195 San Mateo DR, BONITA SPRINGS, FL 34134
What's special
Nestled on a peninsula in North Naples’ premier community “Barefoot Beach,” this beautiful residence sits on one of the most desirable lots with an unrivaled 352 feet of wraparound water frontage for breathtaking Bay views on three sides of the home, direct Gulf-access & Southeastern exposure. This is the ultimate beach & boaters’ delight with deeded beach-access a short walk-away & direct Gulf-access only 10 minutes from your dual boat docks/lifts. This home features hurricane impact windows & doors, new HVACs, new hot water heater, and newly renovated bathrooms. This expansive floor plan spans approximately 4,333 sq ft under air and includes 4 bedrooms + den, 3.5 bathrooms, versatile lower-level flex space, private elevator, tile flooring, and soaring high ceilings. Step outside to your spacious open-air lanai, where breathtaking bay views create a spectacular backdrop for outdoor living. The resort-style pool and spa are surrounded by lush tropical landscaping and enclosed by a fence, offering both privacy and the perfect setting for entertaining or relaxing waterfront. The primary suite serves as its own private sanctuary, featuring stunning water views, private access to an open-air balcony, a large walk-in closet, and a spa-like bath complete with dual vanities, a large glass-enclosed shower, and a standalone soaking tub. Ideally located near fine dining, Mercato, Waterside Shops, RSW International Airport, and the renowned Fifth Avenue South in Naples, this exceptional waterfront estate offers a rare opportunity to own a premier property within the exclusive Southport on the Bay at Barefoot Beach.
- 188 days |
- 581 |
- 15 |
Originating MLS: NaplesTravel times
Living Room
Kitchen
Primary Bedroom
Zillow last checked:
Listing updated:
Doug Grant 239-948-4450,
John R Wood Properties,
Hannah Cantwell 561-437-7338,
John R Wood Properties
Originating MLS: NaplesFacts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Rooms
- Room types: Balcony, Den - Study, Great Room, Guest Bath, Guest Room, Open Porch/Lanai, 4 Bedrooms Plus Den
Bedroom
- Features: Master BR Sitting Area, Split Bedrooms
Dining room
- Features: Breakfast Room, Formal
Kitchen
- Features: Island, Walk-In Pantry
Heating
- Central, Zoned
Cooling
- Ceiling Fan(s), Central Air, Exhaust Fan, Zoned
Appliances
- Included: Electric Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator/Freezer, Oven, Washer
- Laundry: Inside, Laundry Tub
Features
- Built-In Cabinets, Closet Cabinets, Coffered Ceiling(s), Custom Mirrors, Fire Sprinkler, Foyer, French Doors, Laundry Tub, Multi Phone Lines, Pantry, Pull Down Stairs, Smoke Detectors, Tray Ceiling(s), Vaulted Ceiling(s), Volume Ceiling, Walk-In Closet(s), Window Coverings, Balcony, Den - Study, Great Room, Guest Bath, Guest Room, Laundry in Residence, Open Porch/Lanai
- Flooring: Carpet, Tile
- Doors: French Doors, Impact Resistant Doors
- Windows: Window Coverings, Impact Resistant Windows
- Has fireplace: No
Interior area
- Total structure area: 8,283
- Total interior livable area: 4,333 sqft
Video & virtual tour
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, Balcony, Outdoor Shower, Boat Lift, Captain's Walk, Elec Avail at dock, Jet Ski Lift, Water Avail at Dock
- Has private pool: Yes
- Pool features: Pool/Spa Combo, In Ground, Concrete, Equipment Stays
- Has spa: Yes
