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Featured Properties

Roger Pettingell is an expert in representing buyers and sellers of Sarasota and Longboat Key properties including multi-million dollar estates, luxury condos, waterfront properties and more.

Featured Properties

4907 TORREY PINES RUN

4907 TORREY PINES RUN

3 Beds | 2 Baths | 2,043 Sq.Ft.
$545,000
16407 CLEARLAKE AVE

16407 CLEARLAKE AVE

4 Beds | 6 Baths | 5,019 Sq.Ft.
$5,775,000
1281 GULF OF MEXICO DR #906

1281 GULF OF MEXICO DR #906

2 Beds | 3 Baths | 2,655 Sq.Ft.
$2,495,000
419 PARTRIDGE CIR

419 PARTRIDGE CIR

4 Beds | 3 Baths | 2,229 Sq.Ft.
$2,350,000
9207 MIDNIGHT PASS RD #4

9207 MIDNIGHT PASS RD #4

3 Beds | 3 Baths | 1,632 Sq.Ft.
$1,200,000
1350 MAIN ST #1302

1350 MAIN ST #1302

2 Beds | 2 Baths | 1,336 Sq.Ft.
$900,000
340 GULF OF MEXICO DR #136

340 GULF OF MEXICO DR #136

3 Beds | 4 Baths | 2,880 Sq.Ft.
$3,295,000
3080 GRAND BAY BLVD #533

3080 GRAND BAY BLVD #533

2 Beds | 2 Baths | 1,413 Sq.Ft.
$819,000
1055 GULF OF MEXICO DR #402

1055 GULF OF MEXICO DR #402

2 Beds | 2 Baths | 1,392 Sq.Ft.
$1,195,000
642 S OWL DR

642 S OWL DR

3 Beds | 2 Baths | 2,128 Sq.Ft.
$3,499,000
2450 HARBOURSIDE DR #251

2450 HARBOURSIDE DR #251

3 Beds | 3 Baths | 3,383 Sq.Ft.
$2,495,000
5856 MERIWETHER PL

5856 MERIWETHER PL

4 Beds | 4 Baths | 2,536 Sq.Ft.
$1,299,000
113 FILLMORE DR

113 FILLMORE DR

4 Beds | 5 Baths | 4,008 Sq.Ft.
$3,795,000
545 SANCTUARY DR #B-504

545 SANCTUARY DR #B-504

3 Beds | 4 Baths | 3,115 Sq.Ft.
$3,575,000
541 FORE DR

541 FORE DR

5 Beds | 4 Baths | 4,296 Sq.Ft.
$1,975,000
2483 CRISPIN CT #G2

2483 CRISPIN CT #G2

2 Beds | 2 Baths | 1,230 Sq.Ft.
$315,000
3040 GRAND BAY BLVD #234

3040 GRAND BAY BLVD #234

3 Beds | 3 Baths | 2,550 Sq.Ft.
$1,695,000
2161 GULF OF MEXICO DR #6

2161 GULF OF MEXICO DR #6

3 Beds | 3 Baths | 3,437 Sq.Ft.
$4,495,000
2301 GULF OF MEXICO DR #73N

2301 GULF OF MEXICO DR #73N

2 Beds | 2 Baths | 1,235 Sq.Ft.
$1,495,000
6453 GULFSIDE RD

6453 GULFSIDE RD

0.7 Acres
$4,995,000
1400 SIESTA DR

1400 SIESTA DR

3 Beds | 3 Baths | 5,380 Sq.Ft.
$3,600,000
1211 GULF OF MEXICO DR #207

1211 GULF OF MEXICO DR #207

2 Beds | 2 Baths | 1,827 Sq.Ft.
$995,000
9818 OLD HYDE PARK PL

9818 OLD HYDE PARK PL

4 Beds | 3 Baths | 3,711 Sq.Ft.
$1,499,000
3540 MISTLETOE LN

3540 MISTLETOE LN

4 Beds | 4 Baths | 3,166 Sq.Ft.
$3,595,000
8033 FAIRHAVEN GLN

8033 FAIRHAVEN GLN

4 Beds | 3 Baths | 2,561 Sq.Ft.
$850,000
4473 GULF OF MEXICO DR

4473 GULF OF MEXICO DR

4 Beds | 4 Baths | 2,943 Sq.Ft.
$3,995,000
8501 MIDNIGHT PASS RD

8501 MIDNIGHT PASS RD

6 Beds | 9 Baths | 11,606 Sq.Ft.
$31,500,000
1344 HARBOR DR

1344 HARBOR DR

5 Beds | 6 Baths | 6,322 Sq.Ft.
$4,400,000
3080 GRAND BAY BLVD #521

3080 GRAND BAY BLVD #521

2 Beds | 2 Baths | 1,380 Sq.Ft.
$800,000
340 S PALM AVE #152

340 S PALM AVE #152

3 Beds | 3 Baths | 3,182 Sq.Ft.
$3,750,000
279 ROBIN DR

279 ROBIN DR

3 Beds | 4 Baths | 3,933 Sq.Ft.
$3,295,000
3580 FAIR OAKS LN

3580 FAIR OAKS LN

5 Beds | 6 Baths | 4,167 Sq.Ft.
$3,295,000
6366 GRANDVIEW HILL CT

6366 GRANDVIEW HILL CT

4 Beds | 3 Baths | 2,380 Sq.Ft.
$775,000
201 N WASHINGTON DR

201 N WASHINGTON DR

0.32 Acres
$2,195,000
50 CENTRAL AVE #17

50 CENTRAL AVE #17

3 Beds | 4 Baths | 4,174 Sq.Ft.
