#A4635320, Peggy Wellman, Listing office: MICHAEL SAUNDERS & COMPANY
$569,900 List price
5222 Winding Way Sarasota, FL 34242
2 beds
2 full
1,137 sqft
0.1 acres
$501 / sqft
House
Property details
About 5222 Winding Way
Opportunity knocking loudly! Here it is the least expensive pool home on Siesta Key. You will approach under a charming, canopy lined street. This 2BR/2BA is ready for someone to put their finishing touches on it after hurricane damage. Walls have been removed from 4 ft down, kitchen cabinets and counter removed. Nice Crown molding. Electrical was rewired and raised. Replumbed in 2020. Tankless water heater is 1 year old. A/C was new in 2023. Ductwork was replaced. Great Lap pool has new pool pump. Roof was patched and not leaking. This fabulous quiet location is a half a mile to the #1 Siesta Key Beach, this is your new place in the sun. Island living at its best.
Highlights
Home typeSingle Family Residence
HeatingCentral, Electric
StatusActive
CoolingCentral Air
Size1,137 sqft
Lot size0.14 Acres
Year built1963
MLS #A4659769
Private poolYes
Summary
- Full Bathrooms: 2
- Appliances: Microwave
- Flooring Type: Tile
- Interior: Crown Molding, Thermostat
- Total Bedroom Count: 2
- Private Pool: Yes
- Exterior: Private Mailbox, Sliding Doors
- Architectural Style: Patio Home, Ranch
- Heating: Central, Electric
- Cooling: Central Air
- List Price: $569,900
- Price/SqFt: $501
- HOA Amount: $414 Annually
- Annual Tax Amount: $3,348
- Tax Year: 2023
- Lot: Flood Zone, Paved
- Directions: Midnight Pass Rd to West on Winding Way (just north of St. Michaels church) go right.
- Year Built: 1963
- Stories: 1
- Living Area: 1,137 SqFt
- Lot Size: 0.14 Acres
- MLS Number: A4659769
- MLS Name: MFRMLS
- Office Name: MICHAEL SAUNDERS & COMPANY
- Office Phone: (941) 966-8000
- Listing Agent: Bob Moffatt
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Copyright 2025 My Florida Regional Multiple Listing Service DBA Stellar MLS. The real estate listing data marked with this icon comes from the IDX program of the Stellar MLS system. All information provided is deemed reliable but is not guaranteed and should be independently verified. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided exclusively for consumers’ personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Properties displayed may be listed or sold by various participants in the MLS.
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Last updated on: 7/31/2025, 8:34:31 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Price information
Property sales
| Date | Event | Price |
|---|---|---|
| Jun 24, 2010 | Home Sold | $232,000 |
| Dec 16, 2004 | Home Sold | $460,000 |
Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2023 | $280,502 | $3,348 |
| 2022 | $272,332 | $3,239 |
| 2021 | $264,400 | $3,239 |
| 2020 | $224,200 | $3,226 |
| 2019 | $270,700 | $3,755 |
| 2018 | $304,500 | $4,156 |
| 2017 | $295,100 | $4,104 |
History based on county public records data.
Nearby schools
8
Phillippi Shores Elementary School
Public Magnet PK-5
1.5 mi
•4747 S Tamiami Trl
10
Southside Elementary School
Public District PK-5
2.5 mi
•1901 Webber St
7
Gulf Gate Elementary School
Public District PK-5
2.7 mi
•6500 S Lockwood Ridge Rd
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $109,115. Typical income of Sarasota, FL residents is between $100k-200k annually. The most common type of family is married, no kids. Residents of this area typically have post secondary degree education.
How much money do the neighbors make?
14%
<35k
29%
35k-100k
38%
100k-200k
19%
200k+
What level of education do the neighbors have?
High School Diploma
Post Secondary Degree
Masters Degree
What types of families live nearby?
40%
Single, No Kids
4%
Single, with Kids
42%
Married, No Kids
14%
Married, with Kids
Are the neighbors home owners or renters?
Home Owners
Renters
How old are people in this area?
8%
<11 yrs old
6%
12-17 yrs old
8%
18-34 yrs old
44%
35-64 yrs old
34%
65+ yrs old
What do the neighbors do for fun?
Men's Tennis
Hiking/backpacking
PGA/LPGA
Where do the neighbors shop?
Bloomingdales
Nordstrom Rack
Chico's
Where do the neighbors go to eat?
Bonefish Grill
Chipotle
California Pizza Kitchen
What do the neighbors drive?
Lexus
Mazda
Cadillac
What do the neighbors listen to?
News
Rock
Classical
All data provided by Home Junction and Claritas
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Frequently asked questions
About 5222 Winding Way
The listing price of 5222 Winding Way property is $569,900.
The property 5222 Winding Way is a house located in Sarasota, Florida, 34242.
Active Listing: 5222 Winding Way is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 5222 Winding Way are: Phillippi Shores Elementary School (GreatSchools Rating 8/10), Southside Elementary School (GreatSchools Rating 10/10), Gulf Gate Elementary School (GreatSchools Rating 7/10), Brookside Middle School (GreatSchools Rating 6/10), Suncoast School for Innovative Studies (GreatSchools Rating 5/10), Imagine School at Palmer Ranch (GreatSchools Rating 5/10), Sarasota Virtual Instruction Program (GreatSchools Rating 6/10), Riverview High School (GreatSchools Rating 6/10), Suncoast Polytechnical High School (GreatSchools Rating 9/10).
According to the records, the last property tax for 2023 is $3,348 (source: MLS/based on county public records data).
The last sale was on June 24, 2010 for $232,000 (source: MLS/tax record).
The property at 5222 Winding Way has 2 bedrooms and 2 bathrooms.
The property 5222 Winding Way is 1,137 SqFt (source: MLS/tax record).
The year of construction for 5222 Winding Way is 1963.
This home is located at 5222 Winding Way in Sarasota, FL and zip code 34242 in the Siesta Key neighborhood. This 1,137 square foot home, which was built in 1963, sits on a 0.14 acre lot. Features: 2 bedrooms, 2 bathrooms. It has been listed on Rocket Homes since July 28, 2025 and is currently priced at $569,900.
In June 2025, from all listings sold in Sarasota, FL there were more than 23 sold above asking price, over 364 sold below and more than 51 were sold right at the asked price. Between May and June 2025, Sarasota, FL real estate market has seen decrease in the number of listings by 2%. Listings spent 72 days on the market in June 2025, and had a median list price of $495,118 during the same period.
From Rocket Homes Real Estate and based on county public records data.