560 CHIPPING LANE LONGBOAT KEY FL 34228 | MLS #A4702902 | Gary Kusher | Florida Real Estate

560 CHIPPING LANE
LONGBOAT KEY, FL, 34228
$3,999,990
5 Beds
5 Baths
4,315 SqFt
0.26 Acres
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MLS #A4702902 image #0
Open House Sep 06, 2026
01:00 – 04:00
Exceptional waterfront living meets serious Longboat Key boating in this beautifully updated 4300 sf residence in Country Club Shores. Expansive water views, flexible living spaces and deeded beach access create a home designed for the Florida lifestyle. From the moment you enter, the water takes center stage and you know you’re home. Generous living and dining spaces give the interior a sophisticated yet relaxed coastal feel. Inside, enjoy the high ceilings, Italian tile floors and a fireplace – and be transported through the wall of windows to blue waters of your pool and dock. The beautifully appointed kitchen is designed for both entertaining and everyday living with Sub-Zero French-door refrigeration and Wolf double ovens and cooktop, Asko dishwasher, new quartz countertops and a floating island with seating. Separate dining areas provide plenty of room for everything from casual mornings to entertaining a crowd. The primary suite offers a private retreat with a balcony and long-range water views – complete with a spacious bath featuring dual sinks and a walk-in shower. Additional oversized suites both upstairs and downstairs offer flexibility for a study or gym. Even more unique is the home’s ability to accommodate extended family and guests. A separate entrance opens to its own living area and full bath, while upstairs are two additional bedrooms, a full bath and private sauna—creating a wonderfully versatile space for guests, multigenerational living or extended stays. Outside is where this property truly distinguishes itself. A generous pavered waterfront deck surrounds the Pebble-finish pool and spa, creating multiple areas for lounging, dining and entertaining. The fenced backyard leads to an impressive boating setup with two boat lifts—approximately 24,000 lbs. and 20,000 lbs.— newer seawall and composite dock plus a fish-cleaning station – making it exceptionally well equipped for the boating enthusiast. You’re only four homes from the open waters of Sarasota Bay – providing immediate water access and minutes to the open Gulf. And if beach is more your style – enjoy the neighborhood’s deeded access to the Gulf of Mexico- right across the street! Significant improvements add another level of value and peace of mind – including a newer roof (2020), all impact windows and doors, updated seawall and dock infrastructure (including plumbing and electrical service to the dock), extensive paver patio, pool resurfacing, interior and exterior painting, tankless hot water heater, landscaping and gas service ready to go for the next owner. And there’s room for the toys with a two-car garage with workshop area and storage. You’re only five minutes to vibrant St. Armand’s Circle for shopping and dining – and a short drive to downtown Sarasota’s cultural and entertainment venues. A special home to enjoy everything that makes Longboat Key living so special.

Property Details

Price:
$3,999,990
MLS #:
A4702902
Status:
Active
Beds:
5
Baths:
5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
COUNTRY CLUB SHORES SEC 02
Neighborhood:
34228longboatkey
Listed Date:
Sep 3, 2026
Finished Sq Ft:
4,315
Total Sq Ft:
5,345
Lot Size:
11,247 sqft / 0.26 acres (approx)
Year Built:
2003
WaterfrontPool34228 – Longboat Key34228longboatkeyCountry Club Shores Sec 02Southside ElementaryBooker MiddleBooker HighWaterRefer To Hoa Docs.1 MonthPets Allowed

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Schools

Elementary School:
Southside Elementary
Middle School:
Booker Middle
High School:
Booker High

Interior

Appliances
Bar Fridge, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer
Bathrooms
5 Full Bathrooms
Cooling
Central Air
Flooring
Engineered Hardwood, Tile
Heating
Central
Interior Features
Ceiling Fan(s), Eating Space In Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, PrimaryBedroom Upstairs, Solid Wood Cabinets, Stone Counters, Window Treatments
Laundry Features
Laundry Room
Levels
Two

Exterior

Attached Garage YN
1
Community Features
Deed Restrictions, Golf Carts OK
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
North
Exterior Features
Private Mailbox, Rain Gutters, Sliding Doors
Garage Spaces
2
Lot Features
Landscaped, Near Golf Course, Near Marina, Sidewalk, Street Dead-End
Roof
Metal
Spa Features
In Ground
View
Water
Waterfront Features
Canal – Saltwater

Financial

HOA Fee
$200
HOA Fee Frequency
Annually
HOA Name
Mark Shrout
Tax Year
2025
Taxes
$27,372

Map

Community

Subdivisions in LONGBOAT KEY

Market Summary

Current real estate data for Single Family in LONGBOAT KEY as of Sep 06, 2026
123
Single Family Listed
216
Avg DOM
1,018
Avg $ / SqFt
$2,943,604
Avg List Price

Property Summary

    Located in the COUNTRY CLUB SHORES SEC 02 subdivision, 560 CHIPPING LANE LONGBOAT KEY FL is a Single Family for sale in LONGBOAT KEY, FL, 34228. It is listed for $3,999,990 and features 5 beds, 5 baths, and has approximately 4,315 square feet of living space, and was originally constructed in 2003. The current price per square foot is $927. The average price per square foot for Single Family listings in LONGBOAT KEY is $1,018. The average listing price for Single Family in LONGBOAT KEY is $2,943,604. To schedule a showing of MLS#a4702902 at 560 CHIPPING LANE in LONGBOAT KEY, FL, contact your CENTURY 21 Carioti agent at 2392986550.

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560 CHIPPING LANE
LONGBOAT KEY, FL