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For sale
$4,495,000
4beds
4,333sqft

195 San Mateo DR, BONITA SPRINGS, FL 34134

4beds
4,333sqft
Single family residence
Built in 1998
0.36 Acres
3 Attached garage spaces
$1,037 price/sqft
$431/mo HOA

What's special

Direct gulf-accessNewly renovated bathroomsPrivate elevatorNew hvacsResort-style pool and spaLush tropical landscapingStandalone soaking tub

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 ...

44 days
|
940
|
24
|
Source: SWFLMLS,MLS#: 226007032MLS LogoOriginating MLS: Naples
Travel times

Living Room

Kitchen

Primary Bedroom

Zillow last checked: 7 hours ago

Listing updated: March 27, 2026 at 06:56am

Listed by:

Doug Grant 239-948-4450,

John R Wood Properties,

Hannah Cantwell 561-437-7338,

John R Wood Properties

Source: SWFLMLS,MLS#: 226007032MLS LogoOriginating MLS: Naples

Facts & 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

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: $1,037/sqft
  • Tax assessed value: $5,371,682
  • Annual tax amount: $43,910
  • Date on market: 2/18/2026
  • Lease term: Buyer Finance/Cash
  • Road surface type: Paved

Price history

DateEventPrice
2/18/2026Listed for sale$4,495,000-7.8%$1,037/sqft
Source: SWFLMLS #226007032 Report a problem
2/13/2026Listing removed$18,000$4/sqft
Source: Zillow Rentals Report a problem
11/24/2025Price change$18,000-18.2%$4/sqft
Source: Zillow Rentals Report a problem
11/22/2025Price change$22,000-8.3%$5/sqft
Source: Zillow Rentals Report a problem
10/10/2025Listed for rent$24,000$6/sqft
Source: Zillow Rentals Report a problem
9/1/2025Listing removed$4,875,000$1,125/sqft
Source: SWFLMLS #224045481 Report a problem
4/8/2025Listed for sale$4,875,000$1,125/sqft
Source: SWFLMLS #224045481 Report a problem
3/19/2025Pending sale$4,875,000$1,125/sqft
Source: SWFLMLS #224045481 Report a problem
3/4/2025Price change$4,875,000-18.7%$1,125/sqft
Source: SWFLMLS #224045481 Report a problem
6/5/2024Listed for sale$5,995,000+172.5%$1,384/sqft
Source: SWFLMLS #224045481 Report a problem
9/22/2014Sold$2,200,000-20%$508/sqft
Source: Public Record Report a problem
6/10/2005Sold$2,750,000+708.8%$635/sqft
Source: Public Record Report a problem
11/3/1997Sold$340,000$78/sqft
Source: Public Record Report a problem

Public tax history

YearProperty taxesTax assessment
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

Monthly payment

Est. payment
$26,404/mo
Principal & interest
$22340
Property taxes
$3633
HOA Fees
$431
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    Neighborhood: 34134

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: NAPLES PARK ELEMENTARY SCHOOL
    • Middle: NORTH NAPLES MIDDLE SCHOOL
    • High: AUBREY ROGERS HIGH SCHOOL

    Source: SWFLMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.