$829,000
2 Bed 2 Bath Condominium for Sale in WESTCHESTER, FL
4965 Westchester Court 4301, Naples, FL, 34105
About this home
Set within the Westchester enclave of Kensington, this well-appointed coach home presents a thoughtful layout, refined finishes, and a lifestyle centered on comfort and livability. The open, well-proportioned floor plan allows the main living areas to flow naturally, creating a light, connected atmosphere enhanced by a timeless, neutral backdrop. The eat-in kitchen features a clean, contemporary aesthetic with an airy design that naturally draws people together for both casual meals and entertaining. A dedicated office or den, highlighted by elegant glass barn doors, offers a versatile space for work, reading, or quiet retreat. Both bathrooms are finished with a cohesive, clean aesthetic, providing comfortable, well-appointed spaces for residents and guests alike. A private guest wing further enhances the home’s functionality, offering an ideal arrangement for visitors or extended stays. Additional cabinetry in the laundry room adds practical storage without sacrificing design. Outdoor living is equally inviting, with a screened lanai that opens to wide, open views and features a power retractable sunshade for customizable comfort throughout the day. Sliding plantation shutters at the patio entrance introduce refined architectural detail while offering effortless privacy and control. Whether enjoying peaceful days at home or exploring resort-style community amenities, Westchester offers a relaxed rhythm within one of Naples’ most sought-after neighborhoods. An ideal opportunity awaits to move right into a residence that’s already thoughtfully updated and ready to enjoy from day one.
Property details
- Type
- Condominium
- Year built
- 2000
- Interior
- 2,160 sqft
- Lot size
- Not specified
- Acreage
- Not specified
- Garage
- 2 car
- Days on market
- 39
- Total association fees
- $14,524/yr (~$1,210/mo)
- CDD
- None
- Est. taxes (1.4%)
- $11,606/yr
- Flood zone (area est.)
- Not available
- Storm protection
- None listed
- Exposure
- South
- Waterfront
- No
- Gulf access
- No
- Gulf access type
- N/A
- Pool
- No
- Spa
- No
- Natural gas
- No
- Water
- Public
- Sewer
- Public Sewer
- New construction
- No
- Pets
- Call, Conditional
- 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
What the association dues cover, per the MLS. Confirm the full schedule with the HOA.
Amenities
Based on the $/sqft of 4 comparable homes sold nearby in the last 12 months. Indicative, not an appraisal.
Seeing several homes? Build a tour and we'll route it for you.
Your notes on this home
Keep private notes on this home — what you love, what to ask about — saved to your account and shared with your agent.
Recently sold nearby
Closed comparable sales within ~1 mile in the last 12 months — similar price, size, beds/baths, and age.
| Address | Sold | Sold price | Beds/Baths | Sq ft | $/sqft |
|---|---|---|---|---|---|
| 3310 Hamlet Drive 3 | Feb 2026 | $735,000 | 2/2 | 2,111 | $348 |
| 3115 Lancaster Drive 801 | Apr 2026 | $860,000 | 2/2 | 2,160 | $398 |
| 3003 Lancaster Drive 2 | Sep 2025 | $950,000 | 2/2 | 2,126 | $447 |
| 3099 Lancaster Drive 2 | Jan 2026 | $885,000 | 2/2 | 2,021 | $438 |
| Average | 4 comps | $857,500 | $408 |
Market trends — Naples
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 $69,000 (8.2%) from the original list price.
| Jun 16, 2026 | Sold | $770,000 |
| Feb 25, 2026 | Price reducedfrom $839,000 | $829,000 |
| Jan 26, 2026 | Listed | $839,000 |
The good, the trade-offs & the location
- 2-car garage
- Built 2000 — pre-2002 construction may carry older wind codes and higher insurance
- Higher association fees (~$14,524/yr)
Straight-line distances to major SWFL amenities — approximate; actual drive times vary.
Nearby schools
Get more information on their programs, scores, and extracurriculars on each school's page · browse the full schools directory.
Similar homes nearby
$685,000
MLS# 226012294580 El Camino Real 3402, Naples, FL, 34119
$820,000
MLS# 2260230814758 Stratford Court 1302, Naples, FL, 34105
$799,777
MLS# 226022934729 Regency Reserve Circle 5501, Naples, FL, 34119
$799,000
MLS# 225078042605 El Camino Real 102, Naples, FL, 34119
$680,000
MLS# 22601501513404 Monticello Boulevard, Naples, FL, 34109
$950,000
MLS# 2250726924728 West Boulevard N8, Naples, FL, 34103
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.