Winterpark
Fast Facts
Location
South Naples
Community Type
Ordinary
Building Types
Condominiums
Properties Built
1985 – 1990
Pets Allowed
Yes
Community Rating
Amenities
| Level: | Low |
| Onsite: | Community Pool Food & Beverage Golf Gym Pickleball Spa Tennis |
Listings
Currently Available
22
Past Year Sold
19
Average Days on Market
154
Financials
Current Pricing
$220k – $349k
Total Annual Fees
$5k – $8k
Total One-Time Fees
$125 – $150
Past 6 Months – Sold Price Range
$185k – $275k
Past 6 Months – Sold Price / Sq. Ft. Range
$148 – $221
Past 18 Months – Sold
All Currently Available Properties
in Winterpark
Updated: 03/25/2026 at 10:11 AM
$284,900
2 Bed
2 Bath
1,246 sq. ft.
Built: 1988
Days on Site: 1
Winterpark
Naples
$295,000
2 Bed
2 Bath
1,234 sq. ft.
Built: 1987
Days on Site: 4
Winterpark
Naples
$250,000
2 Bed
2 Bath
1,246 sq. ft.
Built: 1986
Days on Site: 6
Winterpark
Naples
$335,000
2 Bed
2 Bath
1,246 sq. ft.
Built: 1986
Days on Site: 12
Winterpark
Naples
$230,000
2 Bed
2 Bath
1,246 sq. ft.
Built: 1988
Days on Site: 19
Winterpark
Naples
$259,900
2 Bed
2 Bath
1,246 sq. ft.
Built: 1988
Days on Site: 20
Winterpark
Naples
$310,000
2 Bed
2 Bath
1,246 sq. ft.
Built: 1987
Days on Site: 26
Winterpark
Naples
$235,000
2 Bed
2 Bath
1,246 sq. ft.
Built: 1989
Days on Site: 26
Winterpark
Naples
$265,000
2 Bed
2 Bath
1,246 sq. ft.
Built: 1987
Days on Site: 39
Winterpark
Naples
$249,000
2 Bed
2 Bath
1,246 sq. ft.
Built: 1988
Days on Site: 41
Winterpark
Naples
$349,000
2 Bed
2 Bath
1,246 sq. ft.
Built: 1989
Days on Site: 48
Winterpark
Naples
$254,900
2 Bed
2 Bath
1,300 sq. ft.
Built: 1985
Days on Site: 50
Winterpark
Naples
$270,000
2 Bed
2 Bath
1,246 sq. ft.
Built: 1986
Days on Site: 104
Winterpark
Naples
$225,000
2 Bed
2 Bath
1,246 sq. ft.
Built: 1989
Days on Site: 133
Winterpark
Naples
$220,000
2 Bed
2 Bath
1,246 sq. ft.
Built: 1986
Days on Site: 147
Winterpark
Naples
$239,000
2 Bed
2 Bath
1,246 sq. ft.
Built: 1986
Days on Site: 151
Winterpark
Naples
$269,000
2 Bed
2 Bath
1,234 sq. ft.
Built: 1987
Days on Site: 167
Winterpark
Naples
$284,900
2 Bed
2 Bath
1,246 sq. ft.
Built: 1987
Days on Site: 196
Winterpark
Naples
$229,000
2 Bed
2 Bath
1,246 sq. ft.
Built: 1989
Days on Site: 206
Winterpark
Naples
$260,000
2 Bed
2 Bath
1,246 sq. ft.
Built: 1987
Days on Site: 292
Winterpark
Naples
$299,000
2 Bed
2 Bath
1,246 sq. ft.
Built: 1986
Days on Site: 299
Winterpark
Naples
$309,900
2 Bed
2 Bath
1,200 sq. ft.
Built: 1986
Days on Site: 342
Winterpark
Naples
The data relating to real estate for sale displayed on this Website comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc., under License No. SL3295589. Properties listed with brokerage firms other than Premiere Plus Realty Company are marked with the “BR House” logo. Detailed information about such properties includes the name of the listing broker. The properties displayed may not be all the properties listed with brokerage firms participating in the M.L.S. of Naples, Inc. BR Program, or contained in the database compilation of the M.L.S. of Naples, Inc.
Some properties that appear for sale on this limited electronic display may no longer be available. For the most current information, contact Jeffrey Waldman, Premiere Plus Realty Company here.
Destinations, Distances & ETAs
| Name | Miles | ETA |
|---|---|---|
| Naples Municipal Beach and Pier | 3.9 mi | 15 min |
| Lowdermilk Park | 4.7 mi | 16 min |
| Via Miramar Beach | 7.3 mi | 21 min |
| Clam Pass Park | 8.6 mi | 24 min |
| Vanderbilt Beach Park | 12 mi | 29 min |
| Pelican Bay Beach (Private) | 12.6 mi | 35 min |
| Tigertail Beach Park | 16.9 mi | 38 min |
| Delnor-Wiggins Pass State Park | 18.1 mi | 34 min |
| Barefoot Beach Preserve | 22.8 mi | 39 min |
| Bonita Beach | 23 mi | 39 min |
| Name | Miles | ETA |
|---|---|---|
| 5th Avenue South | 2.6 mi | 8 min |
| Third Street South | 3.8 mi | 15 min |
| Coastland Mall | 5.2 mi | 16 min |
| Venetian Village | 7.4 mi | 21 min |
| Waterside Shops | 8.1 mi | 22 min |
| Galleria Shoppes at Vanderbilt | 9.4 mi | 25 min |
| Mercato | 11 mi | 27 min |
| Miromar Outlets | 25 mi | 39 min |
| Coconut Point | 28.2 mi | 40 min |
| Gulf Coast Town Center | 29.1 mi | 39 min |
| Name | Miles | ETA |
|---|---|---|
| Gulfshore Playhouse | 2.7 mi | 8 min |
| Sugden Community Theatre | 2.8 mi | 12 min |
| Artis-Naples | 8.4 mi | 22 min |
| Music & Arts Community Center | 34.2 mi | 47 min |
| Barbara B. Mann Performing Arts Hall | 38.5 mi | 61 min |
| Name | Miles | ETA |
|---|---|---|
| Naples Comprehensive Health (NCH Baker Downtown) | 3.4 mi | 13 min |
| Physicians Regional (Collier Blvd.) | 7 mi | 16 min |
| Physicians Regional (Pine Ridge Rd.) | 9.1 mi | 21 min |
| Naples Comprehensive Health (North Naples Hospital) | 15.8 mi | 29 min |
| Name | Miles | ETA |
|---|---|---|
| Naples Airport (APF) | 2 mi | 9 min |
| Marco Island Executive Airport (MKY) | 13.5 mi | 31 min |
| SW Florida Int'l (RSW) | 35.6 mi | 45 min |
| Name | Miles | ETA |
|---|---|---|
| Sugden Regional Park | 2 mi | 8 min |
| Baker Park | 2.8 mi | 9 min |
| Cambier Park | 3.1 mi | 11 min |
| Naples Botanical Garden | 3.2 mi | 9 min |
| Gordon River Greenway | 4 mi | 13 min |
| Naples Zoo | 4.3 mi | 16 min |
| Fred W. Coyle Freedom Park | 4.5 mi | 13 min |
| Paradise Coast Sports Complex | 7.1 mi | 17 min |
| North Collier Regional Park | 10 mi | 27 min |
| Big Corkscrew Island Regional Park | 24.3 mi | 42 min |
Please flip your mobile to landscape view or use a device with a larger screen to see these destinations mapped.
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