Anna Maria Island Pool Homes for Sale · Page 2

148 homes with a private pool for sale in Anna Maria Island, median asking price $2,968,000, mostly $1,365,000 – $5,995,000. Anna Maria, Holmes Beach and Bradenton Beach (ZIPs 34216, 34217). As of Oct 9, 2026.

239 HARBOR DRIVE, HOLMES BEACH
Active

$3,200,000

239 HARBOR DRIVE

HOLMES BEACH, FL 34217

4 bed
6 bath
2,381 sqft

MLS# A4704768 · Listing courtesy of DUNCAN REAL ESTATE, INC.

205 82ND STREET, HOLMES BEACH
Active

$1,049,000

205 82ND STREET

HOLMES BEACH, FL 34217

2 bed
2 bath
1,132 sqft

MLS# A4704708 · Listing courtesy of SATO REAL ESTATE INC.

113 PALMETTO AVENUE, ANNA MARIA
Active

$5,125,000

113 PALMETTO AVENUE

ANNA MARIA, FL 34216

4 bed
5 bath
2,786 sqft

MLS# A4702886 · Listing courtesy of RE/MAX ALLIANCE GROUP

315 HAMMOCK CIRCLE, ANNA MARIA
Active

$2,595,000

315 HAMMOCK CIRCLE

ANNA MARIA, FL 34216

3 bed
4 bath
1,652 sqft

MLS# A4703564 · Listing courtesy of RIDER REAL ESTATE

406 BAY PALMS DRIVE, HOLMES BEACH
Active

$1,295,000

406 BAY PALMS DRIVE

HOLMES BEACH, FL 34217

2 bed
2 bath
1,332 sqft

MLS# A4703735 · Listing courtesy of MICHAEL SAUNDERS & COMPANY

2203 AVENUE B, BRADENTON BEACH
Active

$2,795,000

2203 AVENUE B

BRADENTON BEACH, FL 34217

5 bed
5 bath
2,796 sqft

MLS# TB8541696 · Listing courtesy of GREAT WESTERN REALTY

303 GULF DRIVE, BRADENTON BEACH
Active

$5,000,000

303 GULF DRIVE

BRADENTON BEACH, FL 34217

5 bed
7 bath
3,000 sqft

MLS# TB8540957 · Listing courtesy of SHORE PROPERTY GROUP

215 82ND STREET, HOLMES BEACH
Active

$3,900,000

215 82ND STREET

HOLMES BEACH, FL 34217

4 bed
7 bath
2,686 sqft

MLS# TB8541795 · Listing courtesy of SHORE PROPERTY GROUP

203 HAVERKOS COURT, BRADENTON BEACH
Active

$3,250,000

203 HAVERKOS COURT

BRADENTON BEACH, FL 34217

4 bed
5 bath
2,160 sqft

MLS# TB8540900 · Listing courtesy of SHORE PROPERTY GROUP

214 HARBOR DRIVE, BRADENTON BEACH
Active

$3,100,000

214 HARBOR DRIVE

BRADENTON BEACH, FL 34217

4 bed
5 bath
2,200 sqft

MLS# TB8540898 · Listing courtesy of SHORE PROPERTY GROUP

216 HARBOR DRIVE, BRADENTON BEACH
Active

$3,100,000

216 HARBOR DRIVE

BRADENTON BEACH, FL 34217

4 bed
5 bath
2,200 sqft

MLS# TB8540897 · Listing courtesy of SHORE PROPERTY GROUP

507 59TH STREET, BRADENTON BEACH
Active

$1,649,000

507 59TH STREET

BRADENTON BEACH, FL 34217

3 bed
3 bath
1,592 sqft

MLS# A4703334 · Listing courtesy of PREFERRED SHORE LLC

308 57TH STREET #A & B, BRADENTON BEACH
Active

$2,950,000

308 57TH STREET #A & B

BRADENTON BEACH, FL 34217

6 bed
6 bath
2,688 sqft

MLS# A4700093 · Listing courtesy of MIKE NORMAN REALTY INC.

