92 Madison DR, Naples, FL 34110
Property image
Property image
OFF MARKET

$814,900

Trulia Estimate
  • 5 Beds
  • 3 Baths
  • 2,047 sqft (on 0.25 acres)

92 Madison DR, Naples, FL 34110

Est. Refi. Payment $4,855/mo*
Refinance Your Home
Currently Off Market - Sold Mar 27, 2025 for $798,100

Home Value

Trulia Estimate
$815K
Since last month
Increased$6K (+0.7%)
Since last year
Decreased$52K (-5.9%)
Since last sale
Increased$23K (+2.8%)
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 +112% in the last 10 years
MonthEstimated value
2026
August 2026$821K
July 2026$815K
June 2026$829K
May 2026$827K
April 2026$842K
March 2026$838K
February 2026$841K
January 2026$825K
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
297 Sawgrass CT, Naples, FL
0.15
Single-Family Home
$759,000
04/15/26
4
3
2,250
71 Mentor Dr, Naples, FL
0.10
Single-Family Home
$570,000
08/29/25
3
2.5
2,145
89 Kirtland Dr, Naples, FL
0.03
Single-Family Home
$629,000
12/15/25
3
2
1,709
302 Sawgrass CT, Naples, FL
0.15
Single-Family Home
$665,000
08/24/26
4
2
2,341
130 Mentor DR, Naples, FL
0.17
Single-Family Home
$635,000
09/11/25
3
3
1,465
205 Madison DR, Naples, FL
0.30
Single-Family Home
$759,000
02/01/26
4
2
2,023
17 Willoughby DR, Naples, FL
0.33
Single-Family Home
$1,050,000
06/18/26
4
3
2,331
133 Wickliffe DR, Naples, FL
0.30
Single-Family Home
$753,000
06/25/26
3
3
1,790
39 Mentor DR, Naples, FL
0.20
Single-Family Home
$659,000
11/24/25
3
2
2,049
29 JOHNNYCAKE DR, Naples, FL
0.28
Single-Family Home
$1,205,000
08/14/26
4
3
2,635

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
109 Kirtland DR N, Naples, FL 34110
0.06
$603,800
3
2
1,372
Off Market
89 Kirtland Dr, Naples, FL 34110
0.03
$629,000
3
2
1,709
Recently Sold
75 Kirtland DR, Naples, FL 34110
0.06
-
3
2
1,462
Off Market
119 Madison DR, Naples, FL 34110
0.10
$578,300
3
2
1,434
Off Market
71 Mentor Dr, Naples, FL 34110
0.10
$555,800
3
2.5
2,145
Off Market
88 Erie DR, Naples, FL 34110
0.06
$552,400
3
2
1,436
Off Market
118 Erie DR, Naples, FL 34110
0.10
$780,600
4
3
2,156
Off Market
133 Mentor DR, Naples, FL 34110
0.15
$517,600
3
2
1,145
Off Market
54 Madison DR, Naples, FL 34110
0.09
$535,800
3
2
1,275
Off Market
98 Johnnycake DR, Naples, FL 34110
0.15
$512,300
2
2
1,373
Off Market
130 Mentor DR, Naples, FL 34110
0.17
$620,500
3
3
1,465
Off Market

Local Information

  • Map ViewExplore the area around 92 Madison DR.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1995
Lot Size
0.25 acres
Living Area
2,047 sqft
Price/Sqft
$398
Parking
1 Carport Spaces
HOA
None

About this House

Step into modern luxury at 92 Madison Drive, a completely renovated home in the desirable Willoughby Acres neighborhood of Naples. This stunning property features 5 spacious bedrooms, including two master suites, one of which has its own private entrance—perfect for added privacy or rental opportunities. The comprehensive renovation includes an open and inviting floor plan, a stylishly updated kitchen with modern appliances, and beautifully upgraded bathrooms. The home also boasts a completely renovated roof, a heated pool for year-round enjoyment, and a charming garden that enhances its outdoor appeal. Located in a prime North Naples area, this home is close to top-rated schools, shopping, dining, and the pristine Gulf beaches. Whether you're an investor seeking a lucrative Airbnb property or a homeowner looking for a dream residence in a fantastic location, 92 Madison Drive is an opportunity you won’t want to miss. Schedule your showing today!
92 Madison DR, Naples, FL 34110 is a 5 bedroom, 3 bathroom, 2,047 sqft single-family home built in 1995. It last sold for $798,100 on Mar 27, 2025 (15% below the $938,999 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $814,900, with a rent estimate of $4,140/month.
Last check for updates: about 23 hours ago
Listed by Sabrina Lopez-Gonzalez, (239) 821-8875
Xclusive Homes LLC
Bought with: Dana Mosholder, (814) 442-4601, Realty Hub
Originating MLS: Naples
Source: SWFLMLS, MLS#224094806

Home Details for 92 Madison DR

Interior Features

Interior Details
Number of Rooms: 3Types of Rooms: Bedroom, Dining Room, Kitchen
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2047 Square Feet
Appliances & Utilities
Appliances: Cooktop, Electric Cooktop, Dishwasher, Grill - Other, Microwave, Refrigerator, Refrigerator/Freezer, WasherDishwasherLaundry: InsideMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Ceiling Fan(s),Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
No FireplaceNo 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
Security
Security: Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Patio, Open Porch/LanaiFencing: FencedFoundation: Concrete BlockHas a Private Pool
Parking & Garage
Number of Carport Spaces: 1Number of Covered Spaces: 1Has a CarportNo GarageNo Attached GarageParking Spaces: 1Parking: Attached Carport
Pool
Pool: Electric Heat, Screen EnclosurePool
Frontage
Waterfront: NoneNot on 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
Property Information
Parcel Number: 82540920008

Price & Status

Price
List Price: $938,999
Status Change & Dates
Off Market Date: Thu Mar 27 2025

Active Status

MLS Status: Closed

Media

Location

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

Building

Building Area
Building Area: 2247 Square Feet

Community

Community Features: Non-GatedNot Senior Community

HOA

Association for this Listing: NaplesNo HOA

Lot Information

Lot Area: 10890 sqft

Offer

Contingencies: Inspection

Rental Terms, Policies & Fees

Furnished

Miscellaneous

Mls Number: 224094806

Additional Information

HOA Amenities: None

Price and Tax history

DateEventPrice
Mar 27, 2025
Source: SWFLMLS #224094806
Sold
$798,100
Mar 13, 2025
Source: SWFLMLS #224094806
Pending
$938,999
Nov 22, 2024
Source: SWFLMLS #224094806
Listed For Sale
$938,999
Apr 23, 2019
Source: N/A
Sold
$275,000
Jul 5, 2018
Source: Agent Provided
ListingRemoved
$350,000

Market trends in Naples

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$568K
Sale-to-List Price
95.2%
Price per sq ft
$331
$1MoM
Available listings
4813
415MoM

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.
  • 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. "
    0
    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 "
    0
    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
  • 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
    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 92 Madison DR

  • What is 92 Madison DR estimated to be worth?
    Trulia's estimated value for 92 Madison DR in Naples, FL is $814,900.
  • What is the price history for 92 Madison DR?
    92 Madison DR in Naples, FL last sold for $798,100 in March 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 $568K. That is roughly unchanged from the prior month.
  • Does 92 Madison DR have air conditioning?
    Yes, 92 Madison DR in Naples, FL has air conditioning.
  • Does 92 Madison DR have a pool?
    Yes, 92 Madison DR in Naples, FL has a pool.

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Off Market Homes Near 92 Madison DR

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