For salePrice 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 |
- 363 |
- 12 |
Source: Stellar MLS,MLS#: A4666688
Originating 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#: A4666688
Originating 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
| Date | Event | Price |
|---|---|---|
| 4/29/2026 | Price change | $4,550,000-4.2%$1,081/sqft |
Source: | ||
| 2/17/2026 | Price change | $4,750,000-5%$1,129/sqft |
Source: | ||
| 1/22/2026 | Listed for sale | $5,000,000+194.1%$1,188/sqft |
Source: | ||
| 1/6/2017 | Sold | $1,700,000-12.8%$404/sqft |
Source: Stellar MLS #A4139183 Report a problem | ||
| 12/5/2016 | Pending sale | $1,950,000$463/sqft |
Source: Coldwell Banker Residential Real Estate - Longboat Key #A4139183 Report a problem | ||
| 11/2/2016 | Listed for sale | $1,950,000$463/sqft |
Source: Coldwell Banker Residential Real Estate - Longboat Key #A4139183 Report a problem | ||
| 11/1/2016 | Pending sale | $1,950,000$463/sqft |
Source: Coldwell Banker Residential Real Estate - Longboat Key #A4139183 Report a problem | ||
| 10/24/2016 | Price change | $1,950,000-2.3%$463/sqft |
Source: Coldwell Banker Residential Real Estate - Longboat Key #A4139183 Report a problem | ||
| 9/16/2016 | Pending sale | $1,995,000$474/sqft |
Source: Coldwell Banker Residential Real Estate - Longboat Key #A4139183 Report a problem | ||
| 5/6/2016 | Price change | $1,995,000-11.3%$474/sqft |
Source: Coldwell Banker Residential Real Estate - Longboat Key #A4139183 Report a problem | ||
| 4/29/2016 | Pending sale | $2,250,000$535/sqft |
Source: Coldwell Banker Residential Real Estate - Longboat Key #A4139183 Report a problem | ||
| 2/18/2016 | Price change | $2,250,000-19.6%$535/sqft |
Source: Coldwell Banker Residential Real Estate - Longboat Key #A4139183 Report a problem | ||
| 12/10/2015 | Listed for sale | $2,799,000$665/sqft |
Source: Coldwell Banker Residential Real Estate - Longboat Key #A4139183 Report a problem | ||
Public tax history
| Year | Property taxes | Tax 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
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-5 • 5.7 miles10/10
GreatSchools® Rating
Test Score Rating
10/10Student Progress Rating
10/10Booker Middle School
Grades 6-8 • 5.3 miles5/10
GreatSchools® Rating
Test Score Rating
4/10Student Progress Rating
5/10Booker High School
Grades 9-12 • 4.4 miles3/10
GreatSchools® Rating
Test Score Rating
4/10College Readiness Rating
2/10Student Progress Rating
3/10