38 Willoughby DR, Naples, FL 34110
Property image
Property image
SOLD
SEP 30, 2026

$793,300

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,676 sqft (on 0.27 acres)

38 Willoughby DR, Naples, FL 34110

Est. Refi. Payment $4,836/mo*
Refinance Your Home
Currently Off Market - Sold Sep 30, 2026 for $800,000 (6% below list price)

Home Value

Trulia Estimate
$793K
Since last month
Decreased$3K (-0.4%)
Since last year
Increased$194K (+32.4%)
Since last sale
Decreased$7K (-0.9%)
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 +117% in the last 10 years
MonthEstimated value
2026
November 2026$793K
October 2026$794K
September 2026$797K
August 2026$795K
July 2026$799K
June 2026$840K
May 2026$863K
April 2026$607K
March 2026$605K
February 2026$607K
January 2026$601K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
30 Wickliffe DR, Naples, FL
0.13
Single-Family Home
$612,000
01/15/26
3
2
1,884
39 Mentor DR, Naples, FL
0.17
Single-Family Home
$659,000
11/24/25
3
2
2,049
89 Kirtland Dr, Naples, FL
0.26
Single-Family Home
$629,000
12/15/25
3
2
1,709
157 Willoughby DR, Naples, FL
0.32
Single-Family Home
$710,000
06/24/26
3
2
1,668
60 MENTOR DRIVE, Naples, FL
0.14
Single-Family Home
$492,000
01/02/26
3
2
1,452
133 Wickliffe DR, Naples, FL
0.25
Single-Family Home
$753,000
06/25/26
3
3
1,790
104 Johnnycake DR, Naples, FL
0.19
Single-Family Home
$520,000
04/09/26
2
2
1,744
186 Wickliffe Dr, Naples, FL
0.39
Single-Family Home
$650,000
03/04/26
3
2
1,668
302 Sawgrass CT, Naples, FL
0.19
Single-Family Home
$665,000
08/24/26
4
2
2,341
17 Willoughby DR, Naples, FL
0.11
Single-Family Home
$1,050,000
06/18/26
4
3
2,331

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
34 Willoughby Dr, Naples, FL 34110
0.02
$564,400
3
2
1,324
Off Market
42 Willoughby Dr, Naples, FL 34110
0.02
$622,200
3
2
1,759
Off Market
43 Wickliffe Dr, Naples, FL 34110
0.03
$560,000
Studio
-
2,232
Off Market
47 Wickliffe Dr, Naples, FL 34110
0.03
$722,500
4
3.5
2,450
Off Market
30 Willoughby Dr, Naples, FL 34110
0.03
$626,700
Studio
-
2,329
Off Market
41 Willoughby Dr, Naples, FL 34110
0.04
$560,600
Studio
-
2,286
Off Market
46 Willoughby Dr, Naples, FL 34110
0.04
$603,000
3
2
1,843
Off Market
37 Willoughby Dr, Naples, FL 34110
0.04
$708,000
3
2
2,000
Off Market
41 Wickliffe Dr, Naples, FL 34110
0.04
$742,200
3
2
2,308
Off Market
45 Willoughby Dr, Naples, FL 34110
0.04
$662,800
3
2
1,570
Off Market
49 Wickliffe Dr, Naples, FL 34110
0.05
$558,600
3
2
1,650
Off Market
33 Willoughby DR, Naples, FL 34110
0.05
$481,000
3
2
1,420
Off Market
39 Wickliffe Dr, Naples, FL 34110
0.05
$655,900
3
2
1,825
Off Market
49 Willoughby Dr, Naples, FL 34110
0.05
$639,700
3
2
1,558
Off Market
26 Willoughby Dr, Naples, FL 34110
0.05
$591,400
Studio
-
1,761
Off Market
50 Willoughby Dr, Naples, FL 34110
0.05
$582,300
3
2
1,641
Off Market
2 Willoughby Dr, Naples, FL 34110
0.05
-
-
-
-
Off Market
29 Willoughby Dr, Naples, FL 34110
0.05
$628,900
3
2
1,582
Off Market
51 Wickliffe Dr, Naples, FL 34110
0.06
$493,700
Studio
-
1,537
Off Market
46 Johnnycake Dr, Naples, FL 34110
0.06
$595,500
Studio
-
2,511
Off Market

Local Information

  • Map ViewExplore the area around 38 Willoughby DR.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1984
0.27 acre lot
1,676 sqft
$477/sqft
2 Car Garage

