For sale
$3,650,000
5beds
4,403sqft
2350 Cheshire LN, NAPLES, FL 34109
5beds
4,403sqft
Single Family Residence
Built in 2002
0.25 Acres Lot
$3,347,000 Zestimate®
$829/sqft
$423/mo HOA
What's special
Five en-suite bedroomsRock waterfallsOutdoor kitchen pavilionSlide and a grottoMature tropical landscaping
OVERSIZED CORNER LOT WITH LAKE AND FOUNTAIN VIEWS in the double-gated Watercrest community of Pelican Marsh. This is a private, custom Mediterranean estate wrapped in mature tropical landscaping. Your backyard is a true RESORT: a heated pool with a BEACH WALK-IN ENTRY, rock waterfalls, a slide and a grotto, plus a spa and an outdoor kitchen pavilion, with a mosquito misting system for comfortable evenings outside. Car collectors, take note: the custom painted, air-conditioned garage holds FIVE VEHICLES with TWO CAR LIFTS THAT CONVEY. Inside, more than 4,400 square feet offer five en-suite bedrooms, including a first-floor primary suite with an exercise room and a study. Upstairs, two en-suite bedrooms share a PRIVATE BALCONY overlooking the pool and lake. A full bar connects the formal living and dining room, with a 1,300-bottle wine cellar around the corner, an ENTERTAINER’S DREAM. The Viking and Sub-Zero kitchen opens to the family room. Near Mercato and Vanderbilt Beach. Schedule your showing today!
- 25 days
- 1,524
- 97
Likely to sell faster than
Source: SWFLMLS,MLS#: 226035977
Originating MLS: Naples
Originating MLS: NaplesTravel times
Living Room
Kitchen
Primary Bedroom
Zillow last checked:
Listing updated:
Listed by:
William Pilger, Jr. 239-272-5525,
The Property Pros SWFL LLC
Source: SWFLMLS,MLS#: 226035977Originating MLS: Naples
Originating MLS: NaplesFacts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Rooms
- Room types: Balcony, Den - Study, Exercise Room, Family Room, Office, Open Porch/Lanai, 5 Bedrooms Plus Den
Bedroom
- Features: Master BR Ground, Master BR Sitting Area, Split Bedrooms
Dining room
- Features: Breakfast Bar, Formal
Heating
- Natural Gas
Cooling
- Ceiling Fan(s), Central Air
Appliances
- Included: Gas Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Grill - Gas, Ice Maker, Microwave, Range, Refrigerator/Freezer, Refrigerator/Icemaker, Oven, Washer, Wine Cooler
- Laundry: Washer/Dryer Hookup, Inside, Laundry Tub
Features
- Bar, Built-In Cabinets, Closet Cabinets, Coffered Ceiling(s), Fireplace, Laundry Tub, Pantry, Pull Down Stairs, Smoke Detectors, Wired for Sound, Volume Ceiling, Walk-In Closet(s), Wet Bar, Window Coverings, Zero/Corner Door Sliders, Balcony, Den - Study, Exercise, Family Room, Home Office, Laundry in Residence, Open Porch/Lanai
- Flooring: Carpet, Concrete, Tile, Wood
- Doors: Zero/Corner Door Sliders
- Windows: Window Coverings, Shutters, Shutters - Screens/Fabric
- Has fireplace: Yes
Interior area
- Total structure area: 6,483
- Total interior livable area: 4,403 sqft
Video & virtual tour
Property
Parking
- Total spaces: 3
- Parking features: Circular Driveway, Deeded, Driveway, Attached
- Attached garage spaces: 3
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 2
- Patio & porch: Open Porch/Lanai
- Exterior features: Balcony, Outdoor Grill, Outdoor Kitchen
- Has private pool: Yes
- Pool features: In Ground, Gas Heat
- Has spa: Yes
- Spa features: In Ground, Heated
- Fencing: Fenced
- Has view: Yes
- View description: Lake, Water Feature
- Has water view: Yes
- Water view: Lake,Water Feature
- Waterfront features: Lake
- Frontage type: Lakefront
Lot
- Size: 0.25 Acres
- Features: Cul-De-Sac, Irregular Lot
