There is usually only one “best waterfront lot in a community” and this has to be it. With south/southeast exposure, 19,048 square feet of land, surrounded by water on three sides, 352’ of bay frontage and the widest, longest bay views imaginable this setting is unmatched. This immaculate 20 year owner home offers a timeless style of a beach coastal home of the past and today with exterior appeal from both the street and the water and is located in double gated Southport on the Bay and within the beautiful community of Barefoot Beach. The home offers the best in Florida lifestyle including: just a short walk to the white sands of Barefoot Beach via one of two private beach accesses for Southport residents, premier boating with a double dock with lifts for your large boat and 2 jet skis or 4 jets skis for quick access to the Gulf of Mexico with no bridges, and the enjoyment of your own tropical pool and spa sitting right on the bay with southern exposure for sun all day on the pool. With 10,409 SQ Ft of entertaining and living space, 5578 AC space, 4 bedrooms, 3 1/2 bathrooms, an executive sized waterfront office, and a kitchen that opens to the morning room eat-in, dining room and 2 story grand living room all that face the bay and open to over 600 sq ft of covered balconies. Other features include a beautiful main staircase and private back stairs to the master suite with beautiful new bathroom and large covered balcony on the bay, powder bath and guest baths all new, new A/Cs and hot water heater, metal standing seam roof with secondary water resistance, impact glass windows and doors, private elevator and is move in ready furnished (inventory list available). Option to join the Club at Barefoot Beach (located within the community) which offers casual and fine dining restaurants, pool & beachside food, drinks and chair service, indoor & outdoor bars, tennis courts with pro & a full events calendar. (waitlist with limited usage during wait period). Southport on the Bay in Barefoot Beach is centrally located to dining, entertainment, golfing, arenas in Naples and Bonita Springs and is close RSW Airport, the Promenade, Coconut Point, Mercato & Waterside Shops and Old Naples.
For sale
$4,875,000
195 San Mateo DR, BONITA SPRINGS, FL 34134
4beds
5,578sqft
Est.:
Single Family Residence
Built in 1998
-- sqft lot
$-- Zestimate®
$874/sqft
$252/mo HOA
What's special
Waterfront lotTropical pool and spaPrivate elevatorNew bathroomSouthern exposureExecutive sized waterfront officeWidest longest bay views
- 450 days
- on Zillow |
- 417 |
- 10 |
Zillow last checked: 7 hours ago
Listing updated: August 15, 2025 at 03:43pm
Listed by:
Barry DeNicola 239-777-0804,
Barry DeNicola Realty Inc
Source: SWFLMLS,MLS#: 224045481
Originating MLS: Naples

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Rooms
- Room types: Great Room, Guest Bath, Guest Room, Office, Open Porch/Lanai, 4 Bedrooms Plus Den
Bedroom
- Features: Master BR Upstairs
Dining room
- Features: Breakfast Room, Dining - Living
Kitchen
- Features: Island, Walk-In Pantry
Heating
- Central, Zoned
Cooling
- Ceiling Fan(s), Central Air, Zoned
Appliances
- Included: Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator/Freezer, Oven, Washer
- Laundry: Inside
Features
- Built-In Cabinets, Closet Cabinets, Coffered Ceiling(s), Custom Mirrors, Fire Sprinkler, Foyer, French Doors, Multi Phone Lines, Pantry, Smoke Detectors, Tray Ceiling(s), Volume Ceiling, Walk-In Closet(s), Window Coverings, Great Room, Guest Bath, Guest Room, Home Office, Laundry in Residence, Open Porch/Lanai
- Flooring: Carpet, Tile
- Doors: French Doors, Impact Resistant Doors
- Windows: Window Coverings, Impact Resistant Windows
- Has fireplace: No
- Furnished: Yes
Interior area
- Total structure area: 10,409
- Total interior livable area: 5,578 sqft
Property
Parking
- Total spaces: 3
- Parking features: Driveway, Attached
- Attached garage spaces: 3
- Has uncovered spaces: Yes
Features
- Levels: Multi/Split
- Stories: 3
- Patio & porch: Deck, Open Porch/Lanai
- Exterior features: Dock, Outdoor Shower, Boat Lift, Elec Avail at dock, Jet Ski Lift, Water Avail at Dock
- Has private pool: Yes
- Pool features: In Ground, Concrete, Equipment Stays
- Has spa: Yes
- Spa features: In Ground, Concrete, Equipment Stays
- Has view: Yes
- View description: Bay
- Has water view: Yes
- Water view: Bay
- Waterfront features: Bay, Mangrove, Navigable Water
- Frontage type: Bay/Harbor
Lot
- Features: Oversize
Details
- Parcel number: 74435003404
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block, Frame, Stucco
- Foundation: Concrete Block, Pillar/Post/Pier
- Roof: Metal
Condition
- New construction: No
- Year built: 1998
Utilities & green energy
- Water: Central
Community & HOA
Community
- Features: Street Lights, Gated, Boating
- Security: Smoke Detector(s), Gated Community, Fire Sprinkler System
- Subdivision: SOUTHPORT ON THE BAY
HOA
- Has HOA: Yes
- Amenities included: Beach Access, Beach Club Available, Streetlight, Underground Utility
- HOA fee: $3,026 annually
Location
- Region: Bonita Springs
Financial & listing details
- Price per square foot: $874/sqft
- Tax assessed value: $5,371,682
- Annual tax amount: $45,585
- Date on market: 6/5/2024
- Lease term: Buyer Finance/Cash
- Road surface type: Paved
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