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$3,999,990

560 CHIPPING LANE, LONGBOAT KEY, FL 34228

3D Tour
Active1 days on market

Beds

5

Baths

5

Sq Ft

4,315 sq ft

Year Built

2003

Lot Size

0.26 acres

Garage

2

About This Property

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.

Property Overview

Property TypeResidential
Sub TypeSingle Family Residence
MLS #A4702902
StatusActive
Year Built2003
Stories2
Total Rooms15
ConstructionBlock, Stucco
RoofMetal
FoundationSlab
FacesNorth
SubdivisionCOUNTRY CLUB SHORES SEC 02
CountySarasota
OwnershipFee Simple

Interior Features

InteriorCeiling Fan(s), Eating Space In Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, PrimaryBedroom Upstairs, Solid Wood Cabinets, Stone Counters, Window Treatments
FlooringEngineered Hardwood, Tile
AppliancesBar Fridge, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Tankless Water Heater, Washer
LaundryLaundry Room
CoolingCentral Air
HeatingCentral
FireplaceYes ()

Exterior & Lot

ExteriorPrivate Mailbox, Rain Gutters, Sliding Doors
Lot Size0.26 acres (11,247 sq ft)
Lot Dimensions100 x 112
Lot FeaturesLandscaped, Near Golf Course, Near Marina, Sidewalk, Street Dead-End
Road SurfacePaved, Asphalt
ViewWater

Pool & Spa

Private PoolYes
Pool FeaturesIn Ground
SpaIn Ground

Waterfront

WaterfrontYes
FeaturesCanal - Saltwater

Utilities

WaterPublic
SewerPublic Sewer
UtilitiesCable Available, Electricity Connected, Natural Gas Connected, Sewer Connected, Underground Utilities, Water Connected

Parking

GarageYes (2 spaces)

HOA & Community

HOAYes
HOA Fee$200 / Annually
Senior CommunityNo

Financial Details

List Price$3,999,990
Annual Taxes$27,372 (2025)
FinancingCash, Conventional, VA Loan
ZoningR4SF
Parcel #0009100011

Schools

ElementarySouthside Elementary
MiddleBooker Middle
HighBooker High

Directions

From Sarasota - head North on Gulf of Mexico Drive. Turn right in Country Club Shores V. Take a left onto Bogey, right onto Chipping Lane. House is on the right.

Location

560 CHIPPING LANE, LONGBOAT KEY, FL 34228

Listing Information

OfficeCOLDWELL BANKER REALTY
ListedSeptember 3, 2026

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Home Price

$3,999,990

20% ($799,998)
6.75%

Loan Term

Principal & Interest$20,755
Property Tax (est.)$3,667
Insurance (est.)$150
Total Monthly$24,572
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Listing information is deemed reliable but not guaranteed. All measurements and data should be independently verified. This information is provided by the Stellar MLS. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. 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 last updated: September 4, 2026.

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