16 Willoughby DR, Naples, FL 34110
Property image
Property image
OFF MARKET

$1,482,900

Trulia Estimate
  • 5 Beds
  • 5.5 Baths
  • 3,474 sqft (on 0.26 acres)

16 Willoughby DR, Naples, FL 34110

Est. Refi. Payment $9,143/mo*
Refinance Your Home
Currently Off Market - Sold Sep 26, 2025 for $1,500,000

Home Value

Trulia Estimate
$1.48M
Since last month
Increased$11K (+0.8%)
Since last year
Decreased$47K (-3.1%)
Since last sale
Decreased$25K (-1.6%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +119% in the last 10 years
MonthEstimated value
2026
September 2026$1.48M
August 2026$1.48M
July 2026$1.46M
June 2026$1.48M
May 2026$1.45M
March 2026$1.47M
February 2026$1.5M
January 2026$1.47M
2025
2024
2023
2022
2021
2020
2019
2018

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
17 Willoughby DR, Naples, FL
0.04
Single-Family Home
$1,050,000
06/18/26
4
3
2,331
29 JOHNNYCAKE DR, Naples, FL
0.10
Single-Family Home
$1,205,000
08/14/26
4
3
2,635
297 Sawgrass CT, Naples, FL
0.25
Single-Family Home
$759,000
04/15/26
4
3
2,250
16100 Parque LN, Naples, FL
0.71
Single-Family Home
$1,250,000
11/10/25
5
4
3,217
302 Sawgrass CT, Naples, FL
0.22
Single-Family Home
$665,000
08/24/26
4
2
2,341
30 Wickliffe DR, Naples, FL
0.07
Single-Family Home
$612,000
01/15/26
3
2
1,884
330 Country Club DR, Naples, FL
0.59
Single-Family Home
$880,000
03/09/26
5
3.5
2,707
39 Mentor DR, Naples, FL
0.17
Single-Family Home
$659,000
11/24/25
3
2
2,049
175 Palm River BLVD, Naples, FL
0.66
Single-Family Home
$1,380,000
06/02/26
4
4
3,985

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
17 Willoughby DR, Naples, FL 34110
0.04
$1,050,000
4
3
2,331
Recently Sold
22 Willoughby DR, Naples, FL 34110
0.03
$860,700
4
2
2,539
Off Market
33 Willoughby DR, Naples, FL 34110
0.08
$470,300
3
2
1,420
Off Market
29 JOHNNYCAKE DR, Naples, FL 34110
0.10
$1,205,000
4
3
2,635
Recently Sold
37 Johnnycake DR, Naples, FL 34110
0.11
$1,059,000
4
2
2,280
For Sale
39 Johnnycake DR, Naples, FL 34110
0.11
$761,400
4
3.5
1,943
Off Market
25 Wickliffe DR, Naples, FL 34110
0.05
$739,600
3
2
1,953
Off Market
30 Wickliffe DR, Naples, FL 34110
0.07
$612,000
3
2
1,884
Recently Sold
22 Mentor Dr, Naples, FL 34110
0.13
$839,400
4
2
2,015
Off Market
49 Willoughby Dr, Naples, FL 34110
0.14
$642,500
3
2
1,558
Off Market
146 Cypress WAY E #805, Naples, FL 34110
0.12
$242,400
2
2
1,064
Off Market

Local Information

  • Map ViewExplore the area around 16 Willoughby DR.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2018
0.26 acre lot
3,474 sqft
$427/sqft
3 Car Garage
HOA $220/mo

About this House

Stunning 5-Bedroom Home with Private Office, Pool & Gourmet Kitchen Step into this immaculate 5-bedroom, 6-bathroom home, featuring an enclosed office that could easily serve as a 6th bedroom. Built in 2018 with impact windows and doors and a durable tile roof, this home offers luxury, space, and functionality all in one. The main living areas are located downstairs, including a sprawling master suite with a luxurious en-suite bathroom. Upstairs, you'll find four generously sized bedrooms, each with its own private bathroom, offering ideal comfort and privacy for family or guests. Highlights include: Chef's gourmet kitchen with top-of-the-line appliances, granite countertops, a massive walk-in pantry, and ample storage Open-concept floor plan with spacious living and dining areas Oversized laundry room with plenty of room for organization Expansive lanai with a built-in outdoor kitchen—perfect for entertaining Very private pool and spa in a fully fenced backyard—great for pets and relaxing in peace Loads of upgrades, including a new pool pump, water heater, custom built-ins, closet systems, and more This home truly has it all—space, privacy, luxury finishes, and modern convenience. The photos simply don’t do it justice—come see for yourself!
16 Willoughby DR, Naples, FL 34110 is a 5 bedroom, 6 bathroom, 3,474 sqft single-family home built in 2018. It last sold for $1,500,000 on Sep 26, 2025 (6% below the $1,599,999 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,482,900, with a rent estimate of $7,478/month.
Last check for updates: about 17 hours ago
Listed by Amy Ashby, (239) 734-7734
VIP Realty Group, Inc.
Bought with: Michael Kolb, PA, (239) 273-6359, Downing Frye Realty Inc.
Originating MLS: Naples
Source: SWFLMLS, MLS#225065785

