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For saleErrorPrice cut: $200K (4/29)
$4,550,000
4beds
4,209sqft

1571 Harbor Cay Ln, Longboat Key, FL 34228

4beds
4,209sqft
Single family residence
Built in 1987
0.59 Acres
2 Attached garage spaces
$1,081 price/sqft

What's special

Reinforced garage doorsWarm family roomCustom lightingStunning waterfront homeSoaking tubRich oak flooringHurricane-impact windows and doors

Experience the ultimate in luxury coastal living in this 4,209-square-foot stunning waterfront home, perfectly situated in the highly sought-after, gated Bay Isles Harbor Section—an exclusive boating community with only 67 custom residences on south Longboat Key. Designed for elegance and comfort, this timeless 4-bedroom, 3.5-bath estate welcomes you with a dramatic ...

176 days
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363
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12
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Source: Stellar MLS,MLS#: A4666688MLS LogoOriginating MLS: Sarasota - Manatee
Travel times

Family Room

Kitchen

Primary Bedroom

Zillow last checked:

Listing updated:

Listed by:

Julie Klick 941-780-6001,

MICHAEL SAUNDERS & COMPANY 941-388-4447,

Beverly St Hilaire 818-416-2505,

MICHAEL SAUNDERS & COMPANY

Source: Stellar MLS,MLS#: A4666688MLS LogoOriginating MLS: Sarasota - Manatee

Facts & features

Interior

Bedrooms & bathrooms
  • Bedrooms: 4
  • Bathrooms: 4
  • Full bathrooms: 3
  • 1/2 bathrooms: 1
Rooms
  • Room types: Breakfast Room Separate, Family Room, Utility Room
Primary bedroom
  • Features: Walk-In Closet(s)
  • Level: First
  • Area: 414 Square Feet
  • Dimensions: 23x18
Kitchen
  • Features: Kitchen Island
  • Level: First
  • Area: 196 Square Feet
  • Dimensions: 14x14
Living room
  • Level: First
  • Area: 272 Square Feet
  • Dimensions: 16x17
Heating
  • Central, Electric
Cooling
  • Central Air
Appliances
  • Included: Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Microwave, Refrigerator, Tankless Water Heater, Washer, Wine Refrigerator
  • Laundry: Electric Dryer Hookup, Inside, Washer Hookup
Features
  • Built-in Features, Ceiling Fan(s), High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
  • Flooring: Brick/Stone, Ceramic Tile, Tile, Hardwood
  • Doors: Outdoor Grill, Sliding Doors
  • Windows: Window Treatments, Hurricane Shutters/Windows
  • Basement: Crawl Space,Unfinished
  • Has fireplace: Yes
  • Fireplace features: Family Room, Gas, Masonry, Wood Burning
Interior area
  • Total structure area: 5,387
  • Total interior livable area: 4,209 sqft

Property

Parking
  • Total spaces: 2
  • Parking features: Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Door Opener, Guest, Oversized, Workshop in Garage
  • Attached garage spaces: 2
  • Has uncovered spaces: Yes
Features
  • Levels: Two
  • Stories: 2
  • Patio & porch: Covered, Deck, Patio, Rear Porch
  • Exterior features: Garden, Irrigation System, Lighting, Outdoor Grill, Private Mailbox
  • Has private pool: Yes
  • Pool features: Auto Cleaner, Child Safety Fence, Chlorine Free, Gunite, Heated, In Ground
  • Fencing: Other
  • Has view: Yes
  • View description: Garden, Pool, Water, Canal
  • Has water view: Yes
  • Water view: Water,Canal
  • Waterfront features: Bay/Harbor Front, Canal Front, Gulf/Ocean Front, Waterfront, Canal - Saltwater, Bay/Harbor Access, Saltwater Canal Access, Gulf/Ocean Access, Intracoastal Waterway Access, Sailboat Water, Seawall
  • Body of water: SARASOTA BAY
Lot
  • Size: 0.59 Acres
  • Features: Corner Lot, Flood Insurance Required, FloodZone, Landscaped, Near Golf Course, Near Marina, Oversized Lot
  • Residential vegetation: Mature Landscaping, Trees/Landscaped
Details
  • Parcel number: 0008160009
  • Zoning: PD
  • Special conditions: None

Construction

Type & style
  • Home type: SingleFamily
  • Architectural style: Contemporary,Elevated
  • Property subtype: Single Family Residence
Materials
  • Concrete, Metal Frame, Stucco, Wood Frame
  • Foundation: Crawlspace, Stem Wall
  • Roof: Concrete,Tile
Condition
  • New construction: No
  • Year built: 1987

Utilities & green energy

  • Electric: Photovoltaics Seller Owned
  • Sewer: Public Sewer
  • Water: Public
  • Utilities for property: Cable Connected, Natural Gas Connected, Phone Available, Public, Sewer Connected, Solar, Sprinkler Meter, Sprinkler Well, Street Lights, Underground Utilities, Water Connected
Green energy
  • Energy generation: Solar

