Seller's Agent in 2021
Chloe Bowman
Compass Florida LLC
(239) 789-6469
3 in this area
31 Total Sales
5881 Painted Leaf Ln Naples, FL 34116
Estimated Value: $941,000 - $2,065,000
6
Beds
5.5
Baths
5,190
Sq Ft
$321/Sq Ft
Est. Value
Highlights
- 2 Bedroom Guest House
- In Ground Pool
- Two Primary Bedrooms
- Poinciana Elementary School Rated A-
- RV or Boat Parking
- Sitting Area In Primary Bedroom
About This Home
As of September 2021Incredible opportunity to own a large estate home with GUEST HOUSE and CABANA set on 2.73 acres within 15 minutes to the beach and downtown! 5/4 main house, 2/1 guest house with spacious kitchen, dual living rooms, large pool and expanded lanai with covered dining and lounge area. The creative architectural minded buyer will fall in love with the thoughtful split layout of this expansive estate home. Space to gather and entertain under soaring ceilings and large gathering rooms inside and out. Enjoy your privacy without an HOA and plenty of space for guests as well as the ability to earn income from the detached guest house. The massive cabana features vaulted ceilings, large closet, and full bathroom and overlooks the beautiful pool and patio setting. Very private master suite is situated off of the pool with a huge walk-in closet and high ceilings for ample storage. All rooms are comfortably sized including the second master with another en suite bath and large walk-in closet. Go big with family dinners in the massive dining room and bar set to the front of the home. A spiral staircase leads to the cozy loft - a great hideout and lounge area for the littles!
Last Agent to Sell the Property
Compass Florida LLC License #NAPLES-280596855 Listed on: 06/12/2021
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $7,941
Year Built
- Built in 1992
Lot Details
- 2.73 Acre Lot
- Lot Dimensions: 180
- North Facing Home
- Landscaped
- Paved or Partially Paved Lot
- Sprinkler System
Parking
- 2 Car Attached Garage
- Automatic Garage Door Opener
- Guest Parking
- RV or Boat Parking
Home Design
- Entry on the 1st floor
- Concrete Block With Brick
- Shingle Roof
- Stucco
Interior Spaces
- 5,190 Sq Ft Home
- 2-Story Property
- Custom Mirrors
- Central Vacuum
- Bar
- Vaulted Ceiling
- Double Hung Windows
- Floor-to-Ceiling Windows
- Arched Windows
- Picture Window
- Sliding Windows
- Casement Windows
- French Doors
- Entrance Foyer
- Great Room
- Family Room
- Living Room
- Formal Dining Room
- Home Office
- Loft
- Atrium Room
- Screened Porch
Kitchen
- Eat-In Kitchen
- Breakfast Bar
- Walk-In Pantry
- Double Self-Cleaning Oven
- Electric Cooktop
- Microwave
- Ice Maker
- Dishwasher
- Kitchen Island
- Built-In or Custom Kitchen Cabinets
- Disposal
- Reverse Osmosis System
Flooring
- Wood
- Tile
Bedrooms and Bathrooms
- 6 Bedrooms
- Sitting Area In Primary Bedroom
- Primary Bedroom on Main
- Double Master Bedroom
- Split Bedroom Floorplan
- Walk-In Closet
- In-Law or Guest Suite
- Jetted Tub in Primary Bathroom
- Multiple Shower Heads
Laundry
- Laundry Room
- Dryer
- Laundry Tub
Home Security
- High Impact Windows
- High Impact Door
- Fire and Smoke Detector
Outdoor Features
- In Ground Pool
- Patio
- Outdoor Gas Grill
Additional Homes
- 2 Bedroom Guest House
- Guest House Includes Kitchen
Schools
- Poinciana Elementary School
- Gulfview Middle School
- Naples High School
Utilities
- Central Heating and Cooling System
- Well
- Septic Tank
- High Speed Internet
- Cable TV Available
Listing and Financial Details
- Assessor Parcel Number 38166360009
- Tax Block 73
Ownership History
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Jun 12, 2021
Closed on
Sep 20, 2021
Sold by
Nathan Simon and Nathan Maureen
Bought by
Kelly Charles M and Walker Amy
Seller's Agent
Chloe Bowman
