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A rare opportunity to create your dream coastal estate on one of Longboat Keys most coveted beachfront addresses. This .73-acre Gulf-front lot offers 100 feet of pristine shoreline along the turquoise waters of the Gulf of Mexico. The former residence and garage have been professionally demolished, leaving a clean slate for your architectural vision whether a contemporary masterpiece or timeless island retreat.Set amid multi-million-dollar estates on a peaceful, low-traffic stretch of Gulfside Road, this expansive property provides direct beach access and panoramic sunset views that stretch endlessly across the horizon. With ample depth for a grand residence, pool, and outdoor living spaces, it presents the perfect canvas for those seeking privacy, exclusivity, and the ultimate waterfront lifestyle.Conveniently located just minutes from St. Armands Circle, the Longboat Key Club, and downtown Sarasota, this is one of the last remaining buildable Gulf-front parcels of its size. A truly rare find for discerning buyers and developers alike your Gulf-front legacy begins here. Owner is open to terms of owner financinga rare chance to own one of the islands last premier Gulf-front parcels!
From Downtown Sarasota, take John Ringling Causeway to St. Armands Circle, then continue north onto Longboat Key via Gulf of Mexico Drive. Proceed approximately 7 miles north, turn left onto Gulfside Road, and follow to 6429 Gulfside Road — property is on the Gulf (west) side of the street.
Source: School Digger
Public • PK - 5 • Serves this home
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Public • 6 - 8 • Serves this home
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Public • 9 - 12 • Serves this home
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Public • PK - 5 • Serves this home
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Robert H. Prine Elementary School
Public • PK - 5
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Jessie P. Miller Elementary School
Public • PK - 5
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Public • 6 - 8 • Serves this home
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Electa Lee Magnet Middle School
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Public • 9 - 12 • Serves this home
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Private • 06 - 12
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Mckay Academy - Ave Maria Preparatory School
Private • 01 - 12
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Source: Public Records
| Street Address | Beds | Baths | Sold Date | List Price | Valuation Date | Valuation Price |
|---|---|---|---|---|---|---|
| 3618 Summerwind Circle | Listing | 5 | 3 | Jan 29, 2026 | $460,000 | Mar 21, 2024 | $838,434 |
| 820 61 | 2 | 2 | Jan 28, 2026 | $299,000 | Mar 16, 2026 | - |
| 4002 6th Avenue | 3 | 3 | Jan 16, 2026 | $1,225,000 | Mar 16, 2026 | - |
| 2207 78TH STREET W | Listing | 4 | 4 | Feb 04, 2026 | $780,000 | Sep 25, 2024 | $981,126 |
| 4310 82nd st w | Listing | 3 | 2 | Jan 16, 2026 | $520,000 | May 21, 2024 | $596,568 |
| 3614 FAIR OAKS PLACE | Listing | 3 | 4 | Jan 28, 2026 | $3,900,000 | Mar 21, 2024 | $3,538,290 |
| 1105 Palma Sola Blvd | 4 | 5 | Jan 21, 2026 | $1,749,000 | Mar 16, 2026 | - |
| 5930 GULF OF MEXICO DRIVE | Listing | 3 | 2 | Jan 18, 2026 | $2,695,000 | Mar 21, 2024 | $2,770,674 |
| 5919 GULF OF MEXICO DRIVE | Listing | 5 | 6 | Feb 11, 2026 | $10,495,000 | Dec 28, 2020 | $2,694,000 |
| 3804 BAYSIDE DRIVE | 4 | 4 | Jan 17, 2026 | $1,849,000 | Mar 16, 2026 | - |
Source: Sperling's Best Places
| Zip | City | County | National | |
|---|---|---|---|---|
| Population | 7,247 | 7,247 | 415,101 | 335,858,263 |
| Population Density | 1,755 | 1,755 | 559 | 95 |
| People per Household | 1.8 | 1.8 | 2.4 | 2.6 |
| Median Age | 76.6 | 76.6 | 46.8 | 39.1 |
| Median Income | $122,711 | $122,711 | $64,847 | $66,222 |
| Average Income | $107,672 | $107,672 | $37,145 | $35,475 |
| Cost of Living Index | 77 | 77 | 92 | 100 |
| Zip | City | County | National | |
|---|---|---|---|---|
| January Avg. High Temp | 50.9°F | 50.9°F | 50.9°F | 22.6°F |
| July Avg. High Temp | 91.3°F | 91.3°F | 91.3°F | 86.2°F |
| Annual Precipitation | 54.12" | 54.12" | 54.12" | 38" |
35/100
Walk Score ®
0/100
Transit Score ®
41/100
Bike Score ®
Most errands require a car. It is possible to get on a bus. Minimal bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 15/100, Transit Score: 1/100, Bike Score: 41/100.
0.74 mi
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0.93 mi
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0.96 mi
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1.23 mi
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1.24 mi
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0.96 mi
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0.74 mi
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0.93 mi
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0.96 mi
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1.39 mi
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1.43 mi
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1.43 mi
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634 ft
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0.4 mi
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1.84 mi
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1.81 mi
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1.9 mi
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0.61 mi
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1.22 mi
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1.61 mi
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1.75 mi
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1.78 mi
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bds • 0 ba • sqft
6453 GULFSIDE ROAD
bds • 0 ba • sqft
6601 GULFSIDE ROAD
bds • 0 ba • sqft
6516 BAYOU HAMMOCK ROAD
bds • 0 ba • sqft
1101 GULF DRIVE N
Source: Realty.com
6429 GULFSIDE RD, LONGBOAT KEY, FL 34228 is a , Land property listed for $4,995,000 The property is - sq. ft with - bedrooms and 0 bathrooms
Realty.com has 20 photos of 6429 GULFSIDE RD.
The full address for this home is 6429 GULFSIDE RD, LONGBOAT KEY, FL 34228.
6429 GULFSIDE RD has been listed on Realty.com since Fri November 07, 2025
Most errands require a car. It is possible to get on a bus. Minimal bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 15/100, Transit Score: 1/100, Bike Score: 41/100.
There are 3 schools assigned to this home. Check out the schools near 6429 GULFSIDE RD. Sea Breeze Elementary School (Grades: PK - 5), W. D. Sugg Middle School (Grades: 6 - 8), Bayshore High School (Grades: 9 - 12)
Listing provided courtesy of:
Compass Florida Llc
(tel: 941-279-3630)
Listing agent:
Daniel Matusiak
(#281500006)
This content last refreshed on 2026-03-16 02:14:08. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Export listing data of 6429 GULFSIDE RD, LONGBOAT KEY, FL 34228 : MLS# A4666638