4 Bed Pool Home for Sale in Chatham Woods
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SoldMLS# 226003947

$1,295,000

4 Bed Pool Home for Sale in Chatham Woods

29 JOHNNYCAKE Drive, Naples, FL, 34110

4 beds3 baths2,635 sqft2 garage
Gated

About this home

This Rochester model by Gulfstream Homes blends sophisticated design with relaxed, cottage-style charm in a light-filled, open-concept layout ideal for both everyday living & entertaining. The great room flows seamlessly into a gourmet kitchen highlighted by beautiful coffered ceilings, while a private office and formal dining room add flexibility and function. Four generously sized bedrooms and three luxurious baths provide ample space, complemented by a thoughtfully designed drop zone and laundry room just inside the oversized two-car garage. The inviting exterior draws you through the home and out to a private outdoor retreat featuring a crystal-blue pool, sun deck, and lush landscaping, all set within a fully fenced backyard designed for privacy and enjoyment. Located in Chatham Woods, a newer enclave within a sought-after North Naples community, this home offers a refined yet comfortable lifestyle for a discerning new owner. Extensive upgrades enhance both comfort and peace of mind, including a buried 500-gallon LP tank & a whole-house 20KW generator, a Navien tankless water heater with recirculating plumbing, and a new gas range with dual ovens for convection and traditional baking. The great room is anchored by a vented linear gas fireplace set into a custom-built wall finished with porcelain tile, while matching floor tile replaces the original carpet in the primary bedroom. The laundry room has been fully outfitted with wall-to-wall white shaker cabinetry and an extendable drying rack, and television mounts have been installed in three secondary bedrooms. Privacy pull-down shutters have been added to the front glass doors and the primary bedroom doors leading to the pool, with curtain rods installed throughout the home. Ceiling fans have been added to all four bedrooms, with larger fans in the front rooms, great room, and lanai for enhanced airflow and comfort. Outdoor living is elevated with a gas-heated pool, two gas torches positioned at the edge of the pavers and visible from inside the home, a gas stub for an outdoor grill, and extended pavers to accommodate lounge seating, a fire pit with an underground gas line, and electric insect barrier screens for the lanai. A trellis-covered entry to the backyard with added walking pavers enhances the garden experience, while a mature calusia hedge surrounds the property for exceptional privacy. Tropical landscaping has been upgraded with palms throughout the front and backyard, along with additional exterior flood lighting featuring both motion-sensor and standard settings. The lanai is pre-wired with an electrical outlet and swing-out TV mount, the garage received a new opener in 2025, and the driveway pavers have been widened with additional pavers added for discreet trash storage and access to the generator. Every detail has been carefully considered, making this home a standout opportunity in North Naples.

Property details

Type
SingleFamilyResidence
Year built
2018
Interior
2,635 sqft
Lot size
12,632.4 sqft
Acreage
0.29 acres
Garage
2 car
Days on market
112
Total association fees
$4,800/yr (~$400/mo)
CDD
None
Est. taxes (1.4%)
$18,130/yr
Flood zone (area est.)
Not available
Storm protection
Impact Windows/Doors
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.

Above marketThis home is priced above comparable recent sales.
This home
$491/sqft
Comp median
$442/sqft
Difference
+11%

Based on the $/sqft of 20 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
10925 Parnu StreetJul 2026$1,490,0004/32,599$573
15859 Delasol LaneJun 2026$1,115,0004/32,514$444
145 Forestwood DriveDec 2025$990,0003/22,618$378
383 Cypress WayJul 2026$1,000,0004/32,439$410
16289 Camden Lakes CircleNov 2025$1,150,0003/32,558$450
389 Cypress WayOct 2025$1,099,0004/32,621$419
Average6 comps$1,140,667$446

Market trends, Naples

Median list
$675,000
Median $/sqft
$366
Median sold (90d)
$610,000
Avg days on market
112
Active listings
3,965
Median sold price · Naples
$610,000last 3 months2.4% vs $625,000 prior 3 months
Median closed price by month · Naples
201.3% MoM184.6% YoY
$530k$1.2M$1.8MJul ’25Sep ’26
$1,800,000Sep ’26 · 3 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 $210,000 (14.8%) from the original list price.

Aug 14, 2026Sold$1,205,000
Apr 6, 2026Price reducedfrom $1,375,000$1,295,000
Jan 26, 2026Listed$1,415,000

The good, the trade-offs & the location

Pros
  • Built 2018 — post-2002 Florida wind codes (typically lower insurance)
  • Private pool
  • Storm protection: Impact Windows/Doors
  • 2-car garage
Location convenienceHigh
Hospital
7.2 mi
Physicians Regional (Naples)
Beach
3.5 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.