$240,000
2 Bed Condominium for Sale in Winterpark
4100 Looking Glass Lane 3002, Naples, FL, 34112
About this home
Seller Says Sell! Price reduction for this amazing condo in highly sought after Winterpark. Discover the perfect blend of comfort, style, and location in this spacious second-floor corner condo in beautiful Naples. Featuring vaulted ceilings and serene garden views, this light-filled residence offers privacy and tranquility within the lush, peaceful community of Winterpark. This updated 2-bedroom, 2-bath home showcases an open, airy layout with neutral tones that complement any décor. The remodeled kitchen features modern cabinetry, quartz countertops, stainless steel appliances, and a convenient breakfast bar that flows seamlessly into the expansive living and dining areas—ideal for entertaining or relaxing at home. Both bathrooms have also been tastefully renovated. Other updates include a newer A/C, a brand new water heater, and a roof that's only a year old for added peace of mind. Flood insurance is covered by the association. Another advantage is the in-unit laundry room with washer, dryer, and abundant storage. Enjoy Florida living year-round from the screened porch overlooking the garden, the large heated community pool, tennis courts and other playing courts, as well as walking and jogging paths. Other features include private assigned parking and plenty of additional guest parking for even more convenience. Extra private storage accompanies this property to store your bike or anything else you may need. The location is perfect, only a few minutes to Downtown Naples and its world renowned beaches, plus easy access to exceptional dining, shopping and entertainment options. Pet-friendly, rental-friendly and without age restrictions, this condo presents an excellent investment opportunity or seasonal retreat. While other units may be available in the community, this beautifully updated corner residence truly stands out—one you must see in person to fully appreciate.
Property details
- Type
- Condominium
- Year built
- 1988
- Interior
- 1,246 sqft
- Lot size
- Not specified
- Acreage
- Not specified
- Garage
- None
- Days on market
- 118
- Total association fees
- $7,680/yr (~$640/mo)
- CDD
- None
- Est. taxes (1.4%)
- $3,360/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
- 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 12 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 |
|---|---|---|---|---|---|
| 4040 Ice Castle Way 2807 | Jan 2026 | $220,000 | 2/2 | 1,246 | $177 |
| 4021 Ice Castle Way 3407 | Mar 2026 | $230,000 | 2/2 | 1,246 | $185 |
| 4220 Looking Glass Lane 4302 | Feb 2026 | $232,500 | 2/2 | 1,246 | $187 |
| 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 |
| 4000 Ice Castle Way 2601 | Mar 2026 | $260,000 | 2/2 | 1,246 | $209 |
| Average | 6 comps | $245,067 | $197 |
Market trends, Winterpark
Live community medians from the MLS · see all listings. Indicative, not an appraisal.
Price & status history
Down $19,900 (7.7%) from the original list price.
| Jul 1, 2026 | Price reducedfrom $259,900 | $240,000 |
| Mar 5, 2026 | Listed | $259,900 |
The good, the trade-offs & the location
- Built 1988 — 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.