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Ad #7432813
MLS #TB8457726
Listing photo

Short-Term Rental investment opportunity in the heart of

5429 ESSEX AVE S, Gulfport, FL 33707
$1,300,000
4Beds
3Baths
2,340Sqft
0.09Acres

About this property

Short-Term Rental investment opportunity in the heart of Gulfport's Historic Art District! This fully furnished, Key West-inspired coastal retreat offers short-term vacation rental potential, breathtaking Boca Ciega Bay views, and an unbeatable walkable location just steps from downtown Gulfport's restaurants, galleries, waterfront parks, nightlife, and popular Tuesday Farmers Market. Whether you're seeking a high-performing / property, second home, or full-time waterfront residence, this exceptional home delivers the perfect combination of lifestyle and income-producing potential. Guests and owners alike will love the private outdoor living spaces with panoramic water views overlooking Veteran's Park--ideal for morning coffee, sunset cocktails, and entertaining in true Florida style. Inside, coastal elegance meets modern luxury with an open-concept layout designed for comfort and hosting. The gourmet kitchen features stone countertops, extensive cabinetry, abundant storage, and premium finishes perfect for entertaining vacation guests or everyday living. The luxurious primary suite serves as a private sanctuary with a professionally designed walk-in closet system and a spa-inspired ensuite bath complete with a whirlpool tub, dual vanities, and oversized enclosed shower. The third floor features private outdoor decks off the primary, second, and third bedrooms, offering incredible sunset views and refreshing coastal breezes that make Gulfport one of Tampa Bay's most beloved waterfront communities. Built for durability, efficiency, and low-maintenance ownership, the home includes an elevator, impact-rated windows, Hardie plank siding, Trex decking, turf landscaping, and a whole-home solar system for significantly reduced electric costs. The oversized two-car garage provides ample room for vehicles, kayaks, jet skis, beach gear, or additional owner storage. Located just minutes from Downtown St. Petersburg, award-winning Gulf beaches, marinas, and Tampa Bay attractions, this rare turnkey short-term rental property is ready to generate income immediately while offering an incredible waterfront lifestyle. Opportunities like this in Gulfport's Historic Waterfront District are exceptionally rare.

Property Features

4 Beds
3 Baths
2,340 Sqft
Built in 2012
0.09 Acres
Garage, Garage - Attached
Siding: Block, Cement Siding
Metal, Shingle Roof
Central
$14,749 / yr property tax
Pinellas County
BOCA CEIGA PARK Community

Additional Photos

Additional listing photo 1
Additional listing photo 2
Additional listing photo 3
Additional listing photo 4

Contact Information

Tricia Dooley

Keller Williams St. Pete Realty

727-460-0060

Location

Map
Listing Agent: Tricia Dooley (License #: 3500364) 727-460-0060
Broker: Keller Williams St. Pete Realty 727-894-1600 Listing Site
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BeachHouse.com
Printed Aug 11, 2026

Photo Gallery

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$1,300,000

4
Beds
3
Baths
2,340
Sqft

5429 ESSEX AVE S, Gulfport, FL 33707

By contacting this agent you agree to these Terms and Conditions.
Home Florida Gulfport
Short-Term Rental investment opportunity in the heart of - photo 1
Short-Term Rental investment opportunity in the heart of - photo 2
Short-Term Rental investment opportunity in the heart of - photo 3
Short-Term Rental investment opportunity in the heart of - photo 4
Short-Term Rental investment opportunity in the heart of - photo 5
MLS# TB8457726
Home For Sale

Short-Term Rental investment opportunity in the heart of

$1,300,000

5429 ESSEX AVE S, Gulfport, FL 33707

4
Beds
3
Baths
2,340
Sqft
0.09
Acres
$1,300,000
5429 ESSEX AVE S, Gulfport, FL 33707
4 Beds
3 Baths
2,340 Sqft
0.09 Acres
Short-Term Rental investment opportunity in the heart of Gulfport's Historic Art District! This fully furnished, Key West-inspired coastal retreat offers short-term vacation rental potential, breathtaking Boca Ciega Bay views, and an unbeatable walkable location just steps from downtown Gulfport's restaurants, galleries, waterfront parks, nightlife, and popular Tuesday Farmers Market. Whether you're seeking a high-performing / property, second home, or full-time waterfront residence, this exceptional home delivers the perfect combination of lifestyle and income-producing potential. Guests and owners alike will love the private outdoor living spaces with panoramic water views overlooking Veteran's Park--ideal for morning coffee, sunset cocktails, and entertaining in true Florida style. Inside, coastal elegance meets modern luxury with an open-concept layout designed for comfort and hosting. The gourmet kitchen features stone countertops, extensive cabinetry, abundant storage, and premium finishes perfect for entertaining vacation guests or everyday living. The luxurious primary suite serves as a private sanctuary with a professionally designed walk-in closet system and a spa-inspired ensuite bath complete with a whirlpool tub, dual vanities, and oversized enclosed shower. The third floor features private outdoor decks off the primary, second, and third bedrooms, offering incredible sunset views and refreshing coastal breezes that make Gulfport one of Tampa Bay's most beloved waterfront communities. Built for durability, efficiency, and low-maintenance ownership, the home includes an elevator, impact-rated windows, Hardie plank siding, Trex decking, turf landscaping, and a whole-home solar system for significantly reduced electric costs. The oversized two-car garage provides ample room for vehicles, kayaks, jet skis, beach gear, or additional owner storage. Located just minutes from Downtown St. Petersburg, award-winning Gulf beaches, marinas, and Tampa Bay attractions, this rare turnkey short-term rental property is ready to generate income immediately while offering an incredible waterfront lifestyle. Opportunities like this in Gulfport's Historic Waterfront District are exceptionally rare.
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Property Details

