HeaderIcon
  1. Agent Logo

Explore by Metro

  • Atlanta
  • Baltimore
  • Boston
  • Bronx
  • Brooklyn
  • Chicago
  • Los Angeles
  • Manhattan
  • Miami
  • Nashville
  • North Port
  • Orlando
  • Philadelphia
  • Phoenix
  • Queens
  • San Diego
  • San Jose
  • Tampa
  • Washington
HeaderIcon

Explore By Metro

  • Atlanta
  • Baltimore
  • Boston
  • Bronx
  • Brooklyn
  • Chicago
  • Los Angeles
  • Manhattan
  • Miami
  • Nashville
  • North Port
  • Orlando
  • Philadelphia
  • Phoenix
  • Queens
  • San Diego
  • San Jose
  • Tampa
  • Washington
leftArrowBack to Search
OverviewAmenities & PoliciesFinancialsNeighborhood
Add to favoritesAdd to favorites (hover)
Save
  1. Home
  2. /Longboat Key, FL
  3. /101 - 4955 GULF OF MEXICO DRIVE
leftArrow
Add to favoritesAdd to favorites (hover)
$5,650,000est. $28,569 MortgageInfo icon
Listed: $ 5,650,000 (Sold on: May 7, 2026) Days on Market:50

101- 4955 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228

BEDS

beds

3

BATHS

baths

4

PARKING

parking

-

SQFT

sqft
3122

Description

Completely redone with the highest detail to finishes just finished in 2025! Spectacular walkout to the beautiful beach and azure Gulf of Mexico from this first floor beachfront condo that features a private pool and spa. Positano, a 10 acre oasis with only 29 residences, has a full time security and a gated entrance. This is Florida living at its very best! A fantastic wrapping terrace on the gulfside offers outdoor enjoyment from the main living area and master suite with steps leading down to the private pool. Two other terraces off the additional bedrooms with privacy and wonderful views. This true three bedroom all with private baths is 3343 square feet. A Gulf front gourmet kitchen with state-of-the art appliances has an adjacent family gathering area. The open plan flows from the living room area to the dining room and the floor to ceiling windows dramatically overlook the Gulf of Mexico and beach. This home has a private elevator which leads to a home with beautiful wood floors, 10 foot ceilings, crown molding and comes with a private enclosed over size garage. The Owners' Club amenities include a state-of-the-art fitness center, catering kitchen, lounge with a fireplace, Plasma TV and surround sound system. There is a 75 foot olympic pool and spa plus outdoor grilling and shaded cabanas. The grounds are lush with tropical foliage and meticulously maintained

Description

Completely redone with the highest detail to finishes just finished in 2025! Spectacular walkout to the beautiful beach and azure Gulf of Mexico from this first floor beachfront condo that features a private pool and spa. Positano, a 10 acre oasis with only 29 residences, has a full time security and a gated entrance. This is Florida living at its very best! A fantastic wrapping terrace on the gulfside offers outdoor enjoyment from the main living area and master suite with steps leading down to the private pool. Two other terraces off the additional bedrooms with privacy and wonderful views. This true three bedroom all with private baths is 3343 square feet. A Gulf front gourmet kitchen with state-of-the art appliances has an adjacent family gathering area. The open plan flows from the living room area to the dining room and the floor to ceiling windows dramatically overlook the Gulf of Mexico and beach. This home has a private elevator which leads to a home with beautiful wood floors, 10 foot ceilings, crown molding and comes with a private enclosed over size garage. The Owners' Club amenities include a state-of-the-art fitness center, catering kitchen, lounge with a fireplace, Plasma TV and surround sound system. There is a 75 foot olympic pool and spa plus outdoor grilling and shaded cabanas. The grounds are lush with tropical foliage and meticulously maintained
listing image
101 -
$5,650,000
est. $28,569.47 MortgageInfo icon
Listed: $ 5,650,000 (Sold on: May 7, 2026)
Days on Market:50

101 -

4955 GULF OF MEXICO DRIVE #101, LONGBOAT KEY, FL 34228

BEDS

3

BATHS

4

PARKING

-

SQFT

3,122

Description

Completely redone with the highest detail to finishes just finished in 2025! Spectacular walkout to the beautiful beach and azure Gulf of Mexico from this first floor beachfront condo that features a private pool and spa. Positano, a 10 acre oasis with only 29 residences, has a full time security and a gated entrance. This is Florida living at its very best! A fantastic wrapping terrace on the gulfside offers outdoor enjoyment from the main living area and master suite with steps leading down to the private pool. Two other terraces off the additional bedrooms with privacy and wonderful views. This true three bedroom all with private baths is 3343 square feet. A Gulf front gourmet kitchen with state-of-the art appliances has an adjacent family gathering area. The open plan flows from the living room area to the dining room and the floor to ceiling windows dramatically overlook the Gulf of Mexico and beach. This home has a private elevator which leads to a home with beautiful wood floors, 10 foot ceilings, crown molding and comes with a private enclosed over size garage. The Owners' Club amenities include a state-of-the-art fitness center, catering kitchen, lounge with a fireplace, Plasma TV and surround sound system. There is a 75 foot olympic pool and spa plus outdoor grilling and shaded cabanas. The grounds are lush with tropical foliage and meticulously maintained

