Welcome to your island retreat on beautiful Anna Maria Island. Tucked away on the quiet north end, this elevated three-bedroom, two-bath home was originally crafted by Whitehead Construction, known for their quality coastal builds. Just a short stroll to the shimmering Gulf beaches and the charming shops and cafés along Pine Avenue, this home perfectly captures the laid-back tropical lifestyle that defines island living. Open floorplan with recent kitchen updates including: new tile, countertops, and appliances completed between 2021 and 2022, blending modern convenience with a relaxed coastal design. The seamless flow between the kitchen, dining, and living areas makes it ideal for entertaining or unwinding after a day on the beach. Nearly every part of the home has been thoughtfully updated. All windows and doors—including the garage doors—were replaced between 2021 and 2024, improving both style and efficiency. A new metal roof and pool with spa were added in 2021, creating a serene tropical oasis in the backyard. Additional upgrades include a new hot water heater (2022). Step outside to your private paradise — a lushly landscaped backyard with a sparkling pool and spa surrounded by swaying palms. This peaceful setting invites you to relax, recharge, and soak in the island sunshine. Beautifully maintained and ideally located close to the beach, Pine Avenue, and the best of Anna Maria Island, 239 Gladiolus Street offers the perfect balance of craftsmanship, comfort, and tropical charm.
Sold for $1,400,000
$1,400,000
239 Gladiolus St, Anna Maria, FL 34216
3beds
1,296sqft
Single Family Residence
Built in 1982
0.27 Acres Lot
$1,383,900 Zestimate®
$1,080/sqft
$9,992 Estimated rent
Home value
$1,383,900
$1.27M - $1.51M
$9,992/mo
Zestimate® history
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$9,361/mo
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List your homeWhat's special
New metal roofLushly landscaped backyardSurrounded by swaying palmsSparkling pool and spaOpen floorplanElevated three-bedroom two-bath homeRecent kitchen updates
Zillow last checked:
Listing updated:
Listed by:
Charles Buky 941-228-6086,
COLDWELL BANKER REALTY 941-383-6411
Bought with:
Charles Buky, 3021275
COLDWELL BANKER REALTY
Source: Stellar MLS,MLS#: A4670436
Originating MLS: Sarasota - Manatee
Originating MLS: Sarasota - Manatee
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Built-in Closet
- Level: Second
- Area: 169 Square Feet
- Dimensions: 13x13
Dinette
- Features: No Closet
- Level: Second
- Area: 143 Square Feet
- Dimensions: 13x11
Kitchen
- Features: No Closet
- Level: Second
- Area: 168 Square Feet
- Dimensions: 14x12
Living room
- Features: No Closet
- Level: Second
- Area: 195 Square Feet
- Dimensions: 15x13
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Dishwasher, Disposal, Dryer, Electric Water Heater, Refrigerator, Washer
- Laundry: Inside, Laundry Closet
Features
- Cathedral Ceiling(s), High Ceilings, Open Floorplan, Solid Surface Counters
- Flooring: Ceramic Tile
- Windows: Storm Window(s), Window Treatments
- Has fireplace: No
- Furnished: Yes
Interior area
- Total structure area: 3,036
- Total interior livable area: 1,296 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage - Attached
- Attached garage spaces: 2
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered, Deck
- Exterior features: Garden
- Has private pool: Yes
- Pool features: Heated
- Has spa: Yes
- Spa features: In Ground
- Fencing: Fenced
- Has view: Yes
- View description: Canal
- Has water view: Yes
- Water view: Canal
- Waterfront features: Canal - Saltwater, Saltwater Canal Access, Bridges - Fixed
Lot
- Size: 0.27 Acres
- Residential vegetation: Mature Landscaping
Details
- Parcel number: 6896100002
- Zoning: R1
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Florida,Key West
- Property subtype: Single Family Residence
Materials
- Block, Wood Frame
- Foundation: Block, Slab
- Roof: Metal
Condition
- New construction: No
- Year built: 1982
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Connected, Public, Sewer Connected, Water Connected
