448 Oak AVE, Naples, FL 34108
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OFF MARKET

448 Oak AVE
Naples, FL 34108

  • 5 Beds
  • 5 Baths
  • 4,314 sqft

$6,078,600

Trulia Estimate
as of Jul 12, 2026
Est. Refi. Payment $35,438/mo*
Refinance Your Home

$6,078,600

Trulia Estimate
as of Jul 12, 2026
Est. Refi. Payment $35,438/mo*
Refinance Your Home
5 Beds
5 Baths
4,314 sqft

Local Information

  • Map ViewExplore the area around 448 Oak AVE.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Experience the allure of Naples sunsets from this one-of-a-kind custom home, designed to immerse you in the ultimate beach and boating lifestyle. Situated in the coveted neighborhood of Vanderbilt beach, this southern facing property overlooks the bay across from the new Ritz Carlton Residences and is a short stroll away from Naples' renowned beaches.From the meticulously crafted floor plan to the high end finishes and unmatched structural integrity, this home exudes sophistication. As you enter, you're welcomed by a bespoke Walnut staircase with glass railings, leading your gaze to the resort-style pool, boat dock with two lifts, and the tranquil waterway.The main living area embodies an open-concept indoor/outdoor design, anchored by a custom Walnut chef's kitchen, featuring both Miele and Signature appliances and a butlers pantry. The adjoining great room showcases a unique accent wall, while the dining area boasts a glass-enclosed, illuminated wine wall adorned with custom pecky cypress accents. Extend your living space outdoors with a plush outdoor living room, kitchen, fireplace, and dining area--all overlooking the bay. The primary suite, also on the main level, offers breathtaking sunset views and an opulent primary bathroom highlighted by a backlit crystallo accent wall, rose gold fixtures, and custom walnut cabinetry. Complementing the main level, the home features Walnut flooring throughout, an additional living or game room, a fitness gym, a 4 car tandem garage, a Private elevator, and ample storage space. With too many upscale features to enumerate, this home is a must see. Conveniently located minutes away from shopping, dining, entertainment, resorts, and beaches, it captures the essence of luxurious living in vibrant South Florida.
448 Oak AVE, Naples, FL 34108 is a 5 bedroom, 6 bathroom, 4,314 sqft single-family home built in 2022. It last sold for $6,300,000 on Apr 28, 2025 (10% below the $6,995,000 asking price). More recently, it was listed as a rental in November 2024 with an asking price of $40,000 per month. That rental listing was removed on March 4, 2025. It is currently off market. The Trulia Estimate is $6,078,600, with a rent estimate of $62,021/month.

Home Highlights

Parking
4 Car Garage
Outdoor
Porch, Patio, Deck, Pool
View
Bay, Canal
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 448 Oak AVE

Interior Features

Interior Details
Number of Rooms: 2Types of Rooms: Bedroom, Dining RoomWet Bar
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 6Number of Bathrooms (full): 4Number of Bathrooms (half): 2
Dimensions and Layout
Living Area: 4314 Square Feet
Appliances & Utilities
Appliances: Electric Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Grill - Gas, Microwave, Refrigerator/Freezer, Refrigerator/Icemaker, Self Cleaning Oven, Tankless Water Heater, Oven, Washer, Wine CoolerDishwasherDisposalDryerLaundry: Inside,Laundry TubMicrowaveWasher
Heating & Cooling
Heating: Central,ZonedHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: OutsideSpa: In Ground, Concrete, Equipment Stays, HeatedHas a FireplaceHas a Spa
Gas & Electric
Gas: Propane
Windows, Doors, Floors & Walls
Window: Impact Resistant WindowsDoor: Impact Resistant DoorsFlooring: Concrete, Tile, Wood
Levels, Entrance, & Accessibility
Stories: 3Number of Stories: 3Levels: Multi/SplitAccessibility: Wheel Chair AccessFloors: Concrete, Tile, Wood
View
Has a ViewView: Bay, Canal
Security
Security: Security System, Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: Built Up TilePatio / Porch: Deck, Patio, Open Porch/Lanai, Screened Lanai/PorchFencing: FencedOther Structures: Outdoor KitchenExterior: Dock, Balcony, Outdoor Grill, Outdoor Kitchen, Boat Lift, Elec Avail at dock, Jet Ski Lift, Water Avail at DockFoundation: Concrete BlockHas a Private Pool
Parking & Garage
Number of Garage Spaces: 4Number of Covered Spaces: 4No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 4Parking: Circular Driveway,Driveway,Electric Vehicle Charging Station(s),Golf Cart,Attached
Pool
Pool: In Ground, Concrete, Custom Upgrades, Equipment Stays, Electric HeatPool
Frontage
WaterfrontWaterfront: Bay, Canal Front, SeawallFrontage Type: Bay/HarborResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedOn Waterfront
Farm & Range
Not Allowed to Raise Horses

Property Information

Year Built
Year Built: 2022
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: HouseArchitecture: Contemporary
Building
Building: DSL/Cable AvailableConstruction Materials: Block, StuccoNot a New Construction
Property Information
Parcel Number: 27580880008