Description

Completely redone with the highest detail to finishes just finished in 2025! Spectacular walkout to the beautiful beach and azure Gulf of Mexico from this first floor beachfront condo that features a private pool and spa. Positano, a 10 acre oasis with only 29 residences, has a full time security and a gated entrance. This is Florida living at its very best! A fantastic wrapping terrace on the gulfside offers outdoor enjoyment from the main living area and master suite with steps leading down to the private pool. Two other terraces off the additional bedrooms with privacy and wonderful views. This true three bedroom all with private baths is 3343 square feet. A Gulf front gourmet kitchen with state-of-the art appliances has an adjacent family gathering area. The open plan flows from the living room area to the dining room and the floor to ceiling windows dramatically overlook the Gulf of Mexico and beach. This home has a private elevator which leads to a home with beautiful wood floors, 10 foot ceilings, crown molding and comes with a private enclosed over size garage. The Owners' Club amenities include a state-of-the-art fitness center, catering kitchen, lounge with a fireplace, Plasma TV and surround sound system. There is a 75 foot olympic pool and spa plus outdoor grilling and shaded cabanas. The grounds are lush with tropical foliage and meticulously maintained

Glen Gardens Estate Market Stats Last 12 months

LOCKER
Contact Us for Info

POSSESSION
Contact Us for Info
HOA FEESinfo
$82,321 /Quarterly

OUTDOOR SPACE
Balcony
TAXES
$23,380.19 (2025)

BUILDING AGE
19 Years
BASEMENT FEATURE
Contact Us for Info

PRICE PER SQFTinfo
$1810

Market Stats

HOA FEESinfo
$82,321 /Quarterly

OUTDOOR SPACE
Balcony
TAXES
$23,380.19 (2025)

BUILDING AGE
19 Years
BASEMENT FEATURE
Contact Us for Info

PRICE PER SQFTinfo
$1810

Amenities

Parking
Parking
-
Locker
Locker
Concierge
Concierge
-
Elevator(s)
Elevator(s)
-
Central AC
Central AC
Check Icon
Pool
Pool
Check Icon
Fitness Center
Fitness Center
Check Icon
Visitors Parking
Visitors Parking
-

Amenities

Unit
Parking GarageParking Garage
Building
PoolPool

Policies

Pet Allowed
Check
Pet Allowed Info icon
Check Icon
BBQ Permitted
BBQ Permitted
Sublet Allowed
Sublet Allowed
Short-term Rental Allowed
Short-term Rental Allowed

Unit Price History

DateMLSStatusPrice
May 2026MLS#: A4686511Closed$5,250,000
Dec 2021MLS#: A4519485Closed$4,100,000
Feb 2015MLS#: A4106793Closed$3,033,000

Unit Price History

$5,250,000

Closed

May 2026MLS#: A4686511

$4,100,000

Closed

Dec 2021MLS#: A4519485

$3,033,000

Closed

Feb 2015MLS#: A4106793

Monthly Payment Calculator

$113,418 / Monthly

All calculations are estimates and provided by HelloCondo.com
for informational purposes only. Actual amounts may vary.

DropDown
$113,418
Est.
Listing Price
Down Payment
Interest Rate
Terms
Listing Price
Down Payment
Interest Rate
Terms

Monthly Payment Calculator

$113,418
Est.
Listing Price
Down Payment
Interest Rate
Terms
Listing Price
Down Payment
Interest Rate
Terms
$113,418 / Monthly

All calculations are estimates and provided by HelloCondo.com for informational purposes only. Actual amounts may vary.

view source
DropDown

Monthly Payment Calculator

Mortgage calculator

Monthly Mortgage: $28,569
DropDown

The Neighborhood: LONGBOAT KEY, FL

Get the HelloCondo Newsletter
Real-estate tips, insights, and market reports in your inbox.
Newsletter
  1. Home
  2. /Longboat Key, FL
  3. /101 - 4955 GULF OF MEXICO DRIVE
Nearby Cities
Oldsmar

Neighborhoods

ConstitutionFairviewGolden Gate Point
Imperial Lakewoods Golf ClubIndigo at Lakewood RanchKenvilKingsfieldLanglaisLargo PreserveNortheastPanther RidgePerico IslandPolo RunRosedale Golf and Country ClubSan MateoSapphire Point at Lakewood RanchShawnee WaySouthbay Yacht and Racquet ClubThe Plantation Golf and Country ClubUniversity Park

ZIP Codes

342013420534207
3420834209342103421134215342223422834229342353423734239342403424334287342893429234293

Community

210 Watermark30 West Apartments360 North Townhomes
Academy Park VillasAlinari at Rosemary PlaceArbor OaksBarrington WoodsBay HarbourBay HollowBay ManorBayport Bench & Tennis ClubBayshore GardensBeach ViewBeachplaceBeachwalkBollettieri Resort VillasBradenton Beach ClubBradford ManorBridgewaterBroadway Promenade
Hellocondo Logo
HelloCondo Is The #1 Condo Search Platform And Real Estate Recommendation Engine. Search, Find And Buy The Perfect Condo And Get Matched With The Best Agents. Finding A Condo Has Never Been So Easy.

HelloCondo is a division of HelloCasa, LLC

FacebookIconInstagramIconXIconRedditIcon

HelloCondo

Find A RealtorTerms of UsePrivacy PolicyCalifornia Privacy NoticeAccessibility PolicyCCPA Notice on CollectionDMCABrowseBlogsNYS Standard Operating ProcedureNYS Fair Housing Notice

Contact

LocationIcon
300 Galleria Pkwy SE, Suite 1500,
Atlanta, GA 30339
PhoneICon
(855) 625-0319
EmailIConhello@hellocondo.com
Contact Us

For Sale

Condos for saleTownhomes for sale
AgentIcon
LocationIcon

Julie's Realty, LLCYuliya "Julie" Sidorevskaya1700 79th Street CSWY STE#160,North Bay VIllage, FL, 33141

PhoneICon305-340-1857
EmailIConJulie@JuliesRealty.net
© HelloCondo 2026. All Rights Reserved.