Sell Your Home
Get a free home valuation
Contact
Tell us about your needs

560 CHIPPING LANE

House For Sale
$3,999,990

BTC: 50.85810553

ETH: 1,580.71132187

7 days
Waterfront
5 bds
5 ba
4,315 sqft

Overview

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.

Location

Details

Type:
Residential
Parking:
No Data
Year Built:
2003
Lot:
0.26 Acres
Heating:
Central
Price/sqft:
$927
Cooling:
Central Air
HOA:
$200

Valuation

Our model vs. what's actually selling nearby.
Estimate
$3,999,990
$1.2M – $4.7M
Confidence Low
List vs. estimate
At estimate
List $3,999,990 · +0.0%
List is in line with recent comparable activity.
Price per sq ft
$926
+13.7% vs. city median $815
Based on
9 MLS comparables
Median of recent comparable listings. Sold comps use closing price, active listings use list price.

Highlights

Annual tax
$27,371
2025
HOA
$200/yr
Pool
In Ground
View
Water
Waterfront
Canal - Saltwater
Garage
2 car garage
Pets
Allowed
All facts and features
  • Flooring

    • Engineered Hardwood

    • Tile

    Heating

    • Central

    Cooling

    • Central Air

    Appliances

    • Bar Fridge

    • Dishwasher

    • Disposal

    • Dryer

    • Electric Water Heater

    • Microwave

    • Range

    • Range Hood

    • Refrigerator

    • Tankless Water Heater

    • Washer

    Other 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

    Bedrooms and bathrooms

    • Bedrooms: 5

    • Full bathrooms: 5

  • Property

    • Levels: Two

    • Pool Private: Yes

    • Exterior Features: Private Mailbox / Rain Gutters / Sliding Doors

    Lot

    • Lot: 0.26 Acres

    Other Property Information

    • Parcel Number: 0009100011

    • Zoning: R4SF

  • Type and style

    • Property Type: Residential

    • Property Sub Type: Single Family Residence

  • Utility

    • Cable Available

    • Electricity Connected

    • Natural Gas Connected

    • Sewer Connected

    • Underground Utilities

    • Water Connected

  • Other financial information

    • HOA: $200

    • HOA Frequency: Annually

    • Annual tax amount: $27,372

  • Source details

    • MLS ID: A4702902

    Other facts

    • Construction Materials: Block / Stucco

    • Foundation Details: Slab

    • Fireplace Features: Electric / Living Room

    • Laundry Features: Laundry Room

    • Lot Features: Landscaped / Near Golf Course / Near Marina / Sidewalk / Street Dead-End

    • Pool Features: In Ground

    • Direction Faces: North

    • Waterfront: Yes

    • Fireplace: Yes

    • Garage Spaces: 2

    • Attached Garage: Yes

    • Garage: Yes

    • Living Area: 4315

    • Water Source: Public

    • Lot Size Dimensions: 100 x 112

    • Subdivision Name: COUNTRY CLUB SHORES SEC 02

Private inquiry
Talk to the advisor on this listing.
Floor plans, HOA docs, off-market comparables, scheduling a private showing — one message, direct to the local specialist.

More like this

New
For Sale
$2,950,000
Condo/Co-op
2 bds · 2 ba · 2,634 sqft
L AMBIANCE 1, LONGBOAT KEY
415 L AMBIANCE DRIVE UNIT D306
New
For Sale
$4,750,000
House
4 bds · 4 ba · 3,265 sqft
SAINT ARMANDS DIV JOHN RINGLING ESTATES, SARASOTA
335 N WASHINGTON DRIVE
For Sale
$4,500,000
House
4 bds · 4 ba · 3,800 sqft
SAINT ARMANDS DIV JOHN RINGLING ESTATES, SARASOTA
51 S ADAMS DRIVE
For Sale
$4,200,000
House
4 bds · 5 ba · 3,850 sqft
SAINT ARMANDS DIV JOHN RINGLING ESTATES, SARASOTA
236 N BLVD OF THE PRESIDENTS
For Sale
$4,500,000
House
4 bds · 5 ba · 4,000 sqft
SAINT ARMANDS DIV JOHN RINGLING ESTATES, SARASOTA
25 N WASHINGTON DRIVE
-$100K
For Sale
$3,690,000
House
8 bds · 9 ba · 4,060 sqft
LIDO BEACH DIV B RESUB, SARASOTA
211 GRANT DRIVE
For Sale
$4,600,000
House
5 bds · 5 ba · 4,265 sqft
LIDO BEACH DIV B RESUB, SARASOTA
161 TYLER DRIVE
For Sale
$3,995,000
Lots/Land
0.41 acres
BAY ISLES, LONGBOAT KEY
1600 HARBOR SOUND DRIVE

Market around this address

Live counts in the same area.
View all

The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: COLDWELL BANKER REALTY