Check Availability
$5,400,000
↓ $500K (8.5%)
● House - For Sale

371 Bayside Avenue

Naples, FL 34108
bedrooms
4 Beds
bathrooms
4 Baths
square feet
3,447 Ft²
$28,554
Est. Monthly
0.84%
Cap Rate

About This Property

A Rare Investment Opportunity in one of Naples' Most Sought After Waterfront Communities.

Where the beauty of Vanderbilt Bay meets boundless possibility, discover a property unlike any other in Conners. Spanning over .58 acres on a rare corner tip lot with more than 300 feet of pristine bay frontage, this extraordinary offering presents the chance to create something truly remarkable.

Here, western exposure sunsets melt into the water, boats drift by in the golden light, and every view feels like a postcard. But beyond its beauty lies extraordinary investment potential-the opportunity to design a grand 11,000+ sq/ft waterfront estate, divide the parcel for dual residences, or reimagine the current home while planning your next masterpiece.

A new seawall and dock (2019), along with a rare covered boathouse and sun deck, ensure this property is ready to enjoy today while holding immense value for tomorrow. Just two miles to the Gulf of Mexico via Wiggins Pass, the location offers seamless access for boaters and unbeatable proximity to Vanderbilt Beach, the Ritz-Carlton Resorts, LaPlaya, Mercato, and Naples' finest dining and shopping.

For the visionary investor or homeowner who understands that opportunity and beauty seldom converge-this is your moment.

Endless views. Endless potential. Endless Naples waterfront lifestyle.
Unit Size
3,447 Ft²
Days on Market
362 days
Land Size
0.58 acres
Price per sqft
$1,567
Property Type
House
Property Taxes
$2,039
HOA Dues
-
Year Built
1998

Listed By

Debbie Swift PA
Swift Real Estate Services

Payment Calculator

Cap Rate Calculator

Last updated: 4 months ago ( #225072095)

Price History

Date / Event Date Event Price
Jun 6, 2026 Price Decreased $5,400,000
↓ $500K (8.5%)
Price Decreased
Jan 24, 2026 Price Decreased $5,900,000
↓ $300K (4.8%)
Price Decreased
Sep 29, 2025 Listed by Compass Florida LLC $6,200,000
Listed by Compass Florida LLC
Jul 29, 2025 Temporarily off market -
Temporarily off market
Apr 21, 2025 Price Decreased $6,500,000
↓ $1M (13.3%)
Price Decreased
Show More

Property Highlights

Garage
Elevator
Air Conditioning
With View
Parking Details
Has Garage
Attached Garage
Parking Features: Attached, Circular Driveway, Garage, Garage Door Opener, TwoSpaces
Garage Spaces: 4
Interior Details
Full Bathrooms: 4
Interior Features: Wet Bar, Breakfast Bar, Built-in Features, Eat-in Kitchen, High Ceilings, Kitchen Island, Pantry, Vaulted Ceiling(s), Walk-In Closet(s), Elevator, Attic, Bathtub, SeparateFormalDiningRoom, DualSinks, FamilyDiningRoom, JettedTub, LivingDiningRoom, PullDownAtticStairs, SeparateShower, CableTv, WindowTreatments
Appliances: Dishwasher, Electric Cooktop, Freezer, Disposal, Microwave, Refrigerator, Self Cleaning Oven, Washer
Flooring Type: Concrete, Tile, Wood
Door Features: Sliding Doors
Laundry Features: Inside
Rooms: 10
Exterior Details
Square Footage: 3447
Square Footage Source: $0
Security Features: Smoke Detector(s), None
Property Condition: Resale
Architectural Style: MultiLevel, TwoStory
Year Built: 1998
Waterfront Features: Bayfront, Canal Access, Navigable Water, Seawall, IntersectingCanal
Building Area Total: 11087
Levels: Two
Window Features: Window Coverings, CasementWindows, SingleHung, Sliding, TransomWindows
Construction Materials: Block, Concrete, Stucco, Vinyl Siding, WoodFrame
Patio and Porch Features: Deck, Porch, Screened, Balcony, Lanai
Pool Features: Electric Heat, Heated, In Ground, Concrete, PoolEquipment
Pool is Private
Lot Features: Other, Cul-De-Sac, OversizedLot, SprinklersAutomatic
Lot Size Area: 0.58
Lot Size Units: Acres
Lot Size Acres: 0.58
Lot Size Square Feet: 25264.8
Lot Size Dimensions: 120 x 270 x 64 x 245
Tax Lot: 10
Water Source: Public
Financial Details
Tax Annual Amount: $24,468
Utilities Details
Cooling Type: Central Air, Ceiling Fan(s), Electric
Heating Type: Central, Electric
Sewer : Public Sewer
Location Details
HOA/Condo/Coop Fee Includes: None
HOA/Condo/Coop Amenities: Pier

