4 Bed Pool Home for Sale in Chatham Woods
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For SaleMLS# 226023110

$1,059,000

4 Bed Pool Home for Sale in Chatham Woods

37 Johnnycake Drive, Naples, FL, 34110

4 beds2 baths2,280 sqft2 garage
Gated

About this home

One or more photo(s) has been virtually staged, AI generated or rendered. Meticulously maintained Hampton model by Gulfstream Homes offering 3 BR + den/4th BR, 2 BA, and a fully fenced private lot surrounded by lush landscaping in Chatham Woods, a newer subdivision within Willoughby Acres where the landscaping and irrigation maintenance is included. Designed for Florida living, the open layout leads to a backyard oasis complete with a private pool & sun shelf, custom outdoor kitchen, and motorized lanai bug screens. Enjoy full peace of mind with motorized hurricane shutters on the lanai, front impact windows/doors, and a non-flood zone location. Notable upgrades include new primary bath lighting (2026), dishwasher, pool pump, and primary bath faucets (2025), plus a new refrigerator (2023). Fresh interior paint, upgraded cabinet hardware, and overhead garage storage make it turnkey. Ideally located under 4 miles to Gulf beaches and minutes from Mercato, Waterside Shops, Artis Naples, world class dining, shopping, golf, and downtown Naples.

Property details

Type
SingleFamilyResidence
Year built
2017
Interior
2,280 sqft
Lot size
10,018.8 sqft
Acreage
0.23 acres
Garage
2 car
Days on market
63
Total association fees
$4,044/yr (~$337/mo)
CDD
None
Est. taxes (1.4%)
$14,826/yr
Flood zone (area est.)
No · Low risk (X)
Storm protection
Impact Windows/Doors, Shutters
Exposure
North
Waterfront
No
Gulf access
No
Gulf access type
N/A
Pool
Yes
Spa
No
Natural gas
No
Water
Public
Sewer
Public Sewer
New construction
No
Pets
Yes
County
Collier

Total association fees sums the core association dues the MLS feed provides (HOA, condo/master association, and land lease), normalized to a yearly figure. These are separate from and additional to specialty charges, mandatory club or food-and-beverage minimums, special assessments, and rec-lease fees, which the IDX feed does not carry. Always confirm the full fee schedule with the HOA or listing agent.

Maintenance included in the fee

IrrigationWaterMaintenanceGroundsRoadMaintenanceStreetLights

What the association dues cover, per the MLS. Confirm the full schedule with the HOA.

Amenities

Trails

Flood risk shown is an area-level estimate and can differ from a specific unit's actual FEMA designation (which varies by structure and elevation). Look up this address on the FEMA Flood Map and verify with a licensed insurance agent before relying on it.

Above marketThis home is priced above comparable recent sales.
This home
$464/sqft
Comp median
$423/sqft
Difference
+10%

Based on the $/sqft of 4 comparable homes sold nearby in the last 12 months. Indicative, not an appraisal.

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Recently sold nearby

Closed comparable sales within ~1 mile in the last 12 months, similar price, size, beds/baths, and age.

AddressSoldSold priceBeds/BathsSq ft$/sqft
17 Willoughby DriveJun 2026$1,050,0004/32,331$450
10274 Boca CircleMay 2026$990,0004/22,220$446
2022 Teagarden LaneSep 2025$940,0004/32,358$399
15533 Vallecas LaneNov 2025$865,0004/32,424$357
Average4 comps$961,250$413

Market trends, Naples

Median list
$677,000
Median $/sqft
$367
Median sold (90d)
$605,000
Avg days on market
112
Active listings
3,977
Median sold price · Naples
$605,000last 3 months3.2% vs $625,000 prior 3 months
Median closed price by month · Naples
1.7% MoM4.2% YoY
$530k$600k$670kJul ’25Aug ’26
$590,000Aug ’26 · 469 sales

Median of closed MLS sales each month over the available window. Months with too few sales are omitted; the range extends automatically as more sales close.

Live area medians from the MLS · see all listings. Indicative, not an appraisal.

Price & status history

Down $40,999 (3.7%) from the original list price.

Jul 2, 2026Price reducedfrom $1,099,999$1,059,000
Jun 16, 2026Listed$1,099,999

The good, the trade-offs & the location

Pros
  • Built 2017 — post-2002 Florida wind codes (typically lower insurance)
  • Lower flood risk (zone X)
  • Private pool
  • Storm protection: Impact Windows/Doors, Shutters
  • 2-car garage
Location convenienceHigh
Hospital
7.2 mi
Physicians Regional (Naples)
Beach
3.6 mi
Vanderbilt Beach (Naples)
Airport
8.6 mi
Naples Airport
Shopping
2.7 mi
Mercato (Naples)

Straight-line distances to major SWFL amenities, approximate; actual drive times vary.

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Listing information is provided in part by the Florida Gulf Coast Multiple Listing Service (MLS) through its Broker Reciprocity / Internet Data Exchange (IDX) program. Properties displayed may be listed by brokerages other than SWFL Relocation Team. Data is deemed reliable but is not guaranteed accurate by the MLS or this brokerage and should be independently verified. Fees, flood zones, taxes, square footage, and school assignments are estimates from the feed and must be confirmed. © 2026 SWFL Relocation Team. All rights reserved.