Community & HOA

Community
  • Features: Bay/Harbor Front, Canal Front, Gulf/Ocean Front, Intracoastal Waterway, Water Access, Waterfront, Association Recreation - Owned, Buyer Approval Required, Deed Restrictions, Gated Community - Guard, Special Community Restrictions
  • Security: Fire Alarm, Gated Community, Security System, Security System Owned, Smoke Detector(s)
  • Pet fee: $0 monthly
  • Subdivision: BAY ISLES
HOA
  • Has HOA: Yes
  • Amenities included: Gated, Maintenance, Recreation Facilities, Security
  • Services included: 24-Hour Guard, Reserve Fund, Manager, Private Road, Recreational Facilities, Security
  • HOA name: Ken Kandefer
  • HOA phone: 941-921-3221
Location
  • Region: Longboat Key

Financial & listing details

  • Price per square foot: $1,081/sqft
  • Tax assessed value: $2,331,800
  • Annual tax amount: $16,979
  • Date on market: 1/22/2026
  • Cumulative days on market: 177 days
  • Listing terms: Cash,Conventional
  • Ownership: Fee Simple
  • Total actual rent: 0
  • Road surface type: Paved, Asphalt

Price history

DateEventPrice
4/29/2026Price change$4,550,000-4.2%$1,081/sqft
Source: Stellar MLS #A4666688 Report a problem
2/17/2026Price change$4,750,000-5%$1,129/sqft
Source: Stellar MLS #A4666688 Report a problem
1/22/2026Listed for sale$5,000,000+194.1%$1,188/sqft
Source: Stellar MLS #A4666688 Report a problem
1/6/2017Sold$1,700,000-12.8%$404/sqft
Source: Stellar MLS #A4139183 Report a problem
12/5/2016Pending sale$1,950,000$463/sqft
Source: Coldwell Banker Residential Real Estate - Longboat Key #A4139183 Report a problem
11/2/2016Listed for sale$1,950,000$463/sqft
Source: Coldwell Banker Residential Real Estate - Longboat Key #A4139183 Report a problem
11/1/2016Pending sale$1,950,000$463/sqft
Source: Coldwell Banker Residential Real Estate - Longboat Key #A4139183 Report a problem
10/24/2016Price change$1,950,000-2.3%$463/sqft
Source: Coldwell Banker Residential Real Estate - Longboat Key #A4139183 Report a problem
9/16/2016Pending sale$1,995,000$474/sqft
Source: Coldwell Banker Residential Real Estate - Longboat Key #A4139183 Report a problem
5/6/2016Price change$1,995,000-11.3%$474/sqft
Source: Coldwell Banker Residential Real Estate - Longboat Key #A4139183 Report a problem
4/29/2016Pending sale$2,250,000$535/sqft
Source: Coldwell Banker Residential Real Estate - Longboat Key #A4139183 Report a problem
2/18/2016Price change$2,250,000-19.6%$535/sqft
Source: Coldwell Banker Residential Real Estate - Longboat Key #A4139183 Report a problem
12/10/2015Listed for sale$2,799,000$665/sqft
Source: Coldwell Banker Residential Real Estate - Longboat Key #A4139183 Report a problem

Public tax history

YearProperty taxesTax assessment
2025$17,353 +2.2%$1,370,711 +2.7%
2024$16,980 +2%$1,335,281 +3%
2023$16,645 +1.8%$1,296,389 +3%
2022$16,357 -1.7%$1,258,630 +3%
2021$16,634 -0.8%$1,221,971 +1.4%
2020$16,765 -3.6%$1,205,100 -4.3%
2019$17,385 $1,259,800 +3.5%
2018$17,385 +3.3%$1,217,363 -14.3%
2017$16,838 +15.9%$1,420,000 -15.7%
2016$14,523 $1,684,600 +0.9%
2015$14,523 +0%$1,669,300 +69.8%
2014$14,516 +2.2%$983,113
2013$14,197 +4.1%$983,113 +1.7%
2012$13,642 +4.7%$966,679 +3%
2011$13,027 -1.2%$938,523 +1.5%
2010$13,186 +12.5%$924,653 +2.7%
2009$11,724 $900,344 +0.1%
2008$11,724 +1.5%$899,445 +3%
2007$11,546 $873,248 +2.5%
2006-- $851,949 +3%
2005-- $827,135 +3%
2004$12,267 -3.1%$803,044 +1.9%
2003$12,657 -1.5%$788,071 +2.4%
2002$12,852 +5.6%$769,601 +1.6%
2001$12,170 +1.3%$757,481 +3%
2000$12,016 $735,418

Find assessor info on the county website

Monthly payment

Est. payment
$27,653/mo
Principal & interest
$22838
Property taxes
$4815
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Estimated market value

Not available

Estimated sales range

Not available

Not available

Climate risks

Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.

Neighborhood: 34228

Nearby schools

Southside Elementary School
Grades K-55.7 miles
10/10
GreatSchools® Rating
Test Score Rating
10/10
Student Progress Rating
10/10
Booker Middle School
Grades 6-85.3 miles
5/10
GreatSchools® Rating
Test Score Rating
4/10
Student Progress Rating
5/10
Booker High School
Grades 9-124.4 miles
3/10
GreatSchools® Rating
Test Score Rating
4/10
College Readiness Rating
2/10
Student Progress Rating
3/10