Compass Florida LLC
Buyer's Agent
Jesse McGreevy
DomainRealty.com LLC
List Price
$1,640,000
Sold Price
$1,365,000
Premium/Discount to List
-$275,000
-16.77%
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$300,226
Avg. Annual Appreciation
4.74%
Purchase Details
Listed on
Dec 28, 2018
Closed on
May 17, 2019
Sold by
Fairhomes Pearl Properties Llc
Bought by
Nathan Simon and Nathan Maureen
Seller's Agent
Terri Honshell
A R B C Realty of SW Florida
Buyer's Agent
Rosemary Capone
William Raveis Real Estate
List Price
$799,999
Sold Price
$740,000
Premium/Discount to List
-$59,999
-7.5%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
29.91%
Original Mortgage
$275,000
Interest Rate
4.1%
Mortgage Type
New Conventional
Purchase Details
Closed on
Dec 16, 2013
Sold by
Henke Gordon
Bought by
Fairhomes Silver Linings Properties Llc
Purchase Details
Closed on
Oct 29, 2013
Sold by
Wainscott David W
Bought by
5881 Painted Leaf Trust and Henke Gordon
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Values in the Area
Average Home Value in this Area
Purchase History
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| Kelly Charles M | $1,365,000 | Accommodation | |
| Nathan Simon | $740,000 | Attorney | |
| Fairhomes Silver Linings Properties Llc | -- | Aries Title Inc | |
| Fairhomes Silver Linings Properties Llc | $495,000 | Aries Title Inc | |
| 5881 Painted Leaf Trust | $403,600 | None Available |
Source: Public Records
Mortgage History
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Previous Owner | Nathan Simon | $275,000 |
Source: Public Records
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 09/20/2021 09/20/21 | Sold | $1,365,000 | -11.9% | $263 / Sq Ft | |
| 08/11/2021 08/11/21 | Pending | -- | -- | -- | |
| 07/28/2021 07/28/21 | Price Changed | $1,549,000 | +4.0% | $298 / Sq Ft | |
| 07/27/2021 07/27/21 | Price Changed | $1,490,000 | -5.4% | $287 / Sq Ft | |
| 06/22/2021 06/22/21 | Price Changed | $1,575,000 | -4.0% | $303 / Sq Ft | |
| 06/12/2021 06/12/21 | For Sale | $1,640,000 | +121.6% | $316 / Sq Ft | |
| 05/20/2019 05/20/19 | Sold | $740,000 | -2.6% | $143 / Sq Ft | View Prior Sale |
| 04/16/2019 04/16/19 | Pending | -- | -- | -- | |
| 02/07/2019 02/07/19 | Price Changed | $759,900 | -5.0% | $146 / Sq Ft | |
| 12/28/2018 12/28/18 | For Sale | $799,999 | -- | $154 / Sq Ft |
Source: Naples Area Board of REALTORS®
Tax History Compared to Growth
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $11,433 | $1,138,221 | -- | -- |
| 2024 | $11,475 | $1,123,863 | -- | -- |
| 2023 | $11,475 | $1,104,078 | $352,170 | $751,908 |
| 2022 | $12,807 | $1,126,039 | $415,643 | $710,396 |
| 2021 | $8,185 | $716,467 | $0 | $0 |
| 2020 | $7,941 | $701,906 | $195,195 | $506,711 |
| 2019 | $7,924 | $657,520 | $170,625 | $486,895 |
| 2018 | $8,052 | $658,973 | $0 | $0 |
| 2017 | $7,280 | $599,066 | $101,010 | $498,056 |
| 2016 | $7,740 | $639,786 | $0 | $0 |
| 2015 | $7,490 | $615,319 | $0 | $0 |
| 2014 | $6,783 | $559,381 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
Chloe Bowman
-
Jesse McGreevy
Buyer's Agent in 2021
Jesse McGreevy
DomainRealty.com LLC
(239) 898-5329
2 in this area
118 Total Sales
-
T
Seller's Agent in 2019
Terri Honshell
A R B C Realty of SW Florida
-
Rosemary Capone
R
Buyer's Agent in 2019
Rosemary Capone
William Raveis Real Estate
(914) 980-7557
Map
Source: Naples Area Board of REALTORS®
MLS Number: 221043744
APN: 38166360009
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The source of this real property information is the copyrighted and proprietary database compilation of the M.L.S. of Naples, Inc. Copyright 2025 M.L.S. of Naples, Inc. 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.
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