#A4650298, Ann Martin, Listing office: MICHAEL SAUNDERS & COMPANY
$2,600,000 List price
4 Winslow Pl Longboat Key, FL 34228
4 beds
3 full
3,288 sqft
0.3 acres
$791 / sqft
House
Property details
About 4 Winslow Pl
Welcome to an extraordinary coastal retreat in the coveted enclave of Buttonwood Harbor on Longboat Key. Completely renovated and impeccably maintained, this stunning residence offers unobstructed views of Cranes Bayou stretching out to Sarasota Bay—boasting deep sailboat water, direct bay access, and an unmatched setting for waterfront living. Tucked away on a private, tree-lined street, this 3-bedroom, 2-bath home sits on a generous 0.31 acres with an ideal southern exposure and is just two blocks from the white sands of the Gulf of Mexico. Inside, a spacious open-concept floor plan welcomes you with soaring ceilings, walls of glass framing the view, and a sleek chef’s kitchen appointed with top-of-the-line Thermador appliances. Ideal for entertaining, the seamless indoor-outdoor flow makes gatherings effortless and elegant. Each bedroom is generously sized, offering comfort and privacy for family or guests. Peace of mind comes standard with this property, thanks to custom whole-house flood barriers, a brand new 2025 metal roof, a dual-zone HVAC system (Trane & York), and a 24kW whole house generator ready to power your oasis. Recent upgrades include new LG washer/dryer units, a new pool heater, and impact-rated doors and windows throughout. Lounge by the sparkling heated pool or unwind on the expansive patio while taking in the rhythmic sound of sailboats gliding by. A private dock with a 7,500-lb boat lift invites you to launch directly into adventure, making this a true boater’s dream. With a short stroll to beach access and proximity to the shops and dining of Bay Isles Plaza, Harry's, Lazy Lobster, and the world-renowned St. Armands Circle—every day here feels like a resort escape. This is your chance to own a slice of paradise in one of Longboat Key’s most desirable neighborhoods—just minutes from downtown Sarasota’s cultural gems, yet worlds away in tranquility.
Highlights
Home typeSingle Family Residence
HeatingCentral
StatusActive
CoolingCentral Air
Size3,288 sqft
Lot size0.31 Acres
Year built1963
ParkingDriveway, Garage Door Opener
MLS #A4655347
Attached garage2 spaces
WaterfrontBayou
ViewWater
Private poolYes
Summary
- Full Bathrooms: 3
- Appliances: Convection Oven, Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
- Flooring Type: Tile
- Interior: Ceiling Fans(s), Dry Bar, Kitchen/Family Room Combo, L Dining, Living Room/Dining Room Combo, Open Floorplan, Solid Wood Cabinets, Split Bedroom, Stone Counters, Tray Ceiling(s), Walk-In Closet(s), Window Treatments
- Total Bedroom Count: 4
- Garage Space: 2 spaces
- Attached Garage: Yes
- Private Pool: Yes
- Parking: Driveway, Garage Door Opener
- Waterfront: Bayou
- View: Water
- Exterior: French Doors, Hurricane Shutters, Lighting
- Architectural Style: Contemporary, Florida
- Heating: Central
- Cooling: Central Air
- List Price: $2,600,000
- Price/SqFt: $790
- HOA Amount: $1200 Annually
- Annual Tax Amount: $19,002
- Tax Year: 2023
- Lot: Flood Zone, City Lot, Level, Near Public Transit, Oversized Lot, Paved
- Directions: Gulf of Mexico Drive to east on Buttonwood Dr, take 1st left, Winslow Place.
