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.
Country Club Shores, located between Sarasota Bay and the Gulf of Mexico, is a waterfront and residential Longboat Key neighborhood with deep-water canals and mid-century ranch homes. The neighborhood’s character concentrates around the St. Armands Circle district just south of the bridge, where palm-lined streets frame galleries, independent boutiques, and sidewalk dining. Boater-facing streets read like a marina map, with private docks, seawalls, and wide setbacks that keep views open. The Longboat Key Club anchors the local rhythm with golf greens and bayside facilities. Mote Marine Laboratory & Aquarium adds a coastal-science counterpoint nearby. Evenings tilt toward quiet canal walks and Gulf sunsets.
Provided by Walk Score and Local Logic
Property details
Interior
Exterior
Finance
Kitchen
Bathroom
Bedroom
Living
Dining
Interior features
Ceiling fans
Eat-in kitchen
Kitchen/family room combo
Living room/dining room combo
Solid wood cabinets
Stone countertops
Window treatments
Bonus room
Electric fireplace in living room
Bedrooms
5 bedrooms
Bathrooms
5 full bathrooms
Kitchen
Range
Microwave
Dishwasher
Refrigerator
Range hood
Bar fridge
Disposal
Stone countertops
Solid wood cabinets
Eat-in kitchen, kitchen/family room layout
Laundry & utility
Laundry room
Washer
Dryer
Electric water heater
Tankless water heater
Flooring
Hardwood floors
Tile floors
Heating & cooling
Central heating
Central air
Exterior features
Private mailbox
Rain gutters
Landscaped yard
Near golf course
Near marina
Sidewalks
Street dead-end
Paved road access
100 feet of saltwater canal frontage
Canal water view
Bay/Harbor, saltwater canal and Intracoastal waterway access
Concrete seawall
Boat lift
In-ground pool and spa
Home design
Single-family residence
Two-story home
North-facing
Parking
Attached garage with 2 spaces
Construction
Block and stucco construction
Metal roof
Slab foundation
Built with living area and building area recorded in public records
Utilities
Public water
Public sewer
Electricity connected
Natural gas connected
Cable available
Underground utilities
Water connected
Sewer connected
HOA & community
HOA with required annual fee ($200 / $16.67 monthly)
Association approval not required
Deed restrictions
Golf carts allowed
Pets permitted
Other
Lease restrictions apply
Electricity and solar
View estimated energy costs and solar savings for this home
Beach - Boating - Bliss! Situated just 3 lots in from the azure waters of Sarasota Bay is this exquisite waterfront residence, meticulously redesigned with a serene contemporary feel. Encompassing five bedrooms, five baths and 4,315 square feet under air, the home welcomes you in through a dramatic two-story entry to a spacious open floor plan. The main level offers a smooth transition from the living room to the dining room, as well as from the kitchen to the family room, along with a bedroom and full bath. The kitchen is fit for a culinary connoisseur with new Wolf appliances, Sub-Zero refrigerator, breakfast bar and expansive granite island. There is also a separate wing with a bonus room and two bedrooms, ensuring privacy for guests. Three of the bedrooms, including the master suite, provide terraces and captivating water views, and a red cedar sauna can be found in the Jack-and-Jill bath. Outside awaits a tropical oasis, complete with a south-facing saltwater pool, hot tub and pergola for lounging in the shade. For the water enthusiast, you will enjoy your own dock with oversized deck and lower-level entry for paddleboards, kayaks or fish station, and the 15,000-pound boat lift is convenient for a quick escape to sea. Located in the luxurious community of Country Club Shores V, this one-of-a-kind home truly embraces the outdoors. So put your toes in the sand, park your boat in the backyard & experience pure BLISS! Offered turn-key furnished
Stellar MLS as Distributed by MLS Grid #A4200090
Dec 12, 2017
Sold
$1,650,000
$382/sq ft
Nov 7, 2017
Pending
—
Oct 30, 2017
Listed
$1,650,000
$382/sq ft
It is immediately evident upon pulling into the brick paver drive this exceptional Country Club Shores home was built with great attention to detail and is ideally situated on 100’ of water frontage just 3 lots in from Sarasota Bay. An inviting energy is felt just inside the double door entry from the high volume ceilings, fireplace and sweeping outdoor views that enhance the main living room appeal. In almost every room you will find expert details such as custom crown molding, travertine tile floors, Hunter Douglas blinds and an integrated sound system. Chefs and home cooks alike will delight in every kitchen convenience with the floor plan open to the family room incorporating views to the resort style pool and serene water beyond. The upstairs master suite boasts a private Bay view terrace, hard wood floors, a frameless tile shower, Jacuzzi tub and marble his/hers Kohler sinks. Guests will find themselves pampered with en-suite options, private terraces while 2 of the bedrooms share a Jack and Jill bath complete with a custom installed Sauna in a private wing above the garage. Enjoy the outdoors sunbathing on the brick paver terrace surrounding the heated pool and spa which is ideal for gracious and memorable entertaining. A boater’s paradise only one minute from Sarasota Bay, this home offers a newer 36” seawall and Trex dock with lift to accommodate up to a 15,000lb boat. Located on the south Longboat Key close to fine dining and shopping on St. Armands Circle and downtown Sarasota.
