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$4,400,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 5,079 Sq. Ft.
  • Updated 3 days ago
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Nestled in the coveted enclave of Barefoot Beach, this coastal masterpiece delivers the rarest combination-boating and beach access-on one of the community's most desirable waterfront sites. Recently enhanced with a new roof, the home spans an impressive 5,079 sq. ft. of refined living space, offering 4 spacious bedrooms, 4.5 baths, and a dedicated study. An additional 1,432 sq. ft. on the lower level extends the home's livability with a boat room, exercise room, game room, and an oversized 3-car garage designed for the Southwest Florida lifestyle. The private dock is fully equipped with a 16K boat lift plus a platform lift ideal for kayaks or jet skis, giving you effortless access to the Gulf. A raised pool and spa overlook the shimmering shoreline, capturing breathtaking sunrises and creating a serene backdrop for outdoor living. Inside, a Bermuda-style great room and separate dining area flow into a bright kitchen and inviting family room, all oriented to maximize the sweeping water views. The primary suite is a true retreat-elevated, tranquil, and reminiscent of a luxury cruise ship-with a soaking tub, jetted shower, sitting area, and panoramic vistas. An elevator services all three floors, ensuring ease and comfort throughout the home. All windows and doors are impact-rated or shuttered for peace of mind. After a morning on the water, enjoy a leisurely stroll to the beach just minutes from your front door. Lovingly maintained and thoughtfully updated, this residence offers pristine condition, timeless design, and an unparalleled Barefoot Beach lifestyle

Full Property Details for 208 San Mateo Dr

General

  • Price: $4,400,000
  • Taxes: (2025)
  • Status: Active
  • Type: Single Family
  • Source: Bonita_Springs
  • MLS ID: 225080999
  • Updated: 1/15/2026
  • Added to Site: 55 day(s) ago

Rental Information

  • Lease/Rent Term: 60
  • Min. Lease (Days): 60

Interior

  • Number of Rooms: 10
  • Interior Features: Elevator, Central Vacuum, Den - Study, Exercise Room, Recreation Room, Coffered Ceiling(s), Entrance Foyer, Tray Ceiling(s)
  • Appliances: Electric Cooktop, Disposal, Dryer, Instant Hot Water, Microwave, Refrigerator with Icemaker, Wall Oven, Washer, Water Treatment (Owned), Wine Cooler
  • Furnishings: Negotiable
  • Flooring: Carpet, Marble, Tile, Wood

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Primary Bathroom: Dual Sinks, Jetted Tub, Separate Tub And Shower

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Master BR Upstairs

Other Rooms

  • Kitchen: Kitchen Island, Pantry
  • Dining Room: Breakfast Bar, Breakfast Room, Formal
  • Laundry: Inside, Sink

Additional Information

  • Shared Amenities: Beach Access, Beach Club Available, Community Gulf Boat Access, Private Membership, Tennis Court(s), Boating, Gated, Tennis
  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Electric Heat
  • Spa: Yes
  • Spa Description: Heated (Electric)
  • Tennis: Yes
  • Equipment: Intercom

Exterior

  • Exterior Features: Dock, Boat Lift, Dock Included, Elec Avail at dock, Hoist/Davit, Water Avail at Dock, Automatic Sprinkler
  • Porch/Patio/Deck: Open Porch/Lanai, Deck

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Covered Spaces: 3
  • Parking Features: Garage Door Opener, Attached

Location

  • Area: NA01 - N/O 111th Ave Bonita Beach
  • County: Collier
  • Subdivision: SOUTHPORT ON THE BAY
  • Building Name: BAREFOOT BEACH
  • Direction Faces: West

Community

  • Association: Yes
  • Assoc. Fees Include: Cable TV, Internet, Legal/Accounting, Master Assn. Fee Included, Security, Street Lights
  • Units Assoc/Comm: 111
  • Pets Allowed: Yes
  • Management Type: Professional

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Ceiling Fan(s), Central Electric
  • Heating Type: Central Electric

Utilities

  • Sewer: Central
  • Water: Central
  • Cable Available: Yes
  • Utility Description: Cable Available

Structural Information

  • Description/Design: Single Family Residence
  • Exterior Const.: Concrete Block, Stucco
  • Roof: Tile
  • Windows: Casement, Impact Resistant, Sliding, Impact Resistant Windows, Shutters Electric, Window Coverings
  • Doors: French Doors
  • Stories/Levels: 3
  • Stories in Building: 3
  • Square Feet: 5,079
  • Sq. Ft. Source: Floor Plan Service
  • Living Area: 5,079 Sq. Ft.
  • Year Built: 2000

Lot Features

  • Property View: Bay, Mangroves
  • Lot Size Source: Floor Plan Service
  • Lot Dimensions: 58 x 88 x 136 x 154
  • Frontage Feet: 58
  • Irrigation System: Reclaimed
  • Lot Features: Regular
  • Lot Description: Regular

Water Features

  • Water Front: Yes
  • Gulf Access: Yes
  • Water Front Desc.: Bay, Navigable Water
  • Canal Width: Canal Width 121-150
  • Boat Dock Slip: Yes

Financial Considerations

  • Other Assoc Fees: $5,166
  • Application Fee: $150
  • Other Fee Freq.: Annually
  • Tax Year: 2025
  • Terms: Buyer Finance/Cash

Disclosures and Reports

  • Ownership: Single Family
  • Legal Description: SOUTHPORT ON THE BAY UNIT ONE LOT 27
  • Property ID: 74435003006
  • Section: 6
  • Lot Number: 27

Listed by John R Wood Properties

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Listing agent

— 208 San Mateo Dr —

  • John R Wood Properties

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 208 San Mateo Dr

School District:Collier County School District
NameGradesDistance
Naples Park Elementary School
685 111th Avenue North, Naples, FL 34108
PK-53.9 mi
North Naples Middle School
16165 Learning Lane, Naples, FL 34110
6-84.8 mi
Gulf Coast High School
7878 Shark Way, Naples, FL 34119
9-128.7 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 208 San Mateo Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
11/24/2025
Listed
$4,400,000
97.75%
MLS
12/10/2001
Sold
$2,225,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 208 San Mateo Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$18,821
2%
$1,991,663
3%
2024
$18,408
5%
$1,935,533
8%
2023
$17,458
-4%
$1,792,925
6%
2021
$18,255
1%
$1,690,004
-3%
2022
$18,032
-1%
$1,740,704
4%
2021
$18,255
4%
$1,666,671
2%
2019
$17,542
2%
$1,629,199
2%
2018
$17,177
1%
$1,598,821
2%
2017
$16,951
2%
$1,565,936
2%
2016
$16,573
-1%
$1,533,728
1%
2015
$16,710
1%
$1,523,067
1%
2014
$16,575
—
$1,510,979
2%
2013
$16,590
—
$1,488,649
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by John R Wood Properties

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208 San Mateo Dr, Bonita Springs, FL 34134 (MLS# 225080999) is a Single Family property with 4 bedrooms, 4 full bathrooms and 1 partial bathroom. 208 San Mateo Dr is currently listed for $4,400,000 and was received on November 24, 2025. Want to learn more about 208 San Mateo Dr? Do you have questions about finding other Single Family real estate for sale in Bonita Springs? You can browse all Bonita Springs real estate or contact a Coldwell Banker agent to request more information.

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