29 JOHNNYCAKE DR
Naples, FL 34110
- 4 Beds
- 3 Baths
- 2,635 sqft (on 0.29 acres)
4 Beds
3 Baths
2,635 sqft
(on 0.29 acres)
Local Information
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Description
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.
Home Highlights
Parking
2 Car Garage
Outdoor
Porch, Patio, Pool
View
Landscaped Area
HOA
$400/Monthly
Price/Sqft
$491
Listed
9 days ago
Home Details for 29 JOHNNYCAKE DR
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Interior Details Number of Rooms: 2Types of Rooms: Dining Room, Kitchen |
Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3 |
Dimensions and Layout Living Area: 2635 Square Feet |
Appliances & Utilities Appliances: Gas Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Grill - Gas, Microwave, Range, Refrigerator/Freezer, Safe, Tankless Water Heater, WasherDishwasherDisposalDryerLaundry: InsideMicrowaveWasher |
Heating & Cooling Heating: Central,PropaneHas CoolingAir Conditioning: Ceiling Fan(s),Central Air,Gas,Humidity Control,Whole House FanHas HeatingHeating Fuel: Central |
Fireplace & Spa Has a FireplaceNo Spa |
Gas & Electric Gas: Propane |
Windows, Doors, Floors & Walls Window: Window Coverings, Impact Resistant Windows, Storm Protection (Other)Door: Impact Resistant DoorsFlooring: Carpet, Tile |
Levels, Entrance, & Accessibility Stories: 1Number of Stories: 1Floors: Carpet, Tile |
View Has a ViewView: Landscaped Area |
Security Security: Smoke Detector(s) |
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Exterior Home Features Roof: TilePatio / Porch: Patio, Open Porch/LanaiFencing: FencedExterior: Fire Pit, Outdoor ShowerFoundation: Concrete BlockHas a Private Pool |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached |
Pool Pool: In Ground, Concrete, Equipment Stays, Gas HeatPool |
Frontage Waterfront: NoneNot on Waterfront |
Farm & Range Not Allowed to Raise Horses |
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Days on Market: 9 |
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Year Built Year Built: 2018 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: HouseArchitecture: Ranch |
Building Building: DSL/Cable AvailableConstruction Materials: Block, StuccoNot a New Construction |
Property Information Parcel Number: 26043200207 |
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Price List Price: $1,295,000Price Per Sqft: $491 |
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MLS Status: Contingent Inspection |
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Direction & Address City: NAPLESCommunity: CHATHAM WOODS |
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Listing Agent Listing ID: 226003947 |
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Building Area Building Area: 3561 Square Feet |
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Community Features: Street Lights, Non-GatedNot Senior Community |
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Association for this Listing: NaplesHas an HOAHOA Fee: $4,800/Annually |
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Lot Area: 0.29 acres |
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Contingencies: Inspection |
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Mls Number: 226003947 |
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HOA Amenities: Streetlight,Underground UtilitySource Internet Entire Listing Display |
Last check for updates: about 11 hours ago
Listing courtesy of Lawrence Middleton, (239) 213-8721
William Raveis Real Estate
Chloe Middleton, (239) 292-9686
William Raveis Real Estate
Originating MLS: Naples
Source: SWFLMLS, MLS#226003947

Also Listed on SWFLMLS.
Market trends in Naples
Last updated April 2026
Avg. sale price
$589K $10.33KMoM
Sale-to-List Price
95.2% 0.1%MoM
Price per sq ft
$327 $5MoM
Available listings
6576 386MoM
Price History for 29 JOHNNYCAKE DR
| Date | Price | Event | Source |
|---|---|---|---|
| 06/01/2026 | $1,295,000 | Pending | SWFLMLS #226003947 |
| 05/18/2026 | $1,295,000 | ListingRemoved | SWFLMLS #226003947 |
| 04/06/2026 | $1,295,000 | PriceChange | SWFLMLS #226003947 |
| 02/18/2026 | $1,375,000 | PriceChange | SWFLMLS #226003947 |
| 01/26/2026 | $1,415,000 | Listed For Sale | SWFLMLS #226003947 |
| 11/06/2019 | $680,900 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $7,219 |
| Assessment | $889,509 |
Home facts updated by county records
Comparable Sales for 29 JOHNNYCAKE DR
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.15 | Single-Family Home | $759,000 | 04/15/26 | 4 | 3 | 2,250 | |
0.08 | Single-Family Home | $659,000 | 11/24/25 | 3 | 2 | 2,049 | |
0.20 | Single-Family Home | $570,000 | 08/29/25 | 3 | 2.5 | 2,145 | |
0.14 | Single-Family Home | $650,000 | 10/22/25 | 3 | 2 | 1,558 | |
0.38 | Single-Family Home | $950,000 | 08/15/25 | 4 | 3 | 2,381 | |
0.17 | Single-Family Home | $612,000 | 01/15/26 | 3 | 2 | 1,884 | |
0.51 | Single-Family Home | $755,000 | 09/02/25 | 4 | 3 | 2,682 | |
0.47 | Single-Family Home | $760,000 | 08/06/25 | 3 | 3 | 2,321 | |
0.25 | Single-Family Home | $629,000 | 12/15/25 | 3 | 2 | 1,709 | |
0.35 | Single-Family Home | $635,000 | 09/11/25 | 3 | 3 | 1,465 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 29 JOHNNYCAKE DR.
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Lawrence Middleton, William Raveis Real Estate
Agent Phone: (239) 213-8721

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.
29 JOHNNYCAKE DR, Naples, FL 34110 is a 4 bedroom, 3 bathroom, 2,635 sqft single-family home built in 2018. This property is currently available for sale and was listed by SWFLMLS on Jun 1, 2026. The MLS # for this home is MLS# 226003947.

