404 Bayside AVE, Naples, FL 34108
SOLD
MAY 15, 2026

404 Bayside AVE
Naples, FL 34108

  • 4 Beds
  • 4.5 Baths
  • 3,026 sqft (on 0.29 acres)

$2,600,000

Last Sold: May 15, 2026
7% below list $2.8M
$859/sqft
Est. Refi. Payment $15,011/mo*
Refinance Your Home

$2,600,000

Last Sold: May 15, 2026
7% below list $2.8M
$859/sqft
Est. Refi. Payment $15,011/mo*
Refinance Your Home
4 Beds
4.5 Baths
3,026 sqft
(on 0.29 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Experience elevated coastal living at this beautifully staged, southern-exposure waterfront home in the coveted Conners at Vanderbilt Beach. Recently furnished by a professional design team, the interiors now showcase the home’s scale, natural light, and easy flow, creating a welcoming environment that helps buyers instantly envision the lifestyle. This residence offers direct Gulf access and sweeping water views from a wide canal. The outdoor space is designed for both relaxation and entertaining, featuring a dramatic lap-style pool with integrated spa, spacious sun deck, and multiple covered areas ideal for outdoor dining, lounging, or sunset cocktails. The setting captures the essence of Naples living with sun-soaked days and breezy coastal evenings. Inside, soaring ceilings and an open layout create an airy, inviting atmosphere. The newly staged living and dining areas highlight generous proportions and seamless indoor-outdoor transitions. The kitchen includes a large island, ample cabinetry, and an eat-in area, all overlooking the water. Just beyond, the family room opens to the lanai, allowing natural light to pour through the home. The primary suite offers serene water views, a spa-inspired bath, walk-in shower, soaking tub, and dual vanities. An adjacent office or flex space adds everyday practicality. Three additional guest bedrooms, each with access to well-appointed baths, provide comfort and privacy for family and visitors. A lower-level fitness or bonus room gives even more flexibility for hobbies or storage. The oversized garage accommodates multiple vehicles, golf carts, and coastal toys. Boaters will appreciate the existing lift for jet skis or kayaks, along with space to add a larger dock if desired. With quick access out to the Gulf, this address is ideal for anyone seeking a true waterfront lifestyle. Located just minutes from Vanderbilt Beach, the Ritz-Carlton Residences, Mercato, Waterside Shops, and Naples best dining, this home combines location, lifestyle, and luxury. Professionally staged, move-in ready, and thoughtfully designed, 404 Bayside Ave offers the rare opportunity to enjoy coastal living at its finest.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from May 16, 2026

Home Highlights

Parking
4 Car Garage
Outdoor
Porch, Pool
View
Bay, Canal
HOA
None
Price/Sqft
$859/sqft
Listed
171 days ago

Home Details for 404 Bayside AVE

Interior Features

Interior Details
Number of Rooms: 1Types of Rooms: Dining Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3026 Square Feet
Appliances & Utilities
Appliances: Electric Cooktop, Dishwasher, Disposal, Dryer, Refrigerator/Freezer, Oven, Washer, Wine CoolerDishwasherDisposalDryerLaundry: InsideWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Ceiling Fan(s),Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Spa: Above Ground, Equipment Stays, HeatedNo FireplaceHas a Spa
Windows, Doors, Floors & Walls
Window: Shutters Electric, Shutters - ManualFlooring: Carpet, Tile
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: TwoFloors: Carpet, Tile
View
Has a ViewView: Bay, Canal

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Screened Lanai/PorchExterior: Dock, Elec Avail at dock, Jet Ski LiftFoundation: Concrete BlockHas a Private Pool
Parking & Garage
Number of Garage Spaces: 4Number of Covered Spaces: 4No CarportHas a GarageHas an Attached GarageParking Spaces: 4Parking: Attached
Pool
Pool: Above Ground, Equipment Stays, Electric Heat, LapPool
Frontage
WaterfrontWaterfront: Canal FrontOn Waterfront
Farm & Range
Not Allowed to Raise Horses

Property Information

Year Built
Year Built: 1995
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: HouseArchitecture: House
Building
Construction Materials: Block, StuccoNot a New Construction

Price & Status

Price
List Price: $2,799,999Price Per Sqft: $859/sqft
Status Change & Dates
Off Market Date: Fri May 15 2026

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: NAPLESCommunity: CONNERS

Building

Building Area
Building Area: 5511 Square Feet

Community

Community Features: Street Lights, Non-GatedNot Senior Community

HOA

Association for this Listing: NaplesNo HOA

Lot Information

Lot Area: 0.29 acres

Rental Terms, Policies & Fees

Partially Furnished

Miscellaneous

Mls Number: 225083019Water ViewWater View: Bay, Canal

Additional Information

HOA Amenities: Streetlight,Underground UtilitySource Internet Entire Listing Display
Last check for updates: about 19 hours ago
Listed by Kimberly Salay, (239) 300-5075
John R Wood Properties
John Salay, (216) 244-5782
John R Wood Properties
Bought with: Kimberly Salay, (239) 300-5075, John R Wood Properties
Originating MLS: Naples
Source: SWFLMLS, MLS#225083019

