One or more photo(s) has been virtually staged, AI generated or rendered. Charming second-floor 2-bedroom, 2-bath condominium located in the highly desirable Winterpark community, specifically within Winterpark VIII, which offers the lowest HOA fees in the neighborhood. Ideally positioned for convenient access to the vibrant downtown Naples area, this residence is set within a beautifully maintained, amenity-rich environment featuring a resort-style pool, clubhouse, scenic walking paths, bocce courts, pickleball, and tennis. This move-in-ready property presents an exceptional opportunity for a variety of lifestyles in beautiful Southwest Florida.
For sale
$275,000
4230 Jack Frost CT #4402, NAPLES, FL 34112
2beds
1,246sqft
Condominium
Built in 1989
-- sqft lot
$259,300 Zestimate®
$221/sqft
$487/mo HOA
What's special
Resort-style poolBocce courtsScenic walking paths
- 80 days |
- 81 |
- 3 |
Zillow last checked:
Listing updated:
Listed by:
Ben Hood 325-668-1332,
Keller Williams Elite Realty
Source: SWFLMLS,MLS#: 226016628
Originating MLS: Naples
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Rooms
- Room types: Screened Lanai/Porch, 2 Bed
Dining room
- Features: Breakfast Bar, Dining - Living, Eat-in Kitchen
Heating
- Central
Cooling
- Ceiling Fan(s), Central Air
Appliances
- Included: Electric Cooktop, Dishwasher, Disposal, Double Oven, Dryer, Freezer, Microwave, Range, Refrigerator, Refrigerator/Icemaker, Self Cleaning Oven, Washer
- Laundry: Washer/Dryer Hookup
Features
- Cathedral Ceiling(s), Vaulted Ceiling(s), Walk-In Closet(s), Window Coverings, Screened Lanai/Porch
- Flooring: Laminate, Tile
- Windows: Window Coverings
- Has fireplace: No
Interior area
- Total structure area: 1,246
- Total interior livable area: 1,246 sqft
Property
Features
- Levels: Two
- Stories: 1
- Patio & porch: Screened Lanai/Porch
- Pool features: Community
- Has view: Yes
- View description: Partial Buildings
- Waterfront features: None
Details
- Additional structures: Tennis Court(s)
- Parcel number: 63756250206
Construction
Type & style
- Home type: Condo
- Property subtype: Condominium
Materials
- Block, Stucco
- Foundation: Concrete Block
- Roof: Shingle
Condition
- New construction: No
- Year built: 1989
Utilities & green energy
- Water: Central
Community & HOA
Community
- Features: Clubhouse, Pool, Sidewalks, Tennis Court(s), Condo/Hotel, Non-Gated
- Security: Smoke Detector(s)
- Subdivision: WINTERPARK
HOA
- Has HOA: Yes
- Amenities included: Bocce Court, Clubhouse, Pool, Community Room, Pickleball, Sidewalk, Tennis Court(s)
- HOA fee: $5,840 annually
Location
- Region: Naples
Financial & listing details
- Price per square foot: $221/sqft
- Tax assessed value: $211,312
- Annual tax amount: $2,125
- Date on market: 4/23/2026
- Lease term: Buyer Finance/Cash,Consider 1st Mortgage,FHA,VA
- Road surface type: Paved
Estimated market value
Zestimate®
$259,300
Estimated sales range
$246,000 - $272,000
Rent Zestimate®
$2,762/mo
Price history
| Date | Event | Price |
|---|---|---|
| 4/23/2026 | Listed for sale | $275,000+120%$221/sqft |
Source: | ||
| 4/1/2025 | Listing removed | $1,900$2/sqft |
Source: NABOR FL #224088961 Report a problem | ||
| 2/27/2025 | Price change | $1,900-5%$2/sqft |
Source: NABOR FL #224088961 Report a problem | ||
| 12/30/2024 | Price change | $2,000-4.8%$2/sqft |
Source: NABOR FL #224088961 Report a problem | ||
| 11/20/2024 | Listed for rent | $2,100$2/sqft |
Source: NABOR FL #224088961 Report a problem | ||
| 10/19/2024 | Listing removed | $2,100$2/sqft |
