4 Winslow Pl, Longboat Key, FL 34228
$2,600,000
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Home Description
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.
- MLS #: A4655347
- Address: 4 Winslow Pl
- Levels: Two
- City: Longboat Key
- Zip: 34228
- County: Sarasota
- Community Features: Deed Restrictions
- Elementary School: Southside Elementary
- Middle School: Booker Middle
- High School: Booker High
- Private Pool: True
- Pool Features: Gunite,Heated,Screen Enclosure
- Water View: Bay/Harbor - Full,Bayou,Intracoastal Waterway
- Water Name: CRANES BAYOU
- Water Frontage: Bayou
- Water Feet: 65
- Water Extras: Lift,Sailboat Water,Seawall - Concrete
- Water Access: Bayou,Beach,Intracoastal Waterway
- Interior Features: 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
- Appliances: Convection Oven,Dishwasher,Dryer,Microwave,Range,Refrigerator,Washer
- Floor Covering: Tile
- Great Room Features: Ceiling Fan(s)
- Kitchen Features: Breakfast Bar,Ceiling Fan(s),Kitchen Island,Other Specify In Remarks
- Architectural Style: Contemporary,Florida
- Exterior Features: French Doors,Hurricane Shutters,Lighting
- Exterior Contruction: Block,Stucco
- Foundation: Slab
- Front Exposure: Southwest
- Roof: Shingle
- Building Sqft: 4234
Available now at $2,600,000
Approximate Room Sizes / Descriptions
| Great Room | 33x20 | First | Tile |
| Kitchen | 16x10 | First | Tile |
| Primary Bedroom | 16x14 | First | |
- Attached Garage: True
- Garage: True
- Garage Spaces: 2
- Garage Feature: Driveway,Garage Door Opener
- Carport: False
- Carport Spaces: 0
- Air Conditioning: Central Air
- Heating: Central
- Utilities: Cable Available,Cable Connected,Electricity Connected,Natural Gas Available,Public
- Lot Sqft: 13302.00
- Lot Acres: 0.3100
- Total Acre: 1/4 to less than 1/2
- Lot Num: 6
- HOA Fees: $1,200 Annually
- HOA Monthly Amount: $100
- HOA/Community Assoc: Required
- Senior Community: False
- Style: Single Family Residence
- Location: City Limits,CoastalConstruction Control Line,Flood Insurance Required,FloodZone,In County,Level,Near Public Transit,Oversized Lot,Paved
- Maintenance Includes: Private Road
- Pets Allowed: Yes
- : 941-383-6411
Neighborhood
The average asking price of a 4 bedroom Longboat Key home in this zip code is
$3,843,961 (47.8% more than this home).
This home is priced at $791/sqft,
which is 25.4% less than similar homes
in the 34228 zip code.
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Similar Properties For Sale
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Financial
- Approx Payment:$12,648*
- Taxes:$20,182
Area Stats
These statistics are updated daily from the My Florida Regional MLS. For further analysis or
to obtain statistics not shown below please call EasyStreet Realty at
(813) 464-9973 and speak with one of our real estate consultants.
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91
$3,525,276
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29
0.0%
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149
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20
0.0%
45.0%
100
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59
1.7%
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113
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415
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118
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1101
1.2%
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127
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79
1.3%
46.8%
105
$574,626
$413,500
412
1.5%
63.3%
80
$508,760
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969
0.7%
60.5%
89
$1,428,670
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2052
0.3%
59.5%
100
$1,517,993
$1,072,500
14
7.1%
71.4%
119
$586,021
$499,000
1022
0.4%
68.9%
117
Listing Courtesy of COLDWELL BANKER REALTY.
For information or to schedule a viewing of this property (MLS# A4655347), call: (813) 464-9973
4 Winslow Pl, Longboat Key FL is a single family home of 3288 sqft and
is currently priced at $2,600,000
.
This single family home has 4 bedrooms.
A comparable home for sale at 608 Saint Judes Dr in Longboat Key is listed at $989,000.
In addition to single family homes, EasyStreet also makes it easy to find Homes, Condos, New Homes and Foreclosures
in Longboat Key, FL.
Villa Di Lancia, Marina Bay and Sanctuary Iii are nearby neighborhoods.
MLS A4655347 has been posted on this site since 6/10/2025 (today).
2025
6/14/2025.