Details
- Additional structures: Tennis Court(s), Gazebo, Outdoor Kitchen
- Parcel number: 66679491602
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Block, Stucco
- Foundation: Concrete Block
- Roof: Tile
Condition
- New construction: No
- Year built: 2002
Utilities & green energy
- Gas: Natural
- Water: Central
Community & HOA
Community
- Features: Clubhouse, Park, Fitness Center, Golf, Putting Green, Restaurant, Sidewalks, Street Lights, Tennis Court(s), Gated
- Security: Security System, Smoke Detector(s), Gated Community
- Subdivision: WATERCREST
HOA
- Has HOA: Yes
- Amenities included: Basketball Court, Bocce Court, Business Center, Clubhouse, Park, Community Room, Fitness Center, Golf Course, Pickleball, Private Membership, Putting Green, Restaurant, Sidewalk, Streetlight, Tennis Court(s), Underground Utility
- HOA fee: $5,073 annually
Location
- Region: Naples
Financial & listing details
- Price per square foot: $829/sqft
- Tax assessed value: $2,333,199
- Annual tax amount: $12,880
- Date on market: 10/15/2026
- Lease term: Buyer Finance/Cash
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 10/15/2026 | Listed for sale | $3,650,000-8.7%$829/sqft |
Source:  SWFLMLS #226035977 Report a problem | ||
| 7/20/2026 | Listing removed | $3,999,950$908/sqft |
Source: SWFLMLS #226010972 Report a problem | ||
| 3/12/2026 | Listed for sale | $3,999,950-27.3%$908/sqft |
Source: SWFLMLS #226010972 Report a problem | ||
| 9/6/2022 | Listing removed | -- |
Source: SWFLMLS #222039065 Report a problem | ||
| 5/27/2022 | Listed for sale | $5,499,777+2872.9%$1,249/sqft |
Source: SWFLMLS #222039065 Report a problem | ||
| 2/9/2000 | Sold | $185,000$42/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $12,881 +3% | $1,185,200 +2.9% |
| 2024 | $12,501 +18.1% | $1,151,798 +3% |
| 2023 | $10,589 -3.3% | $1,118,250 +3% |
| 2022 | $10,948 -1.2% | $1,085,680 +3% |
| 2021 | $11,085 +2.4% | $1,054,058 +1.4% |
| 2020 | $10,820 +1.6% | $1,039,505 +2.3% |
| 2019 | $10,648 +2.2% | $1,016,134 +1.9% |
| 2018 | $10,423 -17.2% | $997,187 +2.1% |
| 2017 | $12,593 -0.6% | $976,677 +2.1% |
| 2016 | $12,663 +1.9% | $956,589 +0.7% |
| 2015 | $12,421 -0.7% | $949,939 +2.2% |
| 2014 | $12,507 +18% | $929,475 +1.6% |
| 2013 | $10,603 +0.5% | $915,000 +1.8% |
| 2012 | $10,553 -0.2% | $898,869 -0.8% |
| 2011 | $10,579 -2.1% | $906,134 -6.3% |
| 2010 | $10,808 -6.9% | $967,215 +2.8% |
| 2009 | $11,614 | $940,472 -16.4% |
| 2008 | $11,614 -26.7% | $1,124,817 -16.2% |
| 2007 | $15,834 +29.9% | $1,342,991 +1.3% |
| 2006 | $12,194 | $1,326,389 +38.2% |
| 2005 | $12,194 +6.7% | $960,018 +7.6% |
| 2004 | $11,433 +0.5% | $892,369 +2.9% |
| 2003 | $11,379 +564.5% | $867,017 +573.4% |
| 2002 | $1,712 -60.3% | $128,750 -19% |
| 2001 | $4,316 +95.4% | $159,044 |
| 2000 | $2,209 | -- |
Find assessor info on the county website
Monthly payment
Est. payment
$22,647/mo
Principal & interest
$19274
Property taxes
$2950
HOA Fees
$423
More affordability tools
Estimated market value
$3,347,000
$3.18M - $3.51M
Not available
Climate risks
Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.
Neighborhood: Pelican Marsh
Nearby schools
Pelican Marsh Elementary School
Grades PK-5 • 0.3 miles10/10
GreatSchools® Rating
Test Score Rating
10/10Student Progress Rating
10/10Pine Ridge Middle School
Grades 6-8 • 2.9 miles9/10
GreatSchools® Rating
Test Score Rating
8/10Student Progress Rating
9/10Aubrey Rogers High School
Grades 9-12 • 3.3 miles7/10
GreatSchools® Rating
Test Score Rating
8/10Student Progress Rating
6/10