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List Price $3,999,990

560 CHIPPING LN LONGBOAT KEY, FL 34228

Listing courtesy of COLDWELL BANKER REALTY · 941-383-6411

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Listing #MFRA4702902

  • 5 Bedrooms
  • 5 Bathrooms
  • 4,315 Square Feet
  • Residential Type
  • 2003 Built
  • 33 Days on Market

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 Features

Facts & Features

MLS #
MFRA4702902
Price
$3,999,990
Status
Active
Bedrooms
5
Bathrooms
5
Full Baths
5
Half Baths
0
Square Footage
4,315 sqft
Lot Size
11,247 sqft
Acres
0.26
Year Built
2003
Type
Residential
Subtype
Single Family Residence
Garage Spaces
2

Community Information

Address
560 CHIPPING LN
Subdivision
COUNTRY CLUB SHORES SEC 02
City
LONGBOAT KEY
County
Sarasota
State
FL
ZIP Code
34228
Senior Community
No
Community Features
Deed Restrictions, Golf Carts OK
HOA Fee
$200 / Annually

Amenities

View
Water
Waterfront
Yes
Waterfront Features
Canal - Saltwater
Private Pool
Yes
Pool Features
In Ground

Interior

Interior Features
Ceiling Fans(s), Eat-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
Flooring
Hardwood, Tile
Fireplace
Yes
Fireplace Features
Electric, Living Room
Levels
Two
Stories
2
Laundry
Laundry Room

Exterior

Exterior Features
Private Mailbox, Rain Gutters
Construction
Block, Stucco
Foundation
Slab
Roof
Metal
Lot Features
Landscaped, Near Golf Course, Near Marina, Sidewalk, Street Dead-End, Paved
Water Source
Public
Sewer
Public Sewer

School Information

Elementary
Southside Elementary
Middle
Booker Middle
High
Booker High

Additional Information

Date Listed
September 3, 2026
Days on Market
33
Zoning
R4SF
Direction Faces
North
New Construction
No
Annual Taxes
$27,372 (2025)

Map

Presented by Demo Realty 555-0100

33 days on market

Listing updated: Sep 3, 2026 · 5:29 PM

Listed by: Monica Verinder 941-704-4040 COLDWELL BANKER REALTY 941-383-6411

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