4 Winslow Place, Longboat Key, FL 34228
Pending $2,000,000
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Listing Agent: Kaisen Mitchell
Agent Phone:
941-726-7657
Agent Email:
Kaisen@nestgroupre.com
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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 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, Harrys, 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.
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
Taxes: $20,182.00
Tax Year: 2024
HOA Fee 1: $1,200.00
HOA Frequency 1: Annually
Condo Fee Frequency: Annually
French Doors
Hurricane Shutters
Lighting
Convection Oven
Dishwasher
Dryer
Microwave
Range
Refrigerator
Washer
Water
Bayou
Elementary School: Southside Elementary
Middle School: Booker Middle
Junior High: Booker Middle
High School: Booker High
MLS Area: 34228 - Longboat Key
Price per Square Feet: $608.27
Water: Public
Lot Desc.: Coastalconstruction Control Line, Flood Insurance Required, Floodzone, City Limits, In County, Level, Near Public Transit, Oversized Lot, Paved
Construction: Block, Stucco
Date Listed: 2025-09-26 20:10:00
Pool: Yes
Pool Type: Gunite, Screen Enclosure
Private Spa: No
Furnished: Unfurnished
Windows: Blinds, Drapes, Insulated Windows, Rods
Parking: Driveway, Garage Door Opener
Garage Spaces: 2
Flooring: Tile
Roof: Shingle
Heating: Central
Cooling: Central Air
Pets: Yes
Sewer: Public Sewer
Listing Courtesy Of: Coldwell Banker Realty
Kaisen@nestgroupre.com
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 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, Harrys, 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.
Property Details
Price: $2,000,000
Sq Ft: 3,288
($608 per sqft)
Bedrooms: 4
Bathrooms: 3
City: Longboat Key
County: Sarasota
Type: Single Family Reside
Development: Buttonwood Harbor
Acres: 0.31
Year Built: 1963
Listing Number: A4666470
Status Code: Pending
Taxes: $20,182.00
Tax Year: 2024
Garage:
2
Furnishings: Unfurnished
Pets Allowed: Yes
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
Financial Information:
Taxes: $20,182.00
Tax Year: 2024
HOA Fee 1: $1,200.00
HOA Frequency 1: Annually
Condo Fee Frequency: Annually
Exterior Features:
French Doors
Hurricane Shutters
Lighting
Equipment:
Convection Oven
Dishwasher
Dryer
Microwave
Range
Refrigerator
Washer
View:
Water
Waterfront Description:
Bayou
School Information:
Elementary School: Southside Elementary
Middle School: Booker Middle
Junior High: Booker Middle
High School: Booker High
Additional Information:
MLS Area: 34228 - Longboat Key
Price per Square Feet: $608.27
Water: Public
Lot Desc.: Coastalconstruction Control Line, Flood Insurance Required, Floodzone, City Limits, In County, Level, Near Public Transit, Oversized Lot, Paved
Construction: Block, Stucco
Date Listed: 2025-09-26 20:10:00
Pool: Yes
Pool Type: Gunite, Screen Enclosure
Private Spa: No
Furnished: Unfurnished
Windows: Blinds, Drapes, Insulated Windows, Rods
Parking: Driveway, Garage Door Opener
Garage Spaces: 2
Flooring: Tile
Roof: Shingle
Heating: Central
Cooling: Central Air
Pets: Yes
Sewer: Public Sewer
Map of 4 Winslow Place, Longboat Key, FL 34228
Listing Courtesy Of: Coldwell Banker Realty
Kaisen@nestgroupre.com