- Spa features: In Ground, Concrete, Equipment Stays, Pool Integrated
- Fencing: Fenced
- Has view: Yes
- View description: Bay
- Has water view: Yes
- Water view: Bay
- Waterfront features: Bay
- Frontage type: Bay/Harbor
Lot
- Size: 0.36 Acres
- Features: Corner Lot, Dead End, 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: Security System, Smoke Detector(s), Gated Community, Fire Sprinkler System
- Subdivision: SOUTHPORT ON THE BAY
HOA
- Has HOA: Yes
- Amenities included: Beach Access, Beach Club Available, Bike And Jog Path, Streetlight, Underground Utility
- HOA fee: $5,166 annually
Location
- Region: Bonita Springs
Financial & listing details
- Price per square foot: $1,004/sqft
- Tax assessed value: $4,686,744
- Annual tax amount: $43,910
- Date on market: 2/18/2026
- Lease term: Buyer Finance/Cash
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 6/27/2026 | Price change | $4,350,000-3.2%$1,004/sqft |
Source:  SWFLMLS #226007032 Report a problem | ||
| 2/18/2026 | Listed for sale | $4,495,000-7.8%$1,037/sqft |
Source: SWFLMLS #226007032 Report a problem | ||
| 2/13/2026 | Listing removed | $18,000$4/sqft |
Source: Zillow Rentals Report a problem | ||
| 11/24/2025 | Price change | $18,000-18.2%$4/sqft |
Source: Zillow Rentals Report a problem | ||
| 11/22/2025 | Price change | $22,000-8.3%$5/sqft |
Source: Zillow Rentals Report a problem | ||
| 10/10/2025 | Listed for rent | $24,000$6/sqft |
Source: Zillow Rentals Report a problem | ||
| 9/1/2025 | Listing removed | $4,875,000$1,125/sqft |
Source: SWFLMLS #224045481 Report a problem | ||
| 4/8/2025 | Listed for sale | $4,875,000$1,125/sqft |
Source: SWFLMLS #224045481 Report a problem | ||
| 3/19/2025 | Pending sale | $4,875,000$1,125/sqft |
Source: SWFLMLS #224045481 Report a problem | ||
| 3/4/2025 | Price change | $4,875,000-18.7%$1,125/sqft |
Source: SWFLMLS #224045481 Report a problem | ||
| 6/5/2024 | Listed for sale | $5,995,000+172.5%$1,384/sqft |
Source: SWFLMLS #224045481 Report a problem | ||
| 9/22/2014 | Sold | $2,200,000-20%$508/sqft |
Source: Public Record Report a problem | ||
| 6/10/2005 | Sold | $2,750,000+708.8%$635/sqft |
Source: Public Record Report a problem | ||
| 11/3/1997 | Sold | $340,000$78/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $44,354 -2.3% | $4,599,362 +10% |
| 2024 | $45,405 +0.2% | $4,181,238 +10% |
| 2023 | $45,336 +13.9% | $3,801,125 +10% |
| 2022 | $39,818 +16.1% | $3,455,568 +10% |
| 2021 | $34,299 +2.2% | $3,141,425 +1.2% |
| 2020 | $33,554 +0.4% | $3,104,445 +1.2% |
| 2019 | $33,409 +3.3% | $3,067,876 +4.7% |
| 2018 | $32,334 -0.7% | $2,928,957 +10% |
| 2017 | $32,547 +4.5% | $2,662,688 +10% |
| 2016 | $31,140 +16.1% | $2,420,625 +10% |
| 2015 | $26,833 +8.8% | $2,200,568 +21.9% |
| 2014 | $24,665 +23% | $1,804,558 +2.9% |
| 2013 | $20,054 -0.6% | $1,754,116 +0.7% |
| 2012 | $20,173 +0.1% | $1,741,311 -0.4% |
| 2011 | $20,145 -3.8% | $1,748,389 -0.4% |
| 2010 | $20,940 -0.9% | $1,755,464 -4.8% |
| 2009 | $21,136 | $1,844,518 -6.7% |
| 2008 | $21,136 -23.1% | $1,976,982 -15.3% |
| 2007 | $27,469 +23.4% | $2,333,999 +1.4% |
| 2006 | $22,267 | $2,301,044 +31.3% |
| 2005 | $22,267 +3.9% | $1,753,139 +4.8% |
| 2004 | $21,429 -1.4% | $1,672,665 +1% |
| 2003 | $21,737 +22.7% | $1,656,252 +24.4% |
| 2002 | $17,710 -38.5% | $1,331,584 +25.4% |
| 2001 | $28,817 +125.8% | $1,061,960 |
| 2000 | $12,760 | -- |
Find assessor info on the county website
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