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Sold for $1,850,000
  • $1,850,000

    419 Pine AVE, NAPLES, FL 34108

    4beds
    3,666sqft
    Single Family Residence
    Built in 1971
    0.25 Acres Lot
    $1,817,600 Zestimate®
    $505/sqft
    $7,027 Estimated rent

    Home value

    $1,817,600

    $1.62M - $2.04M

    $7,027/mo

    Zestimate® history
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    What's special

    Gulf accessOversized waterfront lotDesigner tilePaver patioMarble countertopsVaulted ceilingsJetted garden tub
    LIVE THE WATERFRONT LIFESTYLE — BUILD FOR TOMORROW. Located on one of the most sought-after streets in Naples, this two-story home sits on an oversized waterfront lot in the prestigious Vanderbilt Beach area. Just a short stroll to white sandy beaches and minutes by boat to the Gulf of Mexico, this property offers the ultimate in coastal convenience. Enjoy the Florida lifestyle today, or reimagine the future — with gulf access, an 8’ x 53’ dock equipped with water and electric, and a 12,000 lb. boat lift already in place, the lot alone offers exceptional value for boaters and investors alike. Whether you’re looking to move in, renovate, or build new, this parcel presents a rare opportunity to own in a prime location surrounded by new luxury construction. The current residence features a gourmet kitchen with granite countertops, solid oak floors upstairs, designer tile downstairs, and a layout filled with natural light, vaulted ceilings, and expansive water views. French doors open to a screened lanai and paver patio, creating an ideal indoor-outdoor flow. Upstairs, a balcony and catwalk overlook the wide canal, perfect for sunset watching and entertaining. The primary suite includes double vanities, marble countertops, a jetted garden tub, and a walk-in shower with glass block accents. SOLD AS-IS, with Right to Inspect. While the home has experienced past flooding, it has also been maintained and enjoyed — and the true value lies in the land, the location, and the potential. Whether you choose to live now and build later, or create your dream waterfront retreat from the ground up, 419 Pine Ave is your gateway to the best of Naples living.

    Zillow last checked:

    Listing updated:

    Listed by:

    Nick Sadowski 239-378-0300,

    Berkshire Hathaway FL Realty

    Bought with:

    Chris Schaller

    Downing Frye Realty Inc.

    Source: SWFLMLS,MLS#: 225037757MLS LogoOriginating MLS: Naples

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 4
    • Full bathrooms: 4
    Bedroom
    • Features: Two Master Suites
    Dining room
    • Features: Breakfast Bar, Dining - Living, Eat-in Kitchen
    Kitchen
    • Features: Island, Pantry
    Heating
    • Central
    Cooling
    • Central Air
    Appliances
    • Included: Electric Cooktop, Dishwasher, Dryer, Microwave, Refrigerator/Freezer, Washer
    Features
    • Built-In Cabinets, Closet Cabinets, Smoke Detectors, Balcony, Family Room, Florida Room, Screened Lanai/Porch
    • Flooring: Marble
    • Doors: Impact Resistant Doors
    • Windows: Skylight(s), Impact Resistant Windows
    • Has fireplace: No
    Interior area
    • Total structure area: 4,773
    • Total interior livable area: 3,666 sqft

    Property

    Parking
    • Total spaces: 2
    • Parking features: Circular Driveway, Driveway, Attached
    • Attached garage spaces: 2
    • Has uncovered spaces: Yes
    Features
    • Levels: Two
    • Stories: 2
    • Patio & porch: Patio, Screened Lanai/Porch
    • Exterior features: Dock, Balcony, Boat Lift, Jet Ski Lift
    • Has view: Yes
    • View description: Bay, Canal
    • Has water view: Yes
    • Water view: Bay,Canal
    • Waterfront features: Bay, Canal Front
    • Frontage type: Bay/Harbor
    Lot
    • Size: 0.25 Acres
    • Features: Across From Waterfront, Regular
    Details
    • Parcel number: 27582520007

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Block, Stucco
    • Foundation: Concrete Block
    • Roof: Metal
    Condition
    • New construction: No
    • Year built: 1971

    Utilities & green energy

    • Water: Central

    Community & neighborhood

    Security
    • Security features: Smoke Detector(s)
    Community
    • Community features: Boating, Non-Gated
    Location
    • Region: Naples
    • Subdivision: CONNERS

    HOA & financial

    HOA
    • Has HOA: No
    • Amenities included: None

    Other

    Other facts
    • Road surface type: Paved

    Price history

    DateEventPrice
    8/15/2025Sold$1,850,000-7.3%$505/sqft
    Source: SWFLMLS #225037757 Report a problem
    8/2/2025Pending sale$1,995,000$544/sqft
    Source: SWFLMLS #225037757 Report a problem
    5/1/2025Price change$1,995,000-16.7%$544/sqft
    Source: SWFLMLS #225037757 Report a problem
    4/14/2025Listed for sale$2,395,000+293.3%$653/sqft
    Source: SWFLMLS #225037757 Report a problem
    12/1/2009Sold$609,000-13%$166/sqft
    Source: Public Record Report a problem
    7/25/2009Listing removed$699,900$191/sqft
    Source: Gulf Breeze Real Estate, LLC #209003204 Report a problem
    5/24/2009Listed for sale$699,900-22.2%$191/sqft
    Source: Gulf Breeze Real Estate, LLC #209003204 Report a problem
    1/31/2009Listing removed$899,900$245/sqft
    Source: XDeadline.com Inc #206023861 Report a problem
    9/14/2008Listed for sale$899,900-31.3%$245/sqft
    Source: XDeadline.com Inc #206023861 Report a problem
    4/21/2005Sold$1,310,000$357/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$20,230 +1.1%$1,846,812 +10%
    2024$20,004 -16.3%$1,678,920 +10%
    2023$23,892 +29.8%$1,526,291 +10%
    2022$18,406 +24.5%$1,387,537 +10%
    2021$14,788 +6.9%$1,261,397 +5.9%
    2020$13,836 -4.3%$1,191,346 -3.2%
    2019$14,453 +11.7%$1,231,273 +10%
    2018$12,938 -1.6%$1,119,339 +10%
    2017$13,151 +4.3%$1,017,581 +10%
    2016$12,608 +5.7%$925,074 +10%
    2015$11,934 +19.7%$840,976 +2.9%
    2014$9,969 +12.3%$817,552 +10%
    2013$8,875 +17.5%$743,229 +19%
    2012$7,556 -3.6%$624,734 -4.1%
    2011$7,838 -36.1%$651,476 -3.9%
    2010$12,258 -1%$678,219 -34.5%
    2009$12,383 $1,035,916 -6.8%
    2008$12,383 -17.9%$1,111,898 -15.7%
    2007$15,075 +358.2%$1,318,422 +8.8%
    2006$3,290 $1,211,339 +342%
    2005$3,290 +2.5%$274,073 +3%
    2004$3,211 -0.2%$266,090 +1.9%
    2003$3,219 +1.4%$261,129 +2.4%
    2002$3,174 -48.2%$255,009 +1.6%
    2001$6,132 +101.9%$250,993
    2000$3,037 --

    Find assessor info on the county website

    Neighborhood: 34108

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: NAPLES PARK ELEMENTARY
    • Middle: PINE RIDGE MIDDLE
    • High: BARRON COLLIER HIGH SCHOOL

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

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