HOME DETAILS

4 Beds
3 Baths
2,340 Sqft
Built in 2012
0.09 Acres

EXTERIOR

Garage, Garage - Attached
Siding: Block, Cement Siding
Metal, Shingle Roof

INTERIOR

Central

FINANCIAL & COMMUNITY

$14,749 / yr property tax
Pinellas County
BOCA CEIGA PARK Community
See More Details

Location

Map
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Ad Statistics

Ad Number
7432813
Viewed
170 times
Listing Status
Active
Added
Mar 17, 2026
Last Refreshed
Jul 03, 2026 06:17:28 PM

Listing Information

Data Source
Stellar MLS
Source Property ID
TB8457726
Listing Agent: Tricia Dooley (License #: 3500364) 727-460-0060
Broker: Keller Williams St. Pete Realty 727-894-1600 Listing Site
Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Request Information

By proceeding, you authorize Dream Home Network Inc., its service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners), its affiliates, and other real estate professionals that may not be associated with Dream Home Network, to contact you using the contact details you provided, via email, phone call, and text (SMS), including using automated dialing technology and prerecorded and artificial voice, for marketing or advertising purposes, including contacting you about your inquiry and other home-related matters. You understand that your consent to the foregoing is not a condition of any purchase. Message and data rates may apply. This consent applies even if you are on a corporate, state or national Do Not Call list. Dream Home Network Inc. may share information about your recent and future site activity with its affiliates and service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners) to help them better understand what you are looking for in a property. To opt-out at any time you can reply "STOP" or contact Dream Home Network Inc. at csv@dreamhomenetwork.com.

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Under Construction. You still have a chance to do the design - photo 42
Under Construction. You still have a chance to do the design - photo 43
Under Construction. You still have a chance to do the design - photo 44
Under Construction. You still have a chance to do the design - photo 45
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$1,195,000

4 Beds | 4.0 Baths | 2,791 Sqft

6325 11TH AVE S, Gulfport, FL 33707

Under Construction. You still have a chance to do the design

Added: 12/02/2025 • Updated: 06/05/2026
Sale Pending
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 1
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 2
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 3
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 4
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 5
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 6
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 7
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 8
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 9
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 10
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 11
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 12
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 13
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 14
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 15
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 16
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 17
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Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 19
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 20
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 21
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 22
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 23
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 24
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 25
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 26
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 27
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 28
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 29
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 30
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 31
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 32
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 33
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 34
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 35
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 36
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 37
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 38
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 39
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 40
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 41
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 42
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 43
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 44
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 45
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 46
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 47
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 48
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 49
Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED - photo 50

$1,495,000

4 Beds | 4.0 Baths | 3,549 Sqft

5909 SKIMMER POINT BLVD S, Gulfport, FL 33707

Under contract-accepting backup offers. BRAND NEW ROOF INSTALLED

Added: 06/27/2026 • Updated: 06/29/2026
View More in Gulfport View More in Gulfport
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is committed to ensuring digital accessibility and property listings for individuals with disabilities. All information provided is deemed reliable but is not guaranteed and should be independently verified. We are continuously working to improve the accessibility of our web experience for everyone, and we welcome feedback and accommodation requests. If you wish to report an issue or seek an accommodation, please let us know.

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This consent applies even if you are on a corporate, state or national Do Not Call list. Dream Home Network Inc. may share information about your recent and future site activity with its affiliates and service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners) to help them better understand what I am looking for in a property. To opt-out at any time you can reply "STOP" or contact Dream Home Network Inc. at  csv@dreamhomenetwork.com.
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Alabama Alaska California Connecticut Delaware Florida Georgia Hawaii Louisiana Maine Maryland Mississippi New Hampshire New Jersey New York North Carolina Oregon Pennsylvania Rhode Island South Carolina Texas Virginia Washington
SERVICES
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Dream Home Network Inc.

is committed to ensuring digital accessibility and property listings for individuals with disabilities. All information provided is deemed reliable but is not guaranteed and should be independently verified. We are continuously working to improve the accessibility of our web experience for everyone, and we welcome feedback and accommodation requests. If you wish to report an issue or seek an accommodation, please let us know.

Dream Home Network Inc. Sells leads to DHN Realty Inc. who holds real estate brokerage licenses in Alabama. Listing agents will be sent notification copy of leads on their listings where Dream Home Network Inc. is provided listings via our Feed Provider as required.

© 1997 - 2026 BeachHouse.com
Part of Dream Home Network, Inc.
Last updated on 2026.08.11
Terms & Policy