- Year Built: 1963
- Living Area: 3,288 SqFt
- Lot Size: 0.31 Acres
- MLS Number: A4655347
- MLS Name: MFRMLS
- Office Name: COLDWELL BANKER REALTY
- Office Phone: (941) 383-6411
- Listing Agent: Kaisen Mitchell
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Last updated on: 7/25/2025, 11:49:27 PM 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 |
|---|---|---|
| May 09, 2019 | Home Sold | $1,075,000 |
| Jun 13, 2014 | Home Sold | $900,000 |
| Feb 02, 2004 | Home Sold | $770,500 |
Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2023 | $1,634,700 | $19,002 |
| 2022 | $1,470,000 | $17,462 |
| 2021 | $991,400 | $17,462 |
| 2020 | $863,900 | $14,413 |
| 2019 | $807,800 | $12,124 |
| 2018 | $903,300 | $13,498 |
| 2017 | $905,100 | $12,983 |
History based on county public records data.
Nearby schools
4
Bayshore Elementary School
Public District PK-5
4.7 mi
•6120 26th St W
7
Bay Haven School of Basics Plus
Public Magnet KG-5
4.9 mi
•2901 W Tamiami Cir
7
Florine J. Abel Elementary School
Public District PK-5
5.5 mi
•7100 Madonna Pl
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 $110,119. The most common annual income of people living in Longboat Key, FL is between $35k-100k. The majority of families are married, no kids. Typical level of education for residents in this area is post secondary degree.
How much money do the neighbors make?
13%
<35k
32%
35k-100k
31%
100k-200k
24%
200k+
What level of education do the neighbors have?
High School Diploma
Post Secondary Degree
Masters Degree
Doctorate
What types of families live nearby?
37%
Single, No Kids
1%
Single, with Kids
61%
Married, No Kids
1%
Married, with Kids
Are the neighbors home owners or renters?
Home Owners
Renters
How old are people in this area?
1%
<11 yrs old
1%
12-17 yrs old
1%
18-34 yrs old
28%
35-64 yrs old
69%
65+ yrs old
What do the neighbors do for fun?
Men's Tennis
PGA/LPGA
Hiking/backpacking
Where do the neighbors shop?
Bloomingdales
Stein Mart
Chico's
Where do the neighbors go to eat?
Bonefish Grill
Chipotle
California Pizza Kitchen
What do the neighbors drive?
Lexus
Lincoln
Cadillac
What do the neighbors listen to?
News
Classical
Rock
All data provided by Home Junction and Claritas
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Frequently asked questions
About 4 Winslow Pl
The listing price of 4 Winslow Pl property is $2,600,000.
The property 4 Winslow Pl is a house located in Longboat Key, Florida, 34228.
Active Listing: 4 Winslow Pl is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 4 Winslow Pl are: Bayshore Elementary School (GreatSchools Rating 4/10), Bay Haven School of Basics Plus (GreatSchools Rating 7/10), Florine J. Abel Elementary School (GreatSchools Rating 7/10), Electra Arcotte Lee Middle School (GreatSchools Rating 2/10), Sarasota School of Arts/Sciences (GreatSchools Rating 8/10), Booker Middle School (GreatSchools Rating 3/10), State College of Florida Collegiate School (GreatSchools Rating 10/10), Bayshore High School (GreatSchools Rating 2/10), Booker High School (GreatSchools Rating 3/10).
According to the records, the last property tax for 2023 is $19,002 (source: MLS/based on county public records data).
The last sale was on May 9, 2019 for $1,075,000 (source: MLS/tax record).
The property at 4 Winslow Pl has 4 bedrooms and 3 bathrooms.
The property 4 Winslow Pl is 3,288 SqFt (source: MLS/tax record).
The year of construction for 4 Winslow Pl is 1963.
This home is located at 4 Winslow Pl in Longboat Key, FL and zip code 34228. This 3,288 square foot home, which was built in 1963, sits on a 0.31 acre lot. Features: 4 bedrooms, 3 bathrooms. It has been listed on Rocket Homes since June 10, 2025 and is currently priced at $2,600,000.
Longboat Key, FL housing market in June 2025 saw over 1 listings sold above listed price, more than 4 sold at listed price and over 32 sold below. Between May and June 2025, Longboat Key, FL real estate market has seen decrease in the number of listings by 5%. The median list price of listings available in June 2025 was $1,250,000, while the average time on the real estate market was 74 days.
From Rocket Homes Real Estate and based on county public records data.