Pauline Jones
← INNOVATE Real Estate
Front Exterior - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Condominium at 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, photo 2 of 97
Pool - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Entry - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Kitchen with Wolf & Miele appliances - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Primary Bedroom - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Entry from Private Elevator - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Balcony overlooking Gulf - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Entry - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Condominium at 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, photo 10 of 97
Entry - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Entry - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Entry - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Condominium at 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, photo 14 of 97
Condominium at 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, photo 15 of 97
Condominium at 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, photo 16 of 97
Living Room - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Living Room - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Living Room looking at the gulf - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Balcony overlooking Gulf - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Balcony overlooking Gulf - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Balcony overlooking Gulf - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Living room - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Living Room with built-in shelving - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Living Room with built-in shelving - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Living Room with built-in shelving - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Living Room with built-in shelving - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Living/Dining - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Dining Room - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Dining Room - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Dining Room - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Family Room - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Family Room - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Family Room - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Family Room - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Family Room - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Family Room - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Kitchen with Wolf & Miele appliances - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Kitchen with Wolf & Miele appliances - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Kitchen with Wolf & Miele appliances - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Kitchen with Wolf & Miele appliances - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Kitchen with Wolf & Miele appliances - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Kitchen with Wolf & Miele appliances - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Kitchen with Wolf & Miele appliances - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Condominium at 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, photo 45 of 97
Condominium at 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, photo 46 of 97
Condominium at 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, photo 47 of 97
Office - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Office - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Office - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Entry to Primary Bedroom - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Primary Bedroom - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Primary Bedroom - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Primary Bedroom - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Primary Bathroom - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Primary Pass Through With Connecting Shower - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Shower - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Primary Bath with Tub - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Primary Bath with Tub - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Primary Bath with Tub - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Primary Closet with Built-In Shelving - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Primary Closet with Built-In Shelving - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Condominium at 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, photo 63 of 97
Second Bedroom - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Balcony - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Balcony - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Second Bedroom with Ensuite Bathroom - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Ensuite Bathroom in Second Bedroom - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Ensuite Bathroom in Second Bedroom - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Ensuite Closet in Second Bedroom - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Condominium at 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, photo 71 of 97
Third Bedroom - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Third Bedroom - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Third Bedroom - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Third Bathroom - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Third Bathroom - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Laundry Room With Ample Cabinet Space - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Front Lobby - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Clubhouse - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Wine Cellar - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Condominium at 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, photo 81 of 97
Fire Pit - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Fitness/Wellness Center - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Massage Room - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Gym - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Front Exterior - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Front Exterior - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY
Condominium at 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, photo 88 of 97
Condominium at 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, photo 89 of 97
Condominium at 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, photo 90 of 97
Condominium at 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, photo 91 of 97
Condominium at 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, photo 92 of 97
Condominium at 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, photo 93 of 97
Condominium at 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, photo 94 of 97
Condominium at 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, photo 95 of 97
Condominium at 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, photo 96 of 97
Condominium at 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, photo 97 of 97
97 photos

$5,999,000

2251 GULF OF MEXICO DR #301
LONGBOAT KEY, FL 34228
Listed by Rachel Woodruff, PA · HOUSE MATCH
Bedrooms
4
Bathrooms
4.5
Living area
3,921 sqft
Year built
2016

About this home

Rarely does a Gulf-front residence of this caliber become available within Aria, an ultra-exclusive enclave of just 16 residences on Longboat Key. Set along 300 feet of private shoreline, this extraordinary property offers an exceptional opportunity to experience true beachfront luxury in one of Sarasota’s most sought-after communities, complete with a newly added video tour. Beyond the gated entrance, Aria unveils a serene setting with lush native landscaping, tranquil walking paths, and the historic Villa am Meer, a beautifully restored 1935 seaside mansion serving as the community’s social centerpiece. Spanning nearly 4,000 square feet, this residence is accessed via a private elevator opening to a grand foyer and expansive, light-filled interiors with newly refreshed cabinetry throughout. The open-concept floor plan seamlessly connects living and dining spaces with a gourmet chef’s kitchen equipped with quartz surfaces and top-tier Wolf and Miele appliances. Walls of floor-to-ceiling glass and soaring ceilings capture sweeping Gulf views, while expansive wraparound terraces offer the perfect backdrop for sunsets and coastal breezes. The primary suite serves as a luxury sanctuary with dual baths connected by a rare, oversized walk-in shower, complemented by two guest ensuite bedrooms, a dedicated office or fourth bedroom, and a versatile bonus room. This residence includes a private, oversized two-car dehumidified garage, with access to Aria’s beachfront pool and spa, fitness and yoga studios, massage room, private wine cellar, and full-time onsite caretaker.

Highlights

Waterfront

Property details

MLS #
MFRA4658325
Property type
Condominium
Subdivision
ARIA LONGBOAT KEY
Status
Active
Days on market
417
On market date
July 11, 2025
Stories
N/A
Total bathrooms
4.5
Garage spaces
2
Parking spaces
N/A
Lot size
N/A

Location

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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
BAY HAVEN SCHOOL OF BASICS PLUS
4.22 mi away · Grades 0-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
587
Student:teacher ratio
14.7:1
District
SARASOTA
MiddleCharter
SARASOTA SCHOOL OF ARTS/SCIENCES
4.94 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
752
Student:teacher ratio
18.8:1
District
SARASOTA
High
BOOKER HIGH SCHOOL
4.94 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,296
Student:teacher ratio
18.3:1
District
SARASOTA

Walkability

Blended score for LONGBOAT KEY's center: EPA's National Walkability Index (street network, transit, land-use mix) combined with nearby-amenity density. 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

70
Walkable
out of 100
EPA National Walkability Index
16.3 / 20 -- Most walkable
Nearby-amenity density
53 / 100
Restaurants & cafes6
Grocery stores1
Parks8
Schools1
Transit stops1
Pharmacies2

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Adjust tax / insurance estimates
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/mo
Est. monthly payment
$36,277/mo
$1,199,800 down
$4,799,200 loan
Principal & interest$31,128
Property tax (est.)$4,999
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 24 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.