4900 27th Ave S

$599,000
Price
3
Beds
1,916 Sq. Ft.
$313 / Sq. Ft.
1,916
Sq. Ft.
$313
per Sq. Ft.

Description

Vintage Gulfport Bungalow — this quintessential Gulfport bungalow is brimming with character, modern updates, and flexible living space. Situated on a spacious corner lot, this home offers over 1,900 sqft., featuring 3 bedrooms, 2 full baths, and a versatile layout ideal for multigenerational living or rental potential. Originally built in 1940, this home retains its timeless craftsmanship — from the original wood floors flowing through the living, dining, and bedrooms to the brick-surround fireplace...Vintage Gulfport Bungalow — this quintessential Gulfport bungalow is brimming with character, modern updates, and flexible living space. Situated on a spacious corner lot, this home offers over 1,900 sqft., featuring 3 bedrooms, 2 full baths, and a versatile layout ideal for multigenerational living or rental potential. Originally built in 1940, this home retains its timeless craftsmanship — from the original wood floors flowing through the living, dining, and bedrooms to the brick-surround fireplace and built-in cabinetry that define its historic charm.
Step inside to a sun-filled living room, anchored by the original fireplace and connected to a bright sunroom through French doors — perfect for morning coffee, an office, or a cozy reading nook. The formal dining room features elegant plaster cove molding and built-ins that add warmth and style. The updated kitchen offers 42” wood cabinetry, granite countertops, and stainless steel appliances with ample storage and workspace. Two large bedrooms share a hallway bath with a tub/shower combo.
The third bedroom suite offers a private retreat, complete with a spacious bonus living area, a full laundry room with hookups, an en-suite bath, generous closet space, and its own private entrance and parking. This setup is perfect for guests, extended family, or an income-generating rental. Recent Updates Include: HVAC (2022), Water Heater (2021), Solar Panels (2024) – Paid off at closing! Avg. electric bill only $45/month, Metal Roof (2021), Exterior & Interior Paint (2025), New Vinyl Fence (2023) – Fully fenced yard, PVC Plumbing (2019), Whole House Tented (Oct 2025). The low-maintenance yard features attractive hardscaping and mature landscaping for minimal water use. There is room for a boat or RV. Located in Flood Zone X — no flood insurance required! Experience the Gulfport lifestyle — hop in your golf cart and enjoy the vibrant local scene just minutes away: restaurants, coffee shops, live music, boutique shopping, and the signature fun & funky Gulfport energy everyone loves.

Listing Agents

  1. Bill Thomas

    Bill Thomas

    Listing Agent

    Compass

    bill.thomas@compass.com

    P: (813)-335-2304

  2. Derreck Thomas

    Derreck Thomas

    Alternative Listing Agent

    Compass

Property Details for 4900 27th Avenue South

Architectural Style
Bungalow
Subdivision Name
PARKS REP RAY H
Township
31
Waterfront
No
Furnished
Unfurnished

Open Houses

Tuesday, Dec 16th

11:00 AM - 1:00 PM

Public

LISTING UPDATED: 12/14/2025 03:08 PM

Property Details for 4900 27th Avenue South

StatusActive
MLS #TB8441956
Days on Market24
Taxes$6,054 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1940
Lot Size0.16 AC / 7,148 SF
CountyPinellas County
Add your commute