Home Details for 16 Willoughby DR

Interior Features

Interior Details
Number of Rooms: 2Types of Rooms: Dining Room, Kitchen
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3474 Square Feet
Appliances & Utilities
Appliances: Electric Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator/Icemaker, Oven, WasherDishwasherDisposalDryerLaundry: Washer/Dryer Hookup,InsideMicrowaveWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Ceiling Fan(s),Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Spa: In Ground, Concrete, Equipment Stays, HeatedNo FireplaceHas a Spa
Windows, Doors, Floors & Walls
Window: Impact Resistant WindowsDoor: French Doors, Impact Resistant DoorsFlooring: Tile, Wood
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoFloors: Tile, Wood
View
Has a ViewView: Landscaped Area

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Screened Lanai/PorchFencing: FencedOther Structures: Outdoor KitchenExterior: Outdoor KitchenFoundation: Concrete BlockHas a Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageHas an Attached GarageParking Spaces: 3Parking: Attached
Pool
Pool: In Ground, Concrete, Electric HeatPool
Frontage
Waterfront: NoneResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront
Farm & Range
Not Allowed to Raise Horses

Property Information

Year Built
Year Built: 2018
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: HouseArchitecture: House
Building
Building: DSL/Cable AvailableConstruction Materials: Block, StuccoNot a New Construction
Property Information
Parcel Number: 82590890382

Price & Status

Price
List Price: $1,599,999
Status Change & Dates
Off Market Date: Fri Sep 26 2025

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: NAPLESCommunity: WILLOUGHBY PRESERVE
School Information
Elementary School: VETERANS MEMORIAL ELEMENTARYJr High / Middle School: NORTH NAPLES MIDDLEHigh School: AUBREY ROGERS HIGH SCHOOL

Building

Building Area
Building Area: 4439 Square Feet

Community

Community Features: Sidewalks, Street Lights, Non-GatedNot Senior Community

HOA

Association for this Listing: NaplesHas an HOAHOA Fee: $2,640/Annually

Lot Information

Lot Area: 0.26 acres

Offer

Contingencies: Inspection

Miscellaneous

Mls Number: 225065785

Additional Information

HOA Amenities: Sidewalk,Streetlight

Price and Tax history

DateEventPrice
Sep 26, 2025
Source: SWFLMLS #225065785
Sold
$1,500,000
Aug 27, 2025
Source: SWFLMLS #225065785
Pending
$1,599,999
Aug 8, 2025
Source: SWFLMLS #225065785
Listed For Sale
$1,599,999
Oct 5, 2021
Source: N/A
Sold
$1,250,000
Jun 25, 2020
Source: NABOR FL #220015741
Sold
$780,000

Market trends in Naples

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$550K
$18.33KMoM
Sale-to-List Price
95.0%
0.1%MoM
Price per sq ft
$323
$9MoM
Available listings
4452
376MoM

Around this home

What Locals Say about Naples

At least 1698 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.
  • Silvia Polgati
    "Is a quiet neighborhood we really enjoy "
    0
    Flag
  • Mfontaine21
    "Many community events at our town center including food trucks, swim and dance parties and weekly bingo"
    0
    Flag
  • Jeff W
    "What an awesome community. From the beach, to the restaurants, the berm, the amenities, people … just love Pelican Bay. "
    1
    Flag
  • Trulia User
    "Safe neighborhoods but be wary of some of the complexes as you move east. Naples is amazing if you do your homework "
    1
    Flag
  • Swatson645
    "There is so much space to walk your dog on nice sidewalks."
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • Jarek Przada
    "Bingo, pool gymnastics, potluck, every holiday is celebrated in the community. There are pool parties and grill dinners."
    0
    Flag
  • 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
    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
    Flag
  • Lisa Ethier
    "Everyone would love living in my neighborhood it’s beautiful. It’s family oriented. Everyone gets along with everyone."
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
  • 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
  • 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
    Flag
  • 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
  • Swatson645
    "Very convenient to major roads and businesses but quiet neighborhoods. Love this area! Just beautiful!!!"
    0
    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
    Flag
  • 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
    Flag
  • 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
    Flag
  • Trulia User
    "Easy commute. Beautiful area to live in. Lovely people, friendly, helpful, very neighborly and close to everything."
    1
    Flag

LGBTQ Local Legal Protections

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.

Frequently asked questions about 16 Willoughby DR

  • What is 16 Willoughby DR estimated to be worth?
    Trulia's estimated value for 16 Willoughby DR in Naples, FL is $1,482,900.
  • What is the price history for 16 Willoughby DR?
    16 Willoughby DR in Naples, FL last sold for $1,500,000 in September 2025.
  • Is Naples a buyer's or seller's market?
    Naples is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Naples?
    The median sale price in Naples is $550K. That is down $18.33K from the prior month.
  • Does 16 Willoughby DR have air conditioning?
    Yes, 16 Willoughby DR in Naples, FL has air conditioning.
  • Does 16 Willoughby DR have a pool?
    Yes, 16 Willoughby DR in Naples, FL has a pool.

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