2908 AVENUE B, BRADENTON BEACH
Active

$2,850,000

2908 AVENUE B

BRADENTON BEACH, FL 34217

4 bed
4 bath
2,781 sqft

MLS# A4702383 · Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY

159 CRESCENT DRIVE, ANNA MARIA
Active

$2,985,000

159 CRESCENT DRIVE

ANNA MARIA, FL 34216

4 bed
3 bath
2,567 sqft

MLS# A4700920 · Listing courtesy of SATO REAL ESTATE INC.

520 69TH STREET, HOLMES BEACH
Active

$1,595,000

520 69TH STREET

HOLMES BEACH, FL 34217

2 bed
2 bath
1,247 sqft

MLS# A4700988 · Listing courtesy of DUNCAN REAL ESTATE, INC.

140 50TH STREET, HOLMES BEACH
Active

$1,794,000

140 50TH STREET

HOLMES BEACH, FL 34217

3 bed
2 bath
1,844 sqft

MLS# A4700681 · Listing courtesy of KELLER WILLIAMS ON THE WATER

203 72ND STREET, HOLMES BEACH
Active

$2,495,000

203 72ND STREET

HOLMES BEACH, FL 34217

4 bed
4 bath
2,153 sqft

MLS# A4699828 · Listing courtesy of DUNCAN REAL ESTATE, INC.

504 SPRING AVENUE, ANNA MARIA
Active

$1,795,000

504 SPRING AVENUE

ANNA MARIA, FL 34216

3 bed
3 bath
1,398 sqft

MLS# A4699353 · Listing courtesy of SATO REAL ESTATE INC.

418 MAGNOLIA AVENUE, ANNA MARIA
Active

$2,849,500

418 MAGNOLIA AVENUE

ANNA MARIA, FL 34216

4 bed
5 bath
2,186 sqft

MLS# A4699292 · Listing courtesy of RIDER REAL ESTATE

514 KEY ROYALE DRIVE, HOLMES BEACH
Active

$2,750,000

514 KEY ROYALE DRIVE

HOLMES BEACH, FL 34217

3 bed
3 bath
2,668 sqft

MLS# A4698679 · Listing courtesy of AN ISLAND PLACE REALTY INC

411 PALM AVENUE, ANNA MARIA
Active

$5,495,000

411 PALM AVENUE

ANNA MARIA, FL 34216

5 bed
6 bath
3,260 sqft

MLS# A4698723 · Listing courtesy of RE/MAX ALLIANCE GROUP

526 56TH STREET, HOLMES BEACH
Active

$5,995,000

526 56TH STREET

HOLMES BEACH, FL 34217

5 bed
5 bath
4,995 sqft

MLS# A4697603 · Listing courtesy of DUNCAN REAL ESTATE, INC.

2918 GULF DRIVE, HOLMES BEACH
Active

$2,800,000

2918 GULF DRIVE

HOLMES BEACH, FL 34217

4 bed
5 bath
2,325 sqft

MLS# A4697689 · Listing courtesy of BEACH HOUSE REAL ESTATE LLC

More in Anna Maria Island

Pool Homes for Sale nearby

Questions about Anna Maria Island Pool Homes for Sale

How many homes with a private pool are for sale in Anna Maria Island?

148 homes with a private pool are listed on this site as of Oct 9, 2026, from Stellar MLS. The list updates every hour.

What is the median asking price of homes with a private pool in Anna Maria Island?

The median asking price is $2,968,000; most are listed between $1,365,000 and $5,995,000. These are asking prices, not sale prices.

Can George help me buy in Anna Maria Island?

Yes. George Predescu, REALTOR® with Horizon Realty International, can set up showings for any listing here, including ones listed by other brokers. Call or text (941) 899-3045.

Want to see one of these homes with a private pool?

George Predescu, REALTOR® with Horizon Realty International, can answer questions and set up showings.

Listings courtesy of Stellar MLS as distributed by MLS GRID

Based on information submitted to the MLS GRID as of Oct 9, 2026, 5:00 PM EDT. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some IDX listings have been excluded from this website. Full IDX / DMCA disclaimer