Building Information for 4900 27th Avenue South

Stories1Year Built1940Building Size-Lot Size0.16 AC / 7,148 SF

Payment Calculator

$3,464 per month

30 year fixed, 6.28% Interest

Principal and Interest

$2,960

Property Taxes

$505

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 4900 27th Avenue South

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 1963.0
  • Building Area Units: Square Feet
  • Direction Faces: North
  • Directions: Heading West on 22nd Ave S, turn left onto 49th St S. Turn right onto 27th Ave S. Property will be on the corner lefthand side.
  • Elementary School: Gulfport Elementary-PN
  • Middle Or Junior School: Azalea Middle-PN
  • High School: Boca Ciega High-PN
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Listing Service: Full Service
  • Road Frontage Type: Street Brick
  • Senior Community: No
  • Unit Number: No
  • Street Number: 4900
  • Street Name: 27TH
  • Street Suffix: AVENUE
  • Street Direction Suffix: S
  • State: FL
  • City: GULFPORT
Parking
  • Carport: No
  • Garage: No
  • Parking Features: Boat, On Street, Parking Pad
Taxes and HOA Information
  • Association Approval Required: No
  • Association: No
  • CDD: No
  • Tax Block: 000
  • Tax Book Number: 22-34
  • Tax Legal Description: PARK'S REPLAT, RAY H. LOT B
  • Tax Lot: B
  • Tax Year: 2025
Virtual Tour
Property
Lot Information
  • Additional Parcels: No
  • Lot Features: Corner Lot
  • Lot Size Dimensions: 68 x 100
  • Parcel Number: 333116664200000020
  • Total Acreage: 0 to less than 1/4
  • Water Access: No
  • Water Extras: No
  • Living Area: 1916
  • Property Info: Corner Unit
  • Lot Dimensions: 68 x 100
Property and Assessments
  • Year Built Numeric: 1940
  • Flood Zone Code: X
  • Homestead: No
  • New Construction: No
  • Property Condition: Completed
  • Public Survey Range: 16
  • Public Survey Section: 33
Utilities
  • Electric: Photovoltaics Seller Owned
  • Sewer: Public Sewer
  • Utilities: Cable Available, Electricity Connected, Sewer Connected, Water Connected
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Construction Materials: Wood Frame
  • Exterior Features: Other, Private Mailbox, Private Yard, Sidewalk, Storage
  • Fencing: Fenced, Wood
  • Foundation Details: Crawlspace
  • Levels: One
  • Other Structures: Shed(s), Storage
  • Patio And Porch Features: Patio, Porch
  • Pool Private: No
  • Pool: None
  • Pool Private: No
  • Roof: Metal
  • Vegetation: Fruit Trees, Trees/Landscaped
  • Waterfront Feet Total: 0
  • Number Of Stories: 1
Interior Features
  • Bedrooms Total: 3
  • Bathrooms Full: 2
  • Additional Rooms: Bonus Room, Florida Room, Interior In-Law Suite w/Private Entry
  • Appliances: Dishwasher, Electric Water Heater, Microwave, Range, Refrigerator
  • Cooling: Central Air
  • Fireplace Features: Decorative, Wood Burning
  • Fireplace: Yes
  • Flooring: Tile, Hardwood
  • Heating: Central
  • Interior Features: Ceiling Fan(s), Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Thermostat, Window Treatments
  • Laundry Features: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
  • Living Area Source: Estimated
  • Living Area Units: Square Feet
  • Room Count: 5.0
  • Water View: No
  • Window Features: Blinds
  • Bathrooms Half: 0
Rental
Rental Information
  • Minimum Lease Period: 0

Property History for 4900 27th Avenue South

DateEvent & SourcePriceAppreciation
Nov 21, 2025

Listed (Active)

MFRMLS #TB8441956

$599,000
May 24, 2023

Sold (Public Record)

Public Record #1511598862

$508,000

+25.5% / yr

May 24, 2023

Sold

MFRMLS #U8198129

$508,000
May 8, 2023

Pending

MFRMLS #U8198129

Apr 21, 2023

Listed (Active)

MFRMLS #U8198129

$595,000
Jan 4, 2021

Sold

MFRMLS #U8085688

$275,000
Dec 31, 2020

Sold (Public Record)

Public Record #687435521

$295,000
Dec 31, 2020

Sold (Public Record)

Public Record #687910861

$275,000

+0.6% / yr

Dec 1, 2020

Pending

MFRMLS #U8085688

Jun 29, 2020

Listed (Active)

MFRMLS #U8085688

$350,000
Dec 27, 2017

Sold (Public Record)

Public Record #613323464

$270,000

+23.9% / yr

Dec 27, 2017

Sold

MFRMLS #U7820104

$270,000
Nov 14, 2017

Pending

MFRMLS #U7820104

Jun 5, 2017

Listed (Active)

MFRMLS #U7820104

$324,900
Dec 9, 2010

Sold (Public Record)

Public Record #301531387

$59,500

-36.1% / yr

Dec 9, 2010

Sold

MFRMLS #U7478424

$59,500
Nov 4, 2010

Pending

MFRMLS #U7478424

Aug 25, 2010

Listed (Active)

MFRMLS #U7478424

$114,000
Aug 25, 2009

Withdrawn

MFRMLS #U7369134

$249,000
Sep 25, 2008

Listed (Active)

MFRMLS #U7369134

$249,000
Apr 11, 2007

Sold

MFRMLS #U7269771

$310,000
Apr 11, 2007

Pending

MFRMLS #U7269771

Apr 11, 2007

Listed (Active)

