$339,000
2 Bed Condominium for Sale in Winterpark
4180 Looking Glass Lane 4102, Naples, FL, 34112
About this home
Discover comfortable and easy Florida living in this inviting 2-bedroom, 2-bath condo located in the highly desirable Winterpark community. This first-floor residence offers a well-designed floor plan with a welcoming living and dining area, a thoughtfully arranged kitchen, and two comfortably sized bedrooms with excellent closet storage. The primary suite includes an en-suite bath and relaxing views of the community’s green space. Step outside to enjoy Winterpark’s resort-style amenities, including one of the largest community pools in Naples, a clubhouse, pickleball and tennis courts, bocce, and beautifully maintained walking paths. Residents appreciate the convenient East Naples location—just minutes from downtown 5th Avenue, shopping, dining, and Naples’ world-famous beaches. Whether you're seeking a seasonal retreat, full-time residence, or investment property, this Winterpark condo offers wonderful value and a uniquely comfortable Naples lifestyle.
Property details
- Type
- Condominium
- Year built
- 1989
- Interior
- 1,246 sqft
- Lot size
- Not specified
- Acreage
- Not specified
- Garage
- None
- Days on market
- 74
- Total association fees
- $7,400/yr (~$617/mo)
- CDD
- None
- Est. taxes (1.4%)
- $4,746/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 3 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.
| Address | Sold | Sold price | Beds/Baths | Sq ft | $/sqft |
|---|---|---|---|---|---|
| 107 Round Key Circle E9 | Oct 2025 | $365,000 | 2/2 | 1,440 | $253 |
| 4779 Lakewood Boulevard H1 | Jul 2026 | $297,000 | 3/2 | 1,442 | $206 |
| 5250 Fox Hollow Drive 509 | Jul 2026 | $382,500 | 2/2 | 1,200 | $319 |
| Average | 3 comps | $348,167 | $259 |
Market trends, Winterpark
Live community medians from the MLS · see all listings. Indicative, not an appraisal.
Price & status history
Down $10,000 (2.9%) from the original list price.
| Apr 20, 2026 | Price reducedfrom $349,000 | $339,000 |
| Feb 5, 2026 | Listed | $349,000 |
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.