$209,000
2 Bed Condominium for Sale in Winterpark
4200 Looking Glass Lane 4204, Naples, FL, 34112
About this home
Welcome home to this beautifully maintained Winter Park condo offering over 1,200 square feet of comfortable living space with peaceful green space views. This spacious residence features 2 bedrooms and 2 bathrooms, providing an ideal layout for both everyday living and entertaining. Enjoy the resort-style community with exceptional amenities, including a sparkling resort swimming pool, pickleball and tennis courts, bocce ball, scenic walking trails, and a variety of organized social activities. Recent major improvements include a newer A/C system and roof, offering added value and peace of mind. The monthly condo fee covers water, sewer, exterior insurance, exterior maintenance, cable service, landscaping, and full access to all community amenities, helping simplify ownership. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this property offers flexibility with both short-term and annual rentals permitted, subject to community restrictions.
Property details
- Type
- Condominium
- Year built
- 1989
- Interior
- 1,246 sqft
- Lot size
- Not specified
- Acreage
- Not specified
- Garage
- None
- Days on market
- 180
- Total association fees
- $6,400/yr (~$533/mo)
- CDD
- None
- Est. taxes (1.4%)
- $2,926/yr
- Flood zone (area est.)
- Yes · High risk (AE)
- Storm protection
- None listed
- Exposure
- Southwest
- 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
Flood risk shown is an area-level estimate and can differ from a specific unit's actual FEMA designation (which varies by structure and elevation). Look up this address on the FEMA Flood Map and verify with a licensed insurance agent before relying on it.
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 |
|---|---|---|---|---|---|
| 4220 Looking Glass Lane 4302 | Feb 2026 | $232,500 | 2/2 | 1,246 | $187 |
| 4250 Jack Frost Court 4505 | Jun 2026 | $252,900 | 2/2 | 1,246 | $203 |
| 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 |
| 1826 Kings Lake Boulevard 203 | Mar 2026 | $220,000 | 2/2 | 1,312 | $168 |
| 4001 Ice Castle Way 3602 | Aug 2025 | $207,000 | 2/2 | 1,246 | $166 |
| Average | 6 comps | $227,067 | $181 |
Market trends, Winterpark
Live community medians from the MLS · see all listings. Indicative, not an appraisal.
Price & status history
Down $30,900 (12.9%) from the original list price.
| Aug 26, 2026 | Price reducedfrom $225,000 | $209,000 |
| Feb 27, 2026 | Listed | $239,900 |
The good, the trade-offs & the location
- Built 1989 — pre-2002 construction may carry older wind codes and higher insurance
- In a higher-risk flood zone (AE) — flood insurance likely required
- 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.