Price & Status

Price
List Price: $6,995,000
Status Change & Dates
Off Market Date: Mon Apr 28 2025

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: NAPLESCommunity: CONNERS
School Information
Elementary School: NAPLES PARK ELEMENTARYJr High / Middle School: PINERIDGE MIDDLE SCHOOLHigh School: BARRON COLLIER HIGH SCHOOL

Building

Building Area
Building Area: 9718 Square Feet
Community rooms
Fitness Center

Community

Community Features: Park, Dog Park, Fitness Center, Sidewalks, Boating, Non-GatedNot Senior Community

HOA

Association for this Listing: NaplesNo HOA

Lot Information

Lot Area: 9147.6 sqft

Rental Terms, Policies & Fees

Partially Furnished

Miscellaneous

Mls Number: 224067158Water ViewWater View: Bay, Canal

Additional Information

HOA Amenities: Beach Club Available,Bike And Jog Path,Park,Dog Park,Electric Vehicle Charging,Fitness Center,Storage,Internet Access,Sidewalk,Underground Utility
Last check for updates: about 7 hours ago
Listed by Jessica Meschko, (239) 877-6828
Compass Florida LLC
Bought with: Zachary Monger, (239) 307-8424, Compass Florida LLC
Originating MLS: Naples
Source: SWFLMLS, MLS#224067158

Price History for 448 Oak AVE

DatePriceEventSource
04/28/2025$6,300,000Sold
SWFLMLS #224067158
03/04/2025$40,000ListingRemovedNABOR FL #224093493
02/21/2025$6,995,000PendingSWFLMLS #224067158
01/29/2025$6,995,000PriceChange
SWFLMLS #224067158
11/19/2024$40,000Listed For RentNABOR FL #224093493
08/15/2024$7,495,000Listed For SaleSWFLMLS #224067158
07/08/2024$7,800,000ListingRemovedEngel & Volkers #223077284
03/20/2024$7,800,000PriceChange
SWFLMLS #223077284
01/29/2024$7,950,000PriceChange
Coconut Coast Realtors #223077284
10/24/2023$8,195,000Listed For SaleSWFLMLS #223077284
04/04/2023ListingRemovedSWFLMLS #223011290
02/17/2023$8,995,000Listed For SaleSWFLMLS #223011290
12/26/2019$1,300,000Sold
N/A
11/25/2019$1,485,000PendingAgent Provided
07/10/2019$1,485,000Listed For SaleAgent Provided

Market trends in Naples

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$568K
$19KMoM
Sale-to-List Price
95.2%
0.1%MoM
Price per sq ft
$330
$0MoM
Available listings
5204
766MoM
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Property Tax and Assessment

Year2025
Tax$43,796
Assessment$5,039,188
Home facts updated by county records

Comparable Sales for 448 Oak AVE

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
414 Palm CT, Naples, FL
0.07
Single-Family Home
$6,500,000
01/28/26
4
5.5
4,337
325 Oak Ave, Naples, FL
0.12
Single-Family Home
$3,200,000
05/15/26
5
3.5
3,184
273 Trade Winds AVE, Naples, FL
0.37
Single-Family Home
$7,300,000
12/16/25
4
5.5
4,669
434 Trade Winds AVE, Naples, FL
0.30
Single-Family Home
$4,250,000
12/19/25
4
4
5,087
239 Channel DR, Naples, FL
0.55
Single-Family Home
$4,495,000
01/12/26
5
4.5
4,050
404 Bayside AVE, Naples, FL
0.16
Single-Family Home
$2,600,000
05/15/26
4
4.5
3,026
419 Pine AVE, Naples, FL
0.11
Single-Family Home
$1,850,000
08/15/25
4
4
3,666
620 94th AVE N, Naples, FL
0.36
Single-Family Home
$3,437,500
05/19/26
4
4.5
3,726
8723 La Palma LN, Naples, FL
0.47
Single-Family Home
$4,600,000
01/15/26
4
4.5
3,853
368 Germain AVE, Naples, FL
0.54
Single-Family Home
$3,100,000
05/29/26
3
4.5
3,648

Nearby homes

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Assigned Schools

These are the assigned schools for 448 Oak 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 1694 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

  • 62 % Say yards are well-kept

  • 61 % Say streets are well-lit

  • 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.
  • Chad Roberson
    "Quiet, people leave you alone here. No hoa, can expand on your property. Weather is amazing 6-8 months out of the year. You’ll see amazing wildlife everywhere in this area. "
    0
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  • 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
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  • 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
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  • Michael.mccann
    "Lovely and quiet. Great location with beach and shopping/dining nearby. Homes are well maintained "
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • Twalkercillins
    "Mostly retirees. Not a lot of children. Would not recommend for families with young children. Not very walkable."
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • Kim
    "Activities are organized by HOA director they always have lots of activities planned lots of fun "
    0
    Flag
  • 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
    Flag
  • 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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Explore by feature - Pet Friendly

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Homes for sale near 448 Oak AVE

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Off Market Homes Near 448 Oak AVE

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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.