ActiveOpen House
$3,999,990
Est. $25,160/mo

560 Chipping Ln, Longboat Key, FL, 34228

$927/sqft·Country Club Shores

5 bd5 ba4,315 sqft2 car garageSingle Family
Listed by COLDWELL BANKER REALTY· Last updated · MLS# A4702902

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Pricing, comps, HOA, the neighborhood. Answers before you fill out anything.

Est. monthly payment
$25,160/mo
Down payment (20%)
$799,998
Property taxes
$2,281/mo
HOA
$200/yr
Rate assumed
6.8% · 30 yr
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At a glance

Single family
Built 2003
Waterfront
Canal - Saltwater
Private pool
In Ground
2 car garage
0.26 acres
Lot size

Open house

Sunday, Sep 13· 5:00 PM to 8:00 PM

About this home

Ceiling Fans(s)Eat-in KitchenKitchen/Family Room ComboLiving Room/Dining Room ComboPrimarybedroom UpstairsSolid Wood CabinetsStone CountersWindow Treatments

560 Chipping Ln is a 2003-built home in Country Club Shores Sec 02, Longboat Key. Inside you'll find 5 bedrooms, 5 bathrooms, and 4,315 square feet of living space. Listed at $3,999,990 (about $927/sqft), 6 days on market. Flood zone AE* - confirm flood insurance requirements with your lender. HOA runs $200 annually.

From the listing

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.

The essentials

Built
2003
Price / sqft
$927
On market
8 days
Annual tax
$27,372
HOA
$200/yr
Flood zone
AE*
Lot
11,247 sqft
Type
Single Family Residence

Location

560 Chipping Ln
Longboat Key, FL, 34228·34228 - Longboat Key
Type
Single Family Residence
Year Built
2003
Lot
11,247 sqft
Cooling
Central Air
Heating
Central
Parking
-
Pool
In Ground
Waterfront
Canal - Saltwater
Days on Market
8
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
Deed Restrictions
Golf Carts OK
Bar Fridge
Dishwasher
Disposal
Dryer
Electric Water Heater
Microwave
Range
Range Hood
Refrigerator
Tankless Water Heater
Washer

Elementary

Southside Elementary

Middle

Booker Middle

High

Booker High

Districts can re-zone, so verify directly with the district before relying on these.

Homestead exemption on fileFlood Zone AE*

Annual Tax (2025)

$27,372

Parcel #

0009100011

Taxes reflect the most recent assessment in the MLS feed. Actual tax owed can vary, so confirm with the county property appraiser before closing.

Subdivision

Country Club Shores Sec 02

County

Sarasota

MLS Area

34228 - Longboat Key

Lot Size

11,247 sqft

LandscapedNear Golf CourseNear MarinaSidewalkStreet Dead-EndPaved
HOA
$200/yr
Mark Shrout
Date
Event
Price
9/3/2026
Listed for sale
Source: Stellar MLS #A4702902
$3,999,990
$927/sqft
Est. monthly payment$25,159/mo
Principal & interest$20,862
Property taxes$2,281
Insurance$2,000
HOA$17
Down payment20% · $799,998
Interest rate6.80%
Loan term

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Property taxes are this home's actual annual bill from the MLS, divided by twelve. Insurance estimated at 0.60%. HOA is the fee reported on the listing. Rate defaults to 6.8% on a 30-year fixed. Tap a pencil to use your own numbers. Estimates only, not a loan quote.

Offer Insights

Choose an offer strength

List price: $3,999,990
$3.75M – $4.00M
93.8% – 100% of listTops out right at the list price
80% of listList price
22 of the last 43 home closings in 34228 landed at this number or higher (51%). The median one sat 95 days before it went under contract, and this one is on day 8.

Sample: 43 closed home sales in 34228 over the last 8 months, Stellar MLS. A starting point, not a guarantee.

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