560 Chipping Lane, LONGBOAT KEY, FL

$3,999,990

Previous Next

5

Beds

5

Baths

4,315

Square feet

0.26

Acres

About 560 Chipping Lane

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.

Open House

Sun, Sep 6th, 2026 @ 1pm - 4pm

Features of 560 Chipping Lane

MLS® # A4702902
Price $3,999,990
Bedrooms 5
Bathrooms 5.00
Full Baths 5
Square Footage 4,315
Acres 0.26
Year Built 2003
Type Residential
Sub-Type Single Family Residence
Status Active
Taxes $27,372
HOA Fees $200
HOA Frequency Annually
CDD N

Community Information

Address 560 Chipping Lane
Area Longboat Key
Subdivision COUNTRY CLUB SHORES SEC 02
City LONGBOAT KEY
County Sarasota
State FL
Zip Code 34228-3518

Amenities

# of Garages 2
View Water
Is Waterfront Yes
Waterfront Canal - Saltwater
Has Pool Yes

Interior

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
Appliances Bar Fridge, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer
Heating Central
Cooling Central Air
Fireplace Yes
Fireplaces Electric, Living Room
# of Stories 2

Exterior

Exterior Features Private Mailbox, Rain Gutters, Sliding Doors
Lot Description Landscaped, Near Golf Course, Near Marina, Sidewalk, Street Dead-End
Roof Metal
Foundation Slab

School Information

Elementary Southside Elementary
Middle Booker Middle
High Booker High

Rental Restrictions

Minimum Lease 1 Month

Additional Information

Date Listed September 3rd, 2026
Zoning R4SF
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeCOLDWELL BANKER REALTY

Listing Map

Request a Showing

Provide a valid email address.
When would you like to view this property?