MFRMLS #U7269771

$305,000
Apr 3, 2007

Sold (Public Record)

Public Record #218028687

$310,000

+28.2% / yr

Mar 1, 2007

Expired

MFRMLS #U7221535

$305,000
Aug 31, 2006

Listed (Active)

MFRMLS #U7221535

$239,000
Jul 14, 2006

Expired

MFRMLS #U7165642

$228,900
Jan 13, 2006

Listed (Active)

MFRMLS #U7165642

$265,900
Jan 1, 2006

Expired

MFRMLS #U7134659

$275,900
Aug 1, 2005

Listed (Active)

MFRMLS #U7134659

$289,000
Feb 25, 2005

Sold (Public Record)

Public Record #152781382

$184,000
DateEvent & SourcePrice
11/21/2025

Listed (Active)

MFRMLS #TB8441956

$599,000
05/24/2023

Sold (Public Record)

Public Record #1511598862

$508,000

+25.5% / yr

05/24/2023

Sold

MFRMLS #U8198129

$508,000
05/08/2023

Pending

MFRMLS #U8198129

04/21/2023

Listed (Active)

MFRMLS #U8198129

$595,000
01/04/2021

Sold

MFRMLS #U8085688

$275,000
12/31/2020

Sold (Public Record)

Public Record #687435521

$295,000
12/31/2020

Sold (Public Record)

Public Record #687910861

$275,000

+0.6% / yr

12/01/2020

Pending

MFRMLS #U8085688

06/29/2020

Listed (Active)

MFRMLS #U8085688

$350,000
12/27/2017

Sold (Public Record)

Public Record #613323464

$270,000

+23.9% / yr

12/27/2017

Sold

MFRMLS #U7820104

$270,000
11/14/2017

Pending

MFRMLS #U7820104

06/05/2017

Listed (Active)

MFRMLS #U7820104

$324,900
12/09/2010

Sold (Public Record)

Public Record #301531387

$59,500

-36.1% / yr

12/09/2010

Sold

MFRMLS #U7478424

$59,500
11/04/2010

Pending

MFRMLS #U7478424

08/25/2010

Listed (Active)

MFRMLS #U7478424

$114,000
08/25/2009

Withdrawn

MFRMLS #U7369134

$249,000
09/25/2008

Listed (Active)

MFRMLS #U7369134

$249,000
04/11/2007

Sold

MFRMLS #U7269771

$310,000
04/11/2007

Pending

MFRMLS #U7269771

04/11/2007

Listed (Active)

MFRMLS #U7269771

$305,000
04/03/2007

Sold (Public Record)

Public Record #218028687

$310,000

+28.2% / yr

03/01/2007

Expired

MFRMLS #U7221535

$305,000
08/31/2006

Listed (Active)

MFRMLS #U7221535

$239,000
07/14/2006

Expired

MFRMLS #U7165642

$228,900
01/13/2006

Listed (Active)

MFRMLS #U7165642

$265,900
01/01/2006

Expired

MFRMLS #U7134659

$275,900
08/01/2005

Listed (Active)

MFRMLS #U7134659

$289,000
02/25/2005

Sold (Public Record)

Public Record #152781382

$184,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 4900 27th Avenue South

Taxable ValueLand-Additions-Total-
Tax Record2024$7,193 ($599 / month)
Home Facts
Beds0Baths2Total Finished SqFt1,608 SqFtAbove Grade Finished SqFt1,608 SqFtStories1Lot Size7,148 SqFtStyleSingle Family ResidenceYear Built1940Year Renovated1989CountyPINELLASAPN33-31-16-66420-000-0020Fireplace TypeHas Fireplace

Schools near 4900 27th Avenue South

This home is within Pinellas.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Public - 6 to 8
Rating
School
Distance
Gulfport Montessori Elementary School
PublicPK to 5

Azalea Middle School
Public6 to 8

Boca Ciega High School
Public9 to 12

Thurgood Marshall Fundamental
Public6 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

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4900 27th Avenue South is a single family home for sale in Gulfport, FL 33707. This property was listed for sale on November 21, 2025 by Compass, it's currently listed at $599,000. It has been on the market for a total of 24 days and was last sold on May 24, 2023. This listing's school district is Pinellas. Nearby schools include Gulfport Montessori Elementary School, Azalea Middle School and Boca Ciega High School. 4900 27th Avenue South is a 3-bed, 2-bath, 1,916 sqft single family home built in 1940.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 12/14/2025 03:08 PM