$284,900
2 Bed Condominium for Sale in Winterpark
4150 Looking Glass Lane 3903, Naples, FL, 34112
About this home
Welcome to Winterpark, one of Naples most sought-after communities just minutes from downtown and the pristine Gulf beaches. This beautifully updated 2-bedroom, 2-bath 1st floor condo offers a perfect blend of modern style and effortless Florida living. Step inside to an open, light-filled layout designed for both comfort and entertaining. Darkwood accents & cabinetry in the kitchen and breakfast bar, custom tile work and exquisite finishes throughout. Enjoy your morning coffee or unwind in the evening on the spacious lanai, a perfect private retreat with a relaxing, tropical feel. Winterpark is known for its resort-style amenities, including one of the largest pools in Naples, newly updated pickleball and tennis courts, and a vibrant, active social atmosphere. Surrounded by lush green spaces and charming scenery, the community captures the essence of classic Florida living. Ideally located just minutes from 5th Avenue South, Olde Naples, shopping, dining, and the beach, this property is perfect as a full-time residence, seasonal getaway, or investment opportunity. Come experience it for yourself—this one won’t last.
Property details
- Type
- Condominium
- Year built
- 1988
- Interior
- 1,246 sqft
- Lot size
- Not specified
- Acreage
- Not specified
- Garage
- None
- Days on market
- 0
- Total association fees
- $6,400/yr (~$533/mo)
- CDD
- None
- Est. taxes (1.4%)
- $3,989/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
- Not specified
- 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 8 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 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 |
| 191 Round Key Circle D2 | Jun 2026 | $252,000 | 2/2 | 1,246 | $202 |
| 4779 Lakewood Boulevard H1 | Jul 2026 | $297,000 | 3/2 | 1,442 | $206 |
| 1814 Kings Lake Boulevard 203 | May 2026 | $265,000 | 2/2 | 1,312 | $202 |
| Average | 6 comps | $266,983 | $207 |
Market trends, Winterpark
Live community medians from the MLS · see all listings. Indicative, not an appraisal.
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.