Price History for 404 Bayside AVE

DatePriceEventSource
05/15/2026$2,600,000Sold
SWFLMLS #225083019
04/06/2026$2,799,999PendingSWFLMLS #225083019
03/28/2026$2,799,999PriceChange
SWFLMLS #225083019
03/14/2026$2,850,000PriceChange
SWFLMLS #225083019
02/06/2026$2,999,999PriceChange
SWFLMLS #225083019
12/12/2025$3,199,999PriceChange
SWFLMLS #225083019
03/28/2025$3,400,000PriceChange
SWFLMLS #224101902
02/20/2025$3,450,000PriceChange
SWFLMLS #224101902
01/18/2025$3,899,000PriceChange
SWFLMLS #224101902
01/01/2025$4,150,000Listed For SaleSWFLMLS #224101902
12/03/1998$895,000Sold
N/A
06/13/1994$167,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$18,484
Assessment$2,904,124
Home facts updated by county records

Comparable Sales for 404 Bayside AVE

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
419 Pine AVE, Naples, FL
0.05
Single-Family Home
$1,850,000
08/15/25
4
4
3,666
325 Oak Ave, Naples, FL
0.14
Single-Family Home
$3,200,000
05/15/26
5
3.5
3,184
434 Trade Winds AVE, Naples, FL
0.15
Single-Family Home
$4,250,000
12/19/25
4
4
5,087
9602 Vanderbilt DR, Naples, FL
0.12
Single-Family Home
$1,445,000
12/11/25
3
2.5
2,245
620 94th AVE N, Naples, FL
0.44
Single-Family Home
$3,437,500
05/19/26
4
4.5
3,726
542 92nd AVE N, Naples, FL
0.38
Single-Family Home
$1,650,000
04/15/26
3
3
3,093
414 Palm CT, Naples, FL
0.22
Single-Family Home
$6,500,000
01/28/26
4
5.5
4,337
541 106th AVE N, Naples, FL
0.62
Single-Family Home
$3,377,000
10/10/25
4
4.5
3,414
385 Willet AVE, Naples, FL
0.26
Single-Family Home
$1,850,000
10/17/25
3
2.5
1,603

Nearby homes

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Assigned Schools

These are the assigned schools for 404 Bayside AVE.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Naples

At least 1692 Trulia users voted on each feature.