About this House

What's unique:Hot tubPrivate backyard oasisReinforced garage doorLush tropical landscapingSerene zen-inspired backyardPremium bosch appliances
Location, Location, Location! Best Naples schools, freeway 5 min away, 8 mintiest the beach, 7 minutes to Mercato, restaurants, dining, shopping plazas in 5-10 minutes driving distance. Discover the ultimate Naples lifestyle in Willoughby Acres - a fully upgraded tropical retreat with NO HOA fees, room for your RV & boat, and NO flood insurance required (X-zone)while the property has never been affected by flooding. Welcome to your own private tropical retreat! This beautifully maintained property offers the perfect blend of comfort, privacy, and outdoor living. Step into a serene Zen-inspired backyard featuring a charming gazebo, cozy fire pit area, lush tropical landscaping, and an abundance of mature fruit trees and exotic plants — creating the ultimate space to relax or entertain year-round. Inside, enjoy spacious living areas filled with natural light, while outside the peaceful garden atmosphere makes every day feel like a vacation. A rare opportunity to own a true Florida oasis with character, tranquility, and endless possibilities. This exceptional move-in-ready pool home combines luxury, peace of mind, and energy efficiency with over $250,000 in upgrades. Enjoy your private backyard oasis featuring a 7-foot-deep swimming pool, hot tub, sauna, fire pit, and beautifully paved outdoor living areas designed for entertaining year-round. Inside, the home shines with travertine flooring throughout, elegant Italian interior doors, upgraded bathrooms, and a stunning modern kitchen with waterfall countertops, new cabinetry, and premium Bosch appliances. Hurricane-impact windows, hurricane-rated sliding pocket doors, and a reinforced garage door provide added security and comfort. Major recent upgrades include: • New roof (2020) • Hurricane-impact windows (2020) • 32 solar panels + battery backup system ($87K upgrade) • New A/C system & attic ductwork • Circular paved driveway • Dual side gates for RV, boat, or extra parking • Full backyard paver upgrades and gated access Rarely available and packed with premium features, this property offers the freedom of no HOA restrictions, modern upgrades throughout, and the true Southwest Florida indoor-outdoor lifestyle buyers dream about. One Year complimentary American Home Shield Home Warranty is offered to Buyer for peace of mind.
38 Willoughby DR, Naples, FL 34110 is a 3 bedroom, 2 bathroom, 1,676 sqft single-family home built in 1984. It last sold for $800,000 on Sep 30, 2026 (6% below the $849,000 asking price). More recently, it was listed as a rental in July 2017 with an asking price of $1,795 per month. That rental listing was removed on July 4, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $793,300, with a rent estimate of $3,729/month.
Last check for updates: about 13 hours ago
Listed by Maya Ismailova, (239) 200-7963
Coldwell Banker Realty
Bought with: Sofya Papova, (510) 499-3670, John R Wood Properties
Originating MLS: Naples
Source: SWFLMLS, MLS#226019857

Home Details for 38 Willoughby DR

Interior Features

Interior Details
Number of Rooms: 3Types of Rooms: Bedroom, Dining Room, Kitchen
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1676 Square Feet
Appliances & Utilities
Appliances: Electric Cooktop, Dishwasher, Disposal, Freezer, MicrowaveDishwasherDisposalLaundry: In GarageMicrowave
Heating & Cooling
Heating: Central,SolarHas CoolingAir Conditioning: Ceiling Fan(s)Has HeatingHeating Fuel: Central
Fireplace & Spa
Spa: Equipment StaysNo FireplaceHas a Spa
Windows, Doors, Floors & Walls
Window: Impact Resistant WindowsDoor: Impact Resistant DoorsFlooring: Tile
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Floors: Tile
View
Has a ViewView: Landscaped Area, Privacy Wall
Security
Security: Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: PatioFencing: FencedOther Structures: GazeboExterior: Fire PitFoundation: Concrete BlockHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Driveway,Electric Vehicle Charging Station(s),RV-Boat,Attached
Pool
Pool: Concrete, Solar Heat, See RemarksPool
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: 1984
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: HouseArchitecture: Ranch
Building
Construction Materials: BlockNot a New Construction
Property Information
Parcel Number: 25330120004

Price & Status

Price
List Price: $849,000Price Per Sqft: $477/sqft
Status Change & Dates
Off Market Date: Wed Sep 30 2026

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: NAPLESCommunity: WILLOUGHBY ACRES
School Information
Elementary School: VETERANS MEMORIALJr High / Middle School: NORTH NAPLESHigh School: AUBREY ROGERS

Building

Building Area
Building Area: 4635 Square Feet

Community

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

HOA

Association for this Listing: NaplesNo HOA

Lot Information

Lot Area: 0.27 acres

Offer

Contingencies: Accepting Back Offers

Miscellaneous

Mls Number: 226019857

Additional Information

HOA Amenities: Sidewalk,StreetlightSource Internet Entire Listing Display

Price and Tax history

DateEventPrice
Sep 30, 2026
Source: SWFLMLS #226019857
Sold
$800,000
Sep 6, 2026
Source: SWFLMLS #226019857
Pending
$849,000
Jul 28, 2026
Source: SWFLMLS #226019857
PriceChange
$849,000
Price decreased by 4%
Jun 24, 2026
Source: SWFLMLS #226019857
PriceChange
$889,000
Price decreased by 1%
May 16, 2026
Source: SWFLMLS #226019857
Listed For Sale
$899,000

Market trends in Naples

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$548K
$2KMoM
Sale-to-List Price
95.2%
0.1%MoM
Price per sq ft
$316
$6MoM
Available listings
4372
106MoM
Sourced by Trulia Market Trends

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.
  • Dchaudh2
    "Great community for family and kids and friends "
    0
    Flag
  • 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
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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
  • 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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  • 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
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  • 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

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 38 Willoughby DR

  • What is 38 Willoughby DR estimated to be worth?
    Trulia's estimated value for 38 Willoughby DR in Naples, FL is $793,300.
  • What is the price history for 38 Willoughby DR?
    38 Willoughby DR in Naples, FL last sold for $800,000 in September 2026.
  • Is Naples a buyer's or seller's market?
    Naples is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Naples?
    The median sale price in Naples is $548K. That is down $2K from the prior month.
  • Does 38 Willoughby DR have air conditioning?
    Yes, 38 Willoughby DR in Naples, FL has air conditioning.
  • Does 38 Willoughby DR have a pool?
    Yes, 38 Willoughby DR in Naples, FL has a pool.

Explore by feature - Pet Friendly

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