560 CHIPPING LANE

LONGBOAT KEY, FL 34228

Listing courtesy of COLDWELL BANKER REALTY · MLS# A4702902

$3,999,990
Active
EmailFacebook

Open Houses

  • Sat, Oct 31:00 PM – 4:00 PM (Eastern)
  • Sun, Oct 41:00 PM – 4:00 PM (Eastern)
Property image 1
1 / 37

Property Details

Bedrooms
5
Bathrooms
5
Square Feet
4,315
MLS#
A4702902
Listed
September 3, 2026

Description

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.

Facts & Costs

Property type
Single Family Residence
Year built
2003
Lot size
0.26 acres
Stories
2
Garage
2 spaces
Price per sq ft
$927
Days on market
28
Private pool
Yes
Waterfront
Yes
Community
Country Club Shores
Subdivision
COUNTRY CLUB SHORES SEC 02
County
Sarasota
Flood zone
AE*

Monthly & yearly costs

HOA fee
$200 / annually
Property taxes
$27,372 / year (2025)

As reported by the listing agent. Verify with the HOA and county.

Construction & systems

Heating
Central
Cooling
Central Air
Flooring
Hardwood, Tile
Roof
Metal
Construction
Block, Stucco
View
Water

Payment Estimate

$22,524 / month

Principal & interest
$20,226
Property taxes
$2,281
HOA
$17
Home insurance
enter below

Estimate only, not a loan offer. Rate is a starting value; taxes and HOA are as reported by the listing agent. Florida insurance (including flood) varies widely. Ask George for a lender referral.

Location

Features & Amenities

  • Bar Fridge
  • Dishwasher
  • Disposal
  • Dryer
  • Electric Water Heater
  • Microwave
  • Range
  • Range Hood
  • Refrigerator
  • Tankless Water Heater
  • Washer
  • Ceiling Fans(s)
  • Eat-in Kitchen
  • Kitchen/Family Room Combo
  • Living Room/Dining Room Combo
  • PrimaryBedroom Upstairs
  • Solid Wood Cabinets
  • Stone Counters
  • Window Treatments
  • Private Mailbox
  • Rain Gutters
  • In Ground
  • Canal - Saltwater

Information deemed reliable but not guaranteed.

Listings courtesy of Stellar MLS as distributed by MLS GRID

Based on information submitted to the MLS GRID as of Oct 1, 2026, 11:30 AM EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed accurate by MLS GRID.

Some IDX listings have been excluded from this website (this site shows active for-sale and for-rent listings in its service area and honors seller opt-out requests).

Notice a listing that's inaccurate? Email listings@keysofsarasota.com and we'll correct or remove it. See our full IDX / DMCA policy for details.

George Predescu, REALTOR®
George Predescu
REALTOR® · HORIZON REALTY INTERNATIONAL

Interested in this property?

I'll check the latest status, showing availability and any recent changes for you.

Your details go only to George Predescu, REALTOR®. See our privacy policy.

(941) 899-3045

Similar listings in 34228