$4,750,000
1560 HARBOR SOUND DR

1560 HARBOR SOUND DR

3 Beds | 5 Baths | 4,213 Sq.Ft.
$3,495,000
655 LONGBOAT CLUB RD #14A

655 LONGBOAT CLUB RD #14A

3 Beds | 4 Baths | 3,564 Sq.Ft.
$4,300,000
1714 IRVING ST

1714 IRVING ST

4 Beds | 5 Baths | 4,366 Sq.Ft.
$3,995,000
1000 LONGBOAT CLUB RD #401

1000 LONGBOAT CLUB RD #401

3 Beds | 3 Baths | 1,736 Sq.Ft.
$1,550,000
18125 FATTORIA TER

18125 FATTORIA TER

5 Beds | 3 Baths | 2,934 Sq.Ft.
$529,990
5311 GULF OF MEXICO DR #3

5311 GULF OF MEXICO DR #3

2 Beds | 2 Baths | 1,028 Sq.Ft.
$1,074,000
800 BENJAMIN FRANKLIN DR #602

800 BENJAMIN FRANKLIN DR #602

2 Beds | 2 Baths | 1,150 Sq.Ft.
$899,000
1300 BENJAMIN FRANKLIN DR #504

1300 BENJAMIN FRANKLIN DR #504

3 Beds | 4 Baths | 3,550 Sq.Ft.
$3,900,000
545 SANCTUARY DR #B806

545 SANCTUARY DR #B806

3 Beds | 3 Baths | 2,375 Sq.Ft.
$2,195,000
1065 GULF OF MEXICO DR #201

1065 GULF OF MEXICO DR #201

2 Beds | 2 Baths | 1,172 Sq.Ft.
$699,000
258 GOLDEN GATE PT #801

258 GOLDEN GATE PT #801

3 Beds | 4 Baths | 3,031 Sq.Ft.
$3,999,000
111 S PINEAPPLE AVE #903

111 S PINEAPPLE AVE #903

2 Beds | 3 Baths | 1,600 Sq.Ft.
$1,379,000
601 LOTUS LN

601 LOTUS LN

3 Beds | 3 Baths | 2,533 Sq.Ft.
$3,100,000
435 L AMBIANCE DR #M408

435 L AMBIANCE DR #M408

3 Beds | 4 Baths | 3,380 Sq.Ft.
$4,495,000
528 72ND ST

528 72ND ST

4 Beds | 5 Baths | 4,014 Sq.Ft.
$5,300,000
View All Properties

CURRENT LISTINGS

For Sale
Pending
Under Contract
Active Under Contract
Coming Soon
Pocket Listing

Active Listings

For Sale

8501 MIDNIGHT PASS RD

$31,500,000

8501 MIDNIGHT PASS RD, SARASOTA, FL 34242

6 Beds 9 Baths 11,606 Sq.Ft.

DETAILS
For Sale

1249 S BASIN LN

$9,995,000

1249 S BASIN LN, SARASOTA, FL 34242

6 Beds 7 Baths 10,455 Sq.Ft.

DETAILS
For Sale

6453 GULFSIDE RD

$4,995,000

6453 GULFSIDE RD, LONGBOAT KEY, FL 34228

DETAILS
For Sale

2161 GULF OF MEXICO DR #6

$4,495,000

2161 GULF OF MEXICO DR #6, LONGBOAT KEY, FL 34228

3 Beds 3 Baths 3,437 Sq.Ft.

DETAILS
For Sale

435 L AMBIANCE DR #M408

$4,495,000

435 L AMBIANCE DR #M408, LONGBOAT KEY, FL 34228

3 Beds 4 Baths 3,380 Sq.Ft.

DETAILS
For Sale

655 LONGBOAT CLUB RD #14A

$4,300,000

655 LONGBOAT CLUB RD #14A, LONGBOAT KEY, FL 34228

3 Beds 4 Baths 3,564 Sq.Ft.

DETAILS
For Sale

258 GOLDEN GATE PT #801

$3,999,000

258 GOLDEN GATE PT #801, SARASOTA, FL 34236

3 Beds 4 Baths 3,031 Sq.Ft.

DETAILS
For Sale

4473 GULF OF MEXICO DR

$3,995,000

4473 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228

4 Beds 4 Baths 2,943 Sq.Ft.

DETAILS
For Sale

7418 WESTMORELAND DR

$3,995,000

7418 WESTMORELAND DR, SARASOTA, FL 34243

5 Beds 4 Baths 3,502 Sq.Ft.

DETAILS
For Sale

113 FILLMORE DR

$3,795,000

113 FILLMORE DR, SARASOTA, FL 34236

4 Beds 5 Baths 4,008 Sq.Ft.

DETAILS

Pending Transactions

Pending

50 CENTRAL AVE #17

$4,750,000

50 CENTRAL AVE #17PHC, SARASOTA, FL 34236

3 Beds 4 Baths 4,174 Sq.Ft.

DETAILS
Pending

1714 IRVING ST

$3,995,000

1714 IRVING ST, SARASOTA, FL 34236

4 Beds 5 Baths 4,366 Sq.Ft.

DETAILS
Pending

340 S PALM AVE #152

$3,750,000

340 S PALM AVE #152, SARASOTA, FL 34236

3 Beds 3 Baths 3,182 Sq.Ft.

DETAILS
Pending

1560 HARBOR SOUND DR

$3,495,000

1560 HARBOR SOUND DR, LONGBOAT KEY, FL 34228

3 Beds 5 Baths 4,213 Sq.Ft.