Building Info

Overview

    General

  • Year Built: 1998
  • Effective Year Built: 1998
  • Building Count: 1
  • Bedroom Count: 0
  • Building Condition: 0
  • Building Quality: 9
  • Construction Type: 12
  • Building Style: 0
  • Exterior Walls Type: 0
  • Interior Walls Type: 0
  • Roof Shape Type: 0
  • Roof Cover Type: 0
  • Floor Count: 200
  • Living Units: 1
  • Floor Cover: 0
  • Basement Type: 0
  • Basement Area: 0
  • Garage Type: 0
  • Parking Space Count: 0
  • Patio Type: 70
  • Porch Type: 0
  • Pool Type: 8
  • Location Influence Type: 164

    Dimensions

  • Lot Size Square Feet: 25,265
  • Lot Size Depth Feet: 1,467
  • Lot Size Frontage Feet: 2,000
  • Total Building Area: 3,189
  • Gross Building Area: 3,189
  • Building Area: 3,189
  • Building Area Measurement: L

    Heating and Cooling

  • Air Conditioning: 0
  • Heating: 0
  • Heated Square Feet: 3,189
  • Heating Fuel Type: 0

    Utilities

  • Sewer System: 0
  • Water Service: 0

Building

  • Building Type: 0
  • Property Class: R
  • Subdivision: CONNERS VANDERBILT BCH EST #2
  • Land Acres: 0000000580
  • Standard Land Use Code: 1001
  • County Land Use Code: 1
  • State Land Use Code: 01
  • Legal Description 1: CONNERS VANDERBILT BCH EST UNIT 2 BLK K LOTS 10 & 11

Neighborhood

  • School District Name: Collier County School District
  • School Tax School District: DISTRICT 1
  • Census Tract: 010209

Zoning

  • Zoning: RSF-3

Geography

  • Assessors Map Reference: 3A29
  • Subdivision Tract Number: 233800
  • Parcel: 27583080009
  • Block: K
  • Lot: 10
  • Meridian: SEC 29 TWN 48 RNG 25
  • Municipality: COUNTY COLLIER
  • Latitude: 26.26
  • Longitude: -81.8195

    Address

  • Full Address: 371 Bayside Ave
  • Legal Unit: 2
  • Address - House Number: 371
  • Address - Street Name: Bayside
  • Address - Suffix Type: Ave
  • State: FL
  • City Name: Naples
  • Carrier Code: R005
  • 4-Digit Zip Code: 2312
  • Zip Code: 34108

Valuation

    Tax

  • Total Area: 5,974
  • Tax Year: 2022
  • Tax Amount: $2,522,116
  • Tax Rate Code Area: 154

    Appraisal Valuation

  • Standard Deviation: 0.2453
  • Valuation Date: Dec 20, 2023
  • Confidence Score: 65
  • Final Value: 5,655,501
  • High Value: 7,043,034
  • Low Value: 4,267,968

    Market Valuation

  • Market Total Value: $5,525,769
  • Market Land Value: $4,302,850
  • Market Improvement Value: $1,222,919

    Assessments Valuation

  • Assessed Year: 2022
  • Assessed Total Value: $2,258,559

    Exemptions

  • Widow Exemption: Yes
  • Homeowner Exemption: Yes

    Sales

  • Current Sale Contract Date: Jan 15, 1999
  • Current Sale Recording Date: Jan 22, 1999
  • Current Sale Price:
  • Current Sale Document Type: 71
  • Previous Sale Recording Date: Mar 09, 1998
  • Previous Sale Contract Date: Mar 05, 1998
  • Previous Sale Amount: $1,298,000
  • Previous Sale Document Type: 71
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About North Naples


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Frequently Asked Questions

When was property at 371 Bayside Avenue built and last sold?
The property at 371 Bayside Avenue was built in 1998 and last sold on Jan 15, 1999 for $350,000.
How much is this home worth?
The estimated value of the home located at 371 Bayside Avenue is $5,316,368.
What are some comparable homes to 371 Bayside Avenue?
There are currently no comparable homes to 371 Bayside Avenue.