Stellar MLS as Distributed by MLS Grid #A4125400
Aug 1, 2017
Listing Removed
—
Nov 18, 2015
Listing Removed
—
Public Records
Jun 11, 2007
Sold
$1,773,800
$411/sq ft
Stellar MLS as Distributed by MLS Grid #M529151
Oct 11, 2006
Listing Removed
—
Stellar MLS as Distributed by MLS Grid #M517754
May 11, 2006
Listing Removed
—
Public Records
Jan 22, 2001
Sold
$814,500
$189/sq ft
Public Records
Jan 22, 2001
Sold
$1,065,000
$247/sq ft
Public Records
Apr 19, 2000
Sold
$855,000
$198/sq ft
Public Records
May 5, 1997
Sold
$435,000
$101/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$27,372 (+3.0%)
2024
$26,587 (+2.3%)
2023
$25,994 (+1.7%)
2022
$25,551 (+48.0%)
2021
$17,270 (+20.1%)
$802,900 + $426,900
$1,229,800
2020
$14,383 (−21.4%)
$621,900 + $415,400
$1,037,300
2019
$18,299 (+0.3%)
$633,200 + $691,600
$1,324,800
2018
$18,250 (−14.4%)
$610,600 + $706,900
$1,317,500
2017
$21,315
$621,900 + $850,800
$1,472,700
2016
$21,302 (+42.4%)
$616,300 + $828,600
$1,444,900
2015
$14,955
2014
$14,947 (+2.2%)
2013
$14,619 (+4.0%)
2012
$14,059
Public record
Public record
Zoning
Permits
Beds
5
Baths
5
Stories
2
Lot width
—
Lot depth
—
Lot size
0.26 Acres
Year renovated
2011
Finished Sq. Ft.
4,315
Unfinished Sq. Ft.
—
Total Sq. Ft.
4,315
Year built
1966
Style
Single Family Residential
County
Sarasota County
APN
0009100011
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 10, 2026.
R-4SF
Single-Family Medium-Density Residential District
The purpose of this district is to delineate those areas suitable for single-family residential development of a medium density character together with the associated accessory uses.
Permitted uses
Include but are not limited to:
Housing-Group
Housing-Single unit
Fire house
Police station
Oct 16, 2023 • Final
Electrical - other
Electrical
Oct 5, 2023 • Final
Building - dock/seawall/lift
Install a new seawall.
Grading
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
10/10 Heat Factor
7 days above 106° expected this year, 29 days in 30 years
10/10 Wind Factor
99% chance of strong winds in next 30 years
2/10 Air Factor
1 unhealthy days expected this year, 2 days in 30 years
Provided by First Street
Historical weather
Longboat Key, FL • 34228
Average low and high temperatures (°F)
68
52
70
58
76
63
80
68
85
75
88
78
90
79
89
79
87
76
84
71
79
64
74
59
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
92/ 100
Exceptional sunlight
Sunscore
This home receives average direct sun exposure in Longboat Key. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
8.9 hrs
6.6 hrs
JuneDecember
Provided by Shadowmap
Redfin Estimate for 560 Chipping Ln
We cannot show automated home-value estimates for this home.
Nearby homes have recently sold between $2,425,000 and $13,505,000.
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $2.4M to $13.5M.