$3,999,990

560 Chipping LnLongboat Key, FL 34228

  • 5 beds
  • 5 baths
  • 4,315 sqft
  • 0.26 acres
  • 62 days on market

Open house

  • Sunday, Nov 8 · 1:00 PM – 4:00 PM

About this home

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.

Virtual tour

Facts

Property type
Single Family Residence
Year built
2003
Stories
2
Garage spaces
2
Lot size
0.26 acres
Pool
Yes
Waterfront
Yes
Water view
Canal
Subdivision
COUNTRY CLUB SHORES SEC 02
Community
Country Club Shores
County
Sarasota
HOA fee
$200 / annually
CDD
0
Annual taxes
$27,372 (2025)
Flood zone
AE*
Pets
Yes
New construction
No
MLS #
A4702902

Features

Interior
Ceiling Fans(s), Eat-in Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, PrimaryBedroom Upstairs, Solid Wood Cabinets, Stone Counters, Window Treatments
Appliances
Bar Fridge, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer
Flooring
Hardwood, Tile
Heating
Central
Cooling
Central Air
Exterior
Private Mailbox, Rain Gutters
Pool features
In Ground
Construction
Block, Stucco
Roof
Metal
Lot
Landscaped, Near Golf Course, Near Marina, Sidewalk, Street Dead-End, Paved
View
Water
Community features
Deed Restrictions, Golf Carts OK
Utilities
Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Underground Utilities, Water Connected
Water
Public
Sewer
Public Sewer
Elementary school
Southside Elementary
Middle school
Booker Middle
High school
Booker High

Location

Stellar MLS Listing courtesy of COLDWELL BANKER REALTY. MLS # A4702902.

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Stellar MLS

Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS. Last updated: 2026-11-04 6:44 PM EST.