  • 86 % Say it's dog friendly

  • 83 % Say car is needed

  • 78 % Say parking is easy

  • 75 % Say it's quiet

  • 69 % Say people would walk alone at night

  • 69 % Say there's holiday spirit

  • 67 % Say there are sidewalks

  • 61 % Say streets are well-lit

  • 61 % Say yards are well-kept

  • 60 % Say they plan to stay for at least 5 years

  • 53 % Say neighbors are friendly

  • 51 % Say there's wildlife

  • 48 % Say kids play outside

  • 47 % Say it's walkable to grocery stores

  • 46 % Say it's walkable to restaurants

  • 39 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Jimandhelensimon
    "We have an excellent location to access numerous beaches and have an enormous amount of well landscaped green space. Our pool feels like a resort pool."
    0
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  • Jarek Przada
    "Bingo, pool gymnastics, potluck, every holiday is celebrated in the community. There are pool parties and grill dinners."
    0
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  • Jimandhelensimon
    "This is more of a senior community. There are not many families with children here. The greater community is very family oriented."
    0
    Flag
  • James
    "lots of green space in the area and there are dog parks that also can be visited by dog owners and the place is always well groomed"
    1
    Flag
  • Sandra Decain
    "Great friendly people - love the dining access to water amazing weather. Could not ask for more. "
    0
    Flag
  • Michael.mccann
    "Lovely and quiet. Great location with beach and shopping/dining nearby. Homes are well maintained "
    0
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  • Michelle SanFillipo
    "Great dog parks and open spaces for recreational activities. Safe and secure. Well lit at night. Wide sidewalks and others are respectful of dogs and clean up."
    1
    Flag
  • Cristiano Machado
    "Friendly and safe neighborhood Close to schools, lhospital and grocery stores plus great restaurants and pubs"
    0
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  • Lisa Ethier
    "Everyone would love living in my neighborhood it’s beautiful. It’s family oriented. Everyone gets along with everyone."
    0
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  • Brian.bird
    "Fun people and safe gated community with golf and tennis and good food. Homes are nice and the grounds are well kept"
    0
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  • waterman46
    "Pet friendly all dogs on leashes . We have never had a problem and 99% pick up after their dogs. Just a really nice pet friendly area."
    1
    Flag
  • Jimandhelensimon
    "It’s dog friendly but dogs must be on a leash. The dogs must be twenty pounds or less unless they are an emotional support dog."
    0
    Flag
  • DonnaT
    "Naples is a great place to retire. It is paradise. The cost of living is outrageous but it is worth every penny! "
    0
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  • Wheeler04
    "The Isles is surrounded by nature with 1/2 of its 2,400 acres dedicated to preserve and waterways. Such a friendly and active community! "
    0
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  • Airwavessystem
    "I great community to live close to everything shops supermarkets and the beach. 15 minutes to the mall and 5 minutes to the main highway 75 to tampa Orlando or to miami."
    0
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  • Scottjohnnewhouse
    "I’ve lived in Naples for 33 years. It is growing at an alarming rate but it is such a safe place to live…."
    0
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  • Trulia User
    "Everyone in Naples is very kind and friendly. The crime rate is very low. It’s a very family friendly city. "
    0
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  • Eric
    "There are a lot of young families with children out playing with each other. The community center is well equipped with gym equipment and a beautiful pool."
    0
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  • Oditth Ricardo
    "Peaceful and safe. No issues and no problems most of the time. Great schools. Great place to start a family and raise kids. "
    0
    Flag
  • Jimandhelensimon
    "Beautiful open spaces and amenities. Beaches and large variety of restaurants and entertainment. The shopping is awesome and the people are fun loving."
    0
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  • Laurel
    "This is a family friendly neighborhood. It is close to the beach, the Greenway, the zoo, parks, theater, shopping, and dining. It’s close to downtown Naples and just a few miles to The Mercato. "
    0
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  • Nmarranca
    "I am here on vacation and it is a wonderful community. We are in Beachwalk, which is very close to the beach and walking distance and we have a big pool."
    0
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  • Kldaniel29
    "Family neighborhood great place laid back great schools nice place to live but pretty hot. Only set back"
    0
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  • Twalkercillins
    "Mostly retirees. Not a lot of children. Would not recommend for families with young children. Not very walkable."
    0
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  • Askrodiana
    "The neighborhood is safe for people and dogs to walk. A lot of people do walk their pets each morning and evening. "
    1
    Flag
  • Mccartneyjosh
    "It is a standard city commute with lengthy traffic lights and moderate to heavy traffic, but generally it is a normal commute "
    0
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  • Marc d'Acunzo
    "Baker park has a great dog park area. One for small dogs and the other for medium and larger dogs. Plenty of areas to walk dogs."
    0
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  • Jt276297
    "It’s one of the cleanest towns in the United States and has a vast number of culture with in it’s population "
    0
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  • Amolter
    "Lake park is close to everything anyone would want. Mall, restaurants, parks, dog park, hospital, grocery store, zoo, move theatre,downtown, boat launch to the bay, and the beach!!"
    0
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  • Blondbasket
    "Great groups of people live in the area. Everything is relatively easy and close to the house. I know my neighbors and they are so far very helpful and all around happy people. "
    0
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  • Kim
    "Activities are organized by HOA director they always have lots of activities planned lots of fun "
    0
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  • Kim
    "Very well kept sidewalks and community areas, yards are well maintained it’s so easily accessible to markets and stores very easy to walk around , biking is also easy to do there are nice friendly people "
    0
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  • Swatson645
    "Very convenient to major roads and businesses but quiet neighborhoods. Love this area! Just beautiful!!!"
    0
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  • H5hnmg992c
    "none. i like that it isn’t gated. its a friendly neighborhood and people are kind. it’s becoming more accessible to food and restaurants"
    2
    Flag
  • Juntig5
    "Naples is a lovely place, tends to get crowded in the season, nice beaches and the city is clean with lots of restaurants. Pleasant weather. "
    0
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  • Jkgc11
    "There are Lots of community parks and activities for children. Miles of bike paths. Near the beach. "
    0
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  • Naplesjan29
    "The school’s are excellent and close by! It’s a very safe and convenient area!!The school bus picks up here daily."
    0
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  • Trulia User
    "Close to the beaches restaurant downtown feel like you on vacation family friendly and pet friendly neighborhood. Very clean and safe. Beautiful area "
    0
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  • Trulia User
    "Super nice location ! Close to beaches, downtown, everything you might want. Friendly neighbors. Close to restaurants, groceries, cafes. Beautiful homes. Historic homes "
    0
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  • Trulia User
    "Easy commute. Beautiful area to live in. Lovely people, friendly, helpful, very neighborly and close to everything."
    1
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The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS. Copyright 2026 Southwest Florida MLS. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.

Homes for rent near 404 Bayside AVE

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404 Bayside AVE, Naples, FL 34108 is a 4 bedroom, 5 bathroom, 3,026 sqft single-family home built in 1995. This property is not currently available for sale. 404 Bayside AVE was last sold on May 15, 2026 for $2,600,000 (7% lower than the asking price of $2,799,999). The current Trulia Estimate for 404 Bayside AVE is $2,598,700.