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$3,999,990
Monthly Est:$19,909
5 Beds
- 5 Baths
5 full baths
4,315sqft
560 Chipping Ln, Longboat Key, FL 34228
$3,999,990
$19,909/moEst:
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Single Family Residence
Built in 2003
$16.67/mo HOA
11,247 sqft lot
$927/sq.ft
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.
- Houzeo last checked: 4 minutes ago
- Listing updated: October 31, 2026 at 8:23 pm
- Listing Provided by: Monica Verinder (941) 704-4040 | COLDWELL BANKER REALTY (941) 383-6411
- Source: Stellar MLS-FL as distributed by MLS GRID | MLS#: A4702902

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
2
County
City
Neighborhood
--
Year Built
2003
HOA Fees
$16.67/mo
Finished Area
4,315 sqft
Lot Size
11,247 sqft lot
Basement Area
- sqft
MLS Name
Stellar MLS
MLS Number
A4702902
MLS Status
Active
Days on Market
59
Cumulative Days on Market
58
Open House

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Location
HOA Management
Mark Shrout
HOA Fees
$200/ Annually
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 5
Interior
Sewer
Public Sewer
Flooring
Hardwood, Tile
Exterior Features
Private Mailbox, Rain Gutters
Appliances
Bar Fridge, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer
Cooling
Central Air
Heating
Central
Interior Features
Ceiling Fans(s), Eat In Kitchen, Kitchen/family Room Combo, Living Room/dining Room Combo, Primary Bedroom Upstairs, Solid Wood Cabinets, Stone Counters, Window Treatments
Construction
Year Built
Year Built: 2003
Home type
Single Family Residence
Roof
Metal
Construction Materials
Block, Stucco
Foundation Details
Slab
Utilities & Energy
Laundry Features
Laundry Room
Fireplace Features
Electric, Living Room
Water Source
Public
Utilities
Cable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Underground Utilities, Water Connected
Pool Features
In Ground
Other Features
Subdivision Name
Country Club Shores Sec 02
Community Features
Deed Restrictions, Golf Carts Ok
Lot Features
Landscaped, Near Golf Course, Near Marina, Sidewalk, Street Dead End, Paved
Price History
| Date | Event | Price |
|---|---|---|
09/03/2026 Source: | Listed for Sale | $3,999,990 +233.33% $927/sqft |
04/15/2020 Source: | Price Decreased | $1,200,000 -14.29% $278/sqft |
03/14/2020 Source: | Sold | $1,400,000 -18.79% $324/sqft |
04/23/2019 Source: | Listing Removed | $1,724,000 +4.48% $400/sqft |
12/13/2017 Source: | Sold | $1,650,000 -40.54% $382/sqft |
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Based on information from Stellar MLS® through Nov 02, 2026, 01:15PM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the 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. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.
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