Source: NABOR FL #224023927 Report a problem | ||
| 7/7/2024 | Listed for rent | $2,100$2/sqft |
Source: NABOR FL #224023927 Report a problem | ||
| 6/27/2024 | Listing removed | -- |
Source: NABOR FL #224023927 Report a problem | ||
| 6/18/2024 | Price change | $2,100-4.5%$2/sqft |
Source: NABOR FL #224023927 Report a problem | ||
| 5/9/2024 | Price change | $2,200-8.3%$2/sqft |
Source: NABOR FL #224023927 Report a problem | ||
| 4/29/2024 | Price change | $2,400-4%$2/sqft |
Source: NABOR FL #224023927 Report a problem | ||
| 4/1/2024 | Price change | $2,500-7.4%$2/sqft |
Source: NABOR FL #224023927 Report a problem | ||
| 3/14/2024 | Listed for rent | $2,700+12.5%$2/sqft |
Source: NABOR FL #224023927 Report a problem | ||
| 1/1/2024 | Listing removed | -- |
Source: NABOR FL #223074153 Report a problem | ||
| 10/9/2023 | Listed for rent | $2,400+71.4%$2/sqft |
Source: NABOR FL #223074153 Report a problem | ||
| 3/12/2020 | Listing removed | $1,400$1/sqft |
Source: MVP Realty Associates LLC #220012577 Report a problem | ||
| 2/15/2020 | Listed for rent | $1,400$1/sqft |
Source: MVP Realty Associates LLC #220012577 Report a problem | ||
| 10/10/2017 | Sold | $125,000-3.1%$100/sqft |
Source: Public Record Report a problem | ||
| 8/20/2017 | Price change | $129,000-4.4%$104/sqft |
Source: Amerivest Realty #216035811 Report a problem | ||
| 7/25/2017 | Price change | $135,000-3.5%$108/sqft |
Source: Amerivest Realty #216035811 Report a problem | ||
| 7/17/2017 | Price change | $139,900-6.7%$112/sqft |
Source: Amerivest Realty #216035811 Report a problem | ||
| 7/6/2017 | Listed for sale | $149,900$120/sqft |
Source: Amerivest Realty #216035811 Report a problem | ||
| 5/12/2017 | Listing removed | $149,900$120/sqft |
Source: Amerivest Realty #216035811 Report a problem | ||
| 5/2/2017 | Price change | $149,900-1.3%$120/sqft |
Source: Amerivest Realty #216035811 Report a problem | ||
| 3/10/2017 | Listed for sale | $151,900+38.1%$122/sqft |
Source: Amerivest Realty #216035811 Report a problem | ||
| 5/7/2014 | Sold | $110,000$88/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $2,126 +8.2% | $196,277 +10% |
| 2024 | $1,966 +1.2% | $178,434 +10% |
| 2023 | $1,942 +10% | $162,213 +10% |
| 2022 | $1,765 +15.3% | $147,466 +10% |
| 2021 | $1,531 +5.9% | $134,060 +4.9% |
| 2020 | $1,446 +1.3% | $127,830 +2% |
| 2019 | $1,428 +5.4% | $125,338 +5.2% |
| 2018 | $1,354 | $119,108 +16.9% |
| 2017 | $1,354 +9.5% | $101,886 +10% |
| 2016 | $1,237 +13.4% | $92,624 +10% |
| 2015 | $1,091 +11% | $84,204 +19.4% |
| 2014 | $983 +149.7% | $70,498 +182% |
| 2013 | $394 -0.5% | $25,000 |
| 2012 | $396 -3% | $25,000 |
| 2011 | $408 +6.4% | $25,000 |
| 2010 | $383 +7.2% | $25,000 |
| 2009 | $357 | $25,000 -62.4% |
| 2008 | $357 -24.4% | $66,520 +3% |
| 2007 | $473 -1% | $64,583 +2.5% |
| 2006 | $478 | $63,008 +3% |
| 2005 | $478 +4.3% | $61,173 +3% |
| 2004 | $458 +1% | $59,391 +1.9% |
| 2003 | $453 +3% | $58,284 +2.4% |
| 2002 | $440 -49.5% | $56,918 +1.6% |
| 2001 | $873 +13.5% | $56,022 |
| 2000 | $769 | -- |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Principal & interest
$1,547Mortgage insurance
$0Property taxes
$170Home insurance
$105HOA fees
$0Utilities
Not includedAll calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 34112
Nearby schools
GreatSchools rating
- 8/10Shadowlawn Elementary SchoolGrades: PK-5Distance: 1.2 mi
- 8/10East Naples Middle SchoolGrades: 6-8Distance: 0.5 mi
- 6/10Naples High SchoolGrades: PK,9-12Distance: 3.6 mi
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