38 Willoughby DR, Naples, FL 34110
FOR SALE
3D VIEW
0.27 ACRES

38 Willoughby DR
Naples, FL 34110

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

$889,000

Original price: $899,000
Est. Mortgage $5,141/mo*
Get Pre-Qualified

$889,000

Original price: $899,000
Est. Mortgage $5,141/mo*
Get Pre-Qualified
3 Beds
2 Baths
1,676 sqft
(on 0.27 acres)
We estimate this home will sell faster than 81% nearby.

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

Description

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.
We estimate this home will sell faster than 81% nearby.

Home Highlights

Parking
2 Car Garage
Outdoor
Patio, Pool
View
Landscaped Area, Privacy Wall
HOA
None
Price/Sqft
$530
Listed
40 days ago

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, Dryer, Freezer, MicrowaveDishwasherDisposalDryerLaundry: 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

Days on Market

Days on Market: 40

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: $889,000Price Per Sqft: $530

Active Status

MLS Status: Active

Media

Location

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

Agent Information

Listing Agent
Listing ID: 226019857

Building

Building Area
Building Area: 4635 Square Feet

Community

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

HOA

Association for this Listing: NaplesNo HOAHOA Fee: No HOA Fee

Lot Information

Lot Area: 0.27 acres

Miscellaneous

Mls Number: 226019857

Additional Information

HOA Amenities: Sidewalk,StreetlightSource Internet Entire Listing Display
Last check for updates: about 3 hours ago
Listing courtesy of Maya Ismailova, (239) 200-7963
Coldwell Banker Realty
Originating MLS: Naples
Source: SWFLMLS, MLS#226019857
Also Listed on SWFLMLS.

Market trends in Naples

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$587K
$1.67KMoM
Sale-to-List Price
95.3%
Price per sq ft
$330
$3MoM
Available listings
5954
639MoM

Price History for 38 Willoughby DR

DatePriceEventSource
06/24/2026$889,000PriceChange
SWFLMLS #226019857
05/16/2026$899,000Listed For SaleSWFLMLS #226019857
01/15/2019$333,000Sold
NABOR FL #218073179
11/13/2018$332,500PendingAgent Provided
11/06/2018$332,500Listed For SaleAgent Provided
07/04/2017$1,795ListingRemovedAgent Provided
07/02/2017$1,795Listed For RentAgent Provided
04/03/2013$215,000Sold
N/A
03/20/2013$1,595ListingRemovedAgent Provided
03/14/2013$1,595Listed For RentAgent Provided
07/21/2010$165,000Sold
N/A
06/18/2010$168,900PriceChange
Agent Provided
05/29/2010$175,900PriceChange
Agent Provided
05/12/2010$175,000Listed For SaleAgent Provided
03/27/2007$283,500Sold
N/A
12/10/1999$131,000Sold
N/A
11/18/1998$125,000Sold
N/A

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Property Tax and Assessment

Year2025
Tax$3,285
Assessment$498,818
Home facts updated by county records

Comparable Sales for 38 Willoughby DR

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
49 Willoughby Dr, Naples, FL
0.05
Single-Family Home
$650,000
10/22/25
3
2
1,558
60 Mentor Dr, Naples, FL
0.14
Single-Family Home
$492,000
01/02/26
3
2
1,452
115 Willoughby DR, Naples, FL
0.22
Single-Family Home
$525,000
09/05/25
3
2
1,677
92 Chardon PL, Naples, FL
0.19
Single-Family Home
$550,000
10/17/25
3
2
1,642
30 Wickliffe DR, Naples, FL
0.13
Single-Family Home
$612,000
01/15/26
3
2
1,884
104 Johnnycake DR, Naples, FL
0.19
Single-Family Home
$520,000
04/09/26
2
2
1,744
1331 Piper BLVD, Naples, FL
0.22
Single-Family Home
$620,000
06/30/25
3
2
1,620
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

Nearby homes

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Assigned Schools

These are the assigned schools for 38 Willoughby DR.
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.
  • 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
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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
    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
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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
    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
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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
    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
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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
    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

Maya Ismailova, Coldwell Banker Realty
Agent Phone: (239) 200-7963
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.
38 Willoughby DR, Naples, FL 34110 is a 3 bedroom, 2 bathroom, 1,676 sqft single-family home built in 1984. This property is currently available for sale and was listed by SWFLMLS on May 16, 2026. The MLS # for this home is MLS# 226019857.