Community & HOA
Community
- Pet fee: $0 monthly
- Subdivision: LUANA ISLES
HOA
- Has HOA: No
Location
- Region: Anna Maria
Financial & listing details
- Price per square foot: $1,080/sqft
- Tax assessed value: $1,552,875
- Annual tax amount: $22,169
- Date on market: 10/31/2025
- Cumulative days on market: 1 day
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
- Total actual rent: 0
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 12/11/2025 | Sold | $1,400,000-3.4%$1,080/sqft |
Source:  Stellar MLS #A4670436 Report a problem | ||
| 11/1/2025 | Pending sale | $1,450,000$1,119/sqft |
Source: Stellar MLS #A4670436 Report a problem | ||
| 10/31/2025 | Listed for sale | $1,450,000+81.3%$1,119/sqft |
Source: Stellar MLS #A4670436 Report a problem | ||
| 6/28/2021 | Sold | $800,000+100%$617/sqft |
Source: Public Record Report a problem | ||
| 8/3/2009 | Sold | $400,000-11.1%$309/sqft |
Source: Public Record Report a problem | ||
| 6/21/2009 | Price change | $449,900-3.2%$347/sqft |
Source: Michael Saunders & Companyr #366942 Report a problem | ||
| 5/30/2009 | Price change | $465,000-2.1%$359/sqft |
Source: Michael Saunders & Companyr #366942 Report a problem | ||
| 1/31/2009 | Price change | $475,000-1.9%$367/sqft |
Source: Michael Saunders & Companyr #366942 Report a problem | ||
| 1/18/2009 | Price change | $484,000-3%$373/sqft |
Source: Michael Saunders & Companyr #366942 Report a problem | ||
| 1/8/2009 | Price change | $499,000-16.8%$385/sqft |
Source: Michael Saunders & Companyr #366942 Report a problem | ||
| 3/14/2008 | Listed for sale | $599,900+25%$463/sqft |
Source: Michael Saunders & Company #366942 Report a problem | ||
| 7/1/2004 | Sold | $480,000$370/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $22,796 +2.8% | $1,411,263 +10% |
| 2024 | $22,170 -0.2% | $1,282,966 +10% |
| 2023 | $22,223 +36.9% | $1,166,333 +14.7% |
| 2022 | $16,230 +28% | $1,017,168 +34% |
| 2021 | $12,683 +9.9% | $759,338 +10% |
| 2020 | $11,537 +4% | $690,307 +9.8% |
| 2019 | $11,096 | $628,796 -1% |
| 2018 | $11,096 +7.6% | $635,001 +4.4% |
| 2017 | $10,316 +42.4% | $608,262 +5.1% |
| 2016 | $7,245 | $578,706 +8.4% |
| 2015 | $7,245 | $533,665 +20.7% |
| 2014 | $7,245 +10.2% | $442,030 +15% |
| 2013 | $6,575 +657410% | $384,374 +19.1% |
| 2012 | $1 | $322,672 -5.8% |
| 2011 | $1 | $342,534 -16.9% |
| 2010 | -- | $412,087 -14.4% |
| 2009 | $7,979 +5.5% | $481,552 -2.1% |
| 2008 | $7,564 -7.2% | $491,992 -5.1% |
| 2007 | $8,154 -5.1% | $518,625 +2.5% |
| 2006 | $8,589 +0.1% | $505,976 +3% |
| 2005 | $8,577 +229.4% | $491,239 +198.4% |
| 2004 | $2,604 +0.6% | $164,644 +1.9% |
| 2003 | $2,589 +2.4% | $161,574 +2.4% |
| 2002 | $2,529 +3.3% | $157,787 +1.6% |
| 2001 | $2,448 +1.7% | $155,302 +3% |
| 2000 | $2,408 | $150,779 |
Find assessor info on the county website
Neighborhood: 34216
Nearby homes
- $1,749,9004 bd2 ba1.6k sqft233 Gladiolus St, Anna Maria, FL 34216Off Market
- $1,967,6004 bd3 ba2.2k sqft243 Gladiolus St, Anna Maria, FL 34216Off Market
- $3,250,0004 bd4 ba2k sqft242 Gladiolus St, Anna Maria, FL 34216For Sale
- $2,250,00010,607 Square Feet240 Gladiolus St #2, Anna Maria, FL 34216Lot/Land
- $1,673,0002 bd2 ba1.1k sqft240 Gladiolus St, Anna Maria, FL 34216Off Market
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- $1,621,7003 bd2 ba1.4k sqft102 Pelican Dr, Anna Maria, FL 34216Off Market
- $975,0003 bd2 ba1.3k sqft244 Gladiolus St, Anna Maria, FL 34216Sold
Nearby schools
GreatSchools rating
- 9/10Anna Maria Elementary SchoolGrades: PK-5Distance: 2.6 mi
- 4/10Martha B. King Middle SchoolGrades: 6-8Distance: 6.4 mi
- 3/10Manatee High SchoolGrades: 8-12Distance: 9.1 mi
Schools provided by the listing agent
- Elementary: Anna Maria Elementary
- Middle: Martha B. King Middle
- High: Manatee High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$1,383,900
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$1,383,900
- Florida
- Manatee County
- Anna Maria
- 34216
- 239 Gladiolus St
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