$259,000
2 Bed 2 Bath Condominium for Sale in WINTERPARK, FL
4220 Looking Glass Lane 4302, Naples, FL, 34112
About this home
Well-maintained second-floor apartment located in the desirable Winterpark community in Naples. This 2 bedroom, 2 bathroom unit offers a bright and functional layout with an open living and dining area, perfect for everyday living or seasonal use. The unit features spacious bedrooms & ample closet space.Winterpark is a well-established community with mature landscaping and convenient amenities. Excellent location close to shopping, dining, beaches, downtown Naples, and major roads. Ideal as a primary residence, second home, or investment property.
Property details
- Type
- Condominium
- Year built
- 1989
- Interior
- 1,246 sqft
- Lot size
- Not specified
- Acreage
- Not specified
- Garage
- None
- Days on market
- 40
- Total association fees
- $5,840/yr (~$487/mo)
- CDD
- None
- Est. taxes (1.4%)
- $3,626/yr
- Flood zone (area est.)
- Not available
- Storm protection
- None listed
- Exposure
- East
- Waterfront
- No
- Gulf access
- No
- Gulf access type
- N/A
- Pool
- No
- Spa
- No
- Natural gas
- No
- Water
- Assessment Paid
- Sewer
- Assessment Paid
- 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 10 comparable homes sold nearby in the last 12 months. Indicative, not an appraisal.
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Your notes on this home
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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.
| Address | Sold | Sold price | Beds/Baths | Sq ft | $/sqft |
|---|---|---|---|---|---|
| 4220 Looking Glass Lane 4304 | Nov 2025 | $275,000 | 2/2 | 1,246 | $221 |
| 4250 Jack Frost Court 4505 | Jun 2026 | $252,900 | 2/2 | 1,246 | $203 |
| 4021 Ice Castle Way 3407 | Mar 2026 | $230,000 | 2/2 | 1,246 | $185 |
| 1828 Kings Lake Boulevard 6-203 | Apr 2026 | $240,000 | 2/2 | 1,300 | $185 |
| 4000 Ice Castle Way 2601 | Mar 2026 | $260,000 | 2/2 | 1,246 | $209 |
| 191 Round Key Circle D2 | Jun 2026 | $252,000 | 2/2 | 1,246 | $202 |
| Average | 6 comps | $251,650 | $201 |
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 $36,500 (13.6%) from the original list price.
| Feb 27, 2026 | Sold | $232,500 |
| Jan 2, 2026 | Price reducedfrom $269,000 | $259,000 |
| Dec 25, 2025 | Listed | $269,000 |
The good, the trade-offs & the location
- Built 1989 — pre-2002 construction may carry older wind codes and higher insurance
- No garage listed
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.
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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.