in 2018 with professional demolition of interior and exterior areas. This home was redesigned and remodeled for the discriminating owners of the property. With walls removed, an open floor plan was revealed with water views from all areas. Everything is new, plumbing, electrical, lighting, kitchen, bathrooms, the whole house was renovated inside and out. The home is a three bedroom, two bathroom , with the master bedroom and bathroom on the entire second level with a stunning balcony. A fireplace in the living room as well as a home office. The views from all decks are over the canal and open waters of San Carlos Bay. The outdoor pool and landscape renovated and was redone in 2020. The hard covered boat house and lift will accommodate a nice sized boat. The home is professionally decorated, and all furnishings remain. Call now to schedule a showing!

Listed by Beverly Rufino of Canal Real Estate, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

2656 Geary ST Matlacha FL 33993

Matlacha, FL2656 Geary ST

Price$1,495,000

Est. Mortgage: $/month

MLS Number 221049507

  • Residential
  • Bathroom 4
  • Bedrooms 3
  • Square Feet 3,306
  • Acreage 0.24

Luxury Island Living! This stunning Matlacha home sits on .24 acres with 130 ft of frontage and offers just as much outdoor living space as in! The ground level features a brand-new heated lap pool and a huge outdoor living space under the home complete with remote control roll down screens. The back of the property is a water lovers dream with an oversized composite dock, 7k boatlift, jet ski lift & kayak dock. The side yard has been transformed into an incredible garden with fruit trees & herbs. The oversize garage is a bonus featuring front and rear garage doors, ample storage, tons of work space, a dumbwaiter & half bath! As you enter the main floor the quality and attention to detail really stand out in the huge open living room with custom wood ceilings, custom gourmet kitchen with gas range, two junior master suites & a balcony with an incredible view of Matlacha Pass that can be enjoyed year round! The second floor of the home offers a private master suite with a media loft, and ANOTHER balcony with THE view! This home is loaded with upgrades & comes partially furnished! Homes like this do not come up very often in Matlacha! Come see and start Living the Island Life today!

Listed by Katie Fischer of Century 21 Sunbelt Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

7377 Pineland RD Bokeelia FL 33922

Bokeelia, FL7377 Pineland RD

Price$1,290,000

Est. Mortgage: $/month

MLS Number 221031209

  • Residential
  • Bathroom 3
  • Bedrooms 4
  • Square Feet 5,210
  • Acreage 23.75

One of the great Properties on Pine Island...Across Pineland Rd From the Pineland Post office !!! ... Privacy gate opens to this 27 acres paradise... Tropical fruit & Royal and Coconut palm trees... rock walls all lead to this hand built "Keys" House... Take a walk on the Boardwalk to Pine Island Sound and view all the fantastic tropical landscaping and Beautiful Salt Water Estuary..! Take a look at the photos, they say it all!!! "Jf Smith" Built Home - 3 bedroom 2 bath, tall ceilings, wood & Tile floors, Hardi plank exterior walls, fabulous porch with great views of the salt water estuary ... The bottom floor has guest room with bathroom and kitchen... All Hurricane shutters, A whole house generator, elevator, Artesian well, running water the entire length of the boardwalk...And what a beautiful walk thru the boardwalk to the "beach" on Pine Island Sound !!. The Owners have rented this property daly, weekly for a very nice profit...over $600 per night... (It dos pay the bills !!) If you are interested in Tropical, and estuary ecology this property will be top on your list...It really is a MUST to see..!!!!

Listed by Michael Shevlin of Century 21 Sunbelt Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

6041 Calusa Ridge TRL Bokeelia FL 33922

Bokeelia, FL6041 Calusa Ridge TRL

Price$1,200,000

Est. Mortgage: $/month

Pending

MLS Number 221047353

  • Residential
  • Bathroom 4
  • Bedrooms 3
  • Square Feet 3,981
  • Acreage 0.98

Prepare to be Captivated by this Luxury Estate situated Lakeside in Bokeelia’s Calusa Ridge. Pride of Ownership and Expert Craftsmanship show in every detail of this Magnificent Home. Open Floor-plan and beautiful architectural details throughout, art niches, crown molding, tray ceilings and custom lighting. Chef’s Kitchen with Stunning Stone Countertops, Large Island with Prep Sink, Gas Range, Stainless appliances, walk in pantry and Breakfast Bar. Spacious Living with Private Master Suite, a Second En-Suite designed for wheelchair access complete with its own private den. Stunning Bar with real Chicago Brick accent wall, perfect for entertaining or a quiet night at home. Sprawling Lanai, a tropically landscaped pool that belongs in a Resort complete with its own Waterfall, Hidden Hot Tub and SO MUCH MORE. Be sure to see the list of improvements to truly appreciate everything this Luxury Home has to offer.

Listed by Pine Island Realty Inc

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

2825 Tern CT St. James City FL 33956

St. James City, FL2825 Tern CT

Price$990,000

Est. Mortgage: $/month

MLS Number 221016282

  • Residential
  • Bathroom 2
  • Bedrooms 3
  • Square Feet 2,112
  • Acreage 0.23

PRIME LOCATION AND VIEWS GALORE. This well maintained St James City waterfront home on a quiet cul-de-sac has two bedrooms with two baths on the main level with two bedrooms and one bath on the lower level including laundry. The house features lots of porch areas. 170 feet of waterfront with 2 boatlifts-one is covered, fish cleaning station also. Recently Installed new roof, new storm grade windows upstairs, new AC upstairs, new hardy board siding on lower level, new rain gutters. A boating/fishing dream home. View eagles nesting and pelicans in the mangrove trees across the canal. Make friends with Dolly the resident dolphin who seems to be always hanging around. Great house for entertaining and enjoying what our island has to offer.

Listed by Carl Jervis Jr of Dream Home Associates LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

2300 Sycamore ST St. James City FL 33956

St. James City, FL2300 Sycamore ST

Price$899,000

Est. Mortgage: $/month

Pending

MLS Number 221037547

  • Residential
  • Bathroom 3
  • Bedrooms 3
  • Square Feet 2,060
  • Acreage 0.17

ONE OF THE BEST WATERFRONT LOCATIONS ON PINE ISLAND; SAILBOAT WATERFRONT WITH DEEP WATER CANAL; 100 YARDS TO INTERCOSTAL WATERWAY AND THEN GULF OF MEXICO! This is a boaters dream; there's two boat lifts; one 16000 lbs with divits, one 10,000 lbs. Views are wonderful from all the decks but on the top observation deck you can take in breathtaking views of the intercoastal of Pine Island South and Sanibel. By boat it's 5 mins to the intercostal, 10 mins to Sanibel beaches, 15 mins to the Gulf and 20 mins to Ft Myers Beach. The home has 3 levels and everything was remodeled in 2005/06 which include all NEW wiring, plumbing, kitchen, bathrooms, insulation, drywall, specially insulated roof system, high impact windows, indoor sprinkler system. The lower level features a lovely kitchen with wine cooler, bedroom, living room and bath which can be used as an in-law suite or a nice guest level or pool cabana. The second level is a beautiful remodeled kitchen with a gas stove, breakfast bar, dinning area and stunning 24ft great room with beautiful views. The 3rd level is the masterbedroom, bath w/HUGE shower, washer, dryer and office. There's nautical accents in the home & beautiful decor.

Listed by Paula Anne Elliott of Crossed Keys Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

Based on information submitted to FGCMLS as of July 26, 2021 . All data is obtained from various sources and has not been, and will not be, verified by broker or FGCMLS.  All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.