$299,000
2 Bed 2 Bath Condominium for Sale in WINTERPARK, FL
4220 Looking Glass Lane 4304, Naples, FL, 34112
About this home
THIS WINTERPARK VIII ASSOC CONDO HAS LOWEST HOA FEES IN WINTERPARK + INCLUDES FLOOD INSURANCE!!! Perfectly positioned with easy access to downtown Naples and area beaches, this 2B/2BA unit is ideal for buyers looking to downsize or escape the harsh winters up north. The completely remodeled open floor plan features a custom-built wall unit in living room with lots of storage, (2023) HVAC unit, vaulted ceiling, smart thermostat and modern updates with an inspiring crisp/clean grey & white interior color palette throughout to compliment the wood-like plank tile flooring. Kitchen boasts sleek white + charcoal Euro-style cabinets, glass tile backsplash, dramatic quartz waterfall counter w/ bar seating and stainless-steel appliances. Both baths have been modernized as well. The primary ensuite also features Euro-style sleek cabinetry, 3" thick counters, dual sinks & showerheads. Guest bath has stunning white vanity with glass countertop, decorative tile, jetted tub w/ rain showerhead and bluetooth fan. In addition, this bright and sunny second floor unit offers a screened outdoor patio to relax and unwind with a book or favorite beverage. Pet friendly and great resort-style amenities including large community pool, bocce, shuffleboard, pickleball and tennis courts. Truly a coastal get-a-way you'll love coming home to.
Property details
- Type
- Condominium
- Year built
- 1989
- Interior
- 1,246 sqft
- Lot size
- Not specified
- Acreage
- Not specified
- Garage
- None
- Days on market
- 136
- Total association fees
- $5,440/yr (~$453/mo)
- CDD
- None
- Est. taxes (1.4%)
- $4,186/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 14 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 |
|---|---|---|---|---|---|
| 4000 Ice Castle Way 2601 | Mar 2026 | $260,000 | 2/2 | 1,246 | $209 |
| 1814 Kings Lake Boulevard 203 | May 2026 | $265,000 | 2/2 | 1,312 | $202 |
| 3066 Kings Lake Boulevard 7513 | Feb 2026 | $300,000 | 2/2 | 1,090 | $275 |
| 2106 Tama Circle 102 | Jul 2025 | $328,000 | 2/2 | 1,368 | $240 |
| 2918 Kings Lake Boulevard 2918 | Aug 2025 | $300,000 | 2/2 | 1,048 | $286 |
| 2670 Kings Lake Boulevard 7-204 | Oct 2025 | $257,500 | 2/2 | 1,060 | $243 |
| Average | 6 comps | $285,083 | $243 |
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 $44,000 (13.8%) from the original list price.
| Nov 7, 2025 | Sold | $275,000 |
| Sep 19, 2025 | Price reducedfrom $305,000 | $299,000 |
| Jun 6, 2025 | Listed | $319,000 |
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.