DETAILS
Pending

3580 FAIR OAKS LN

$3,295,000

3580 FAIR OAKS LN, LONGBOAT KEY, FL 34228

5 Beds 6 Baths 4,167 Sq.Ft.

DETAILS
Pending

2450 HARBOURSIDE DR #251

$2,495,000

2450 HARBOURSIDE DR #251, LONGBOAT KEY, FL 34228

3 Beds 3 Baths 3,383 Sq.Ft.

DETAILS
Pending

12507 GULF BREEZE TER

$1,325,000

12507 GULF BREEZE TER, CORTEZ, FL 34215

3 Beds 3 Baths 1,678 Sq.Ft.

DETAILS
Pending

3080 GRAND BAY BLVD #533

$819,000

3080 GRAND BAY BLVD #533, LONGBOAT KEY, FL 34228

2 Beds 2 Baths 1,413 Sq.Ft.

DETAILS

Past Tranasctions

Sold

1325 WESTWAY DRIVE

$12,800,000

1325 WESTWAY DR, SARASOTA, FL 34236

5 Beds 8 Baths 6,590 Sq.Ft.

DETAILS
Sold

1313 WESTWAY DRIVE

$11,500,000

1313 WESTWAY DR, SARASOTA, FL 34236

6 Beds 8 Baths 7,336 Sq.Ft.

DETAILS
Sold

626 S OWL DRIVE

$11,250,000

626 S OWL DR, SARASOTA, FL 34236

5 Beds 8 Baths 6,576 Sq.Ft.

DETAILS
Sold

415 L AMBIANCE DRIVE Unit: PH-A

$10,595,000

415 L AMBIANCE DR #PH-A, LONGBOAT KEY, FL 34228

3 Beds 4 Baths 5,170 Sq.Ft.

DETAILS
Sold

5965 GULF OF MEXICO DRIVE

$10,150,000

5965 GULF OF MEXICO DRIVE, LONGBOAT KEY, FL 34228

7 Beds 7 Baths 10,087 Sq.Ft.

DETAILS
Sold

5005 GULF OF MEXICO DRIVE Unit: 3

$9,800,000

5005 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228

5 Beds 7 Baths 4,638 Sq.Ft.

DETAILS
Sold

1588 N CASEY KEY ROAD

$9,250,000

1588 N CASEY KEY ROAD, OSPREY, FL 34229

6 Beds 8 Baths 7,760 Sq.Ft.

DETAILS
Sold

160 BRYANT DRIVE

$8,995,000

160 BRYANT DR, SARASOTA, FL 34236

4 Beds 5 Baths 5,783 Sq.Ft.

DETAILS

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Stunning Modern Estate in [Neighborhood]

123 Prestige Lane, [City], [State]
$2,450,000
5 Bed 4.5 Bath 4,200 sqft 0.75 acre

This exquisite modern estate offers panoramic views, smart home technology, and resort-style amenities. The gourmet kitchen features premium appliances, while the master suite includes a spa-like bathroom and custom walk-in closets.

Neighborhood Highlights

Top-Rated Schools:
  • [Elementary School] - 9/10 GreatSchools Rating
  • [Middle School] - 8/10 GreatSchools Rating
  • [High School] - 9/10 GreatSchools Rating
Community Demographics:
  • Median Household Income: $125,000
  • Average Home Value: $1.2M
  • Walk Score: 78 (Very Walkable)
  • Safety Rating: 9.2/10

Discover Sarasota's Premier Neighborhoods

Downtown
Waterfront District
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Downtown [City]

The vibrant heart of [City] offers luxury high-rise living with unparalleled access to fine dining, cultural attractions, and business centers. Downtown boasts a walkability score of 92, making it perfect for urban sophisticates.

$145k
Median Income
9.1/10
Safety Rating
92
Walk Score
8.7/10
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At Pettingell Professionals, success isn’t just about numbers—it’s about the impact we make and the milestones we achieve for our clients. With nearly $3 billion in career sales and a record-breaking $221+ million in closed sales in 2024, our results speak for themselves. These accomplishments reflect the trust our clients place in us and our unwavering commitment to delivering exceptional service and outstanding results. Whether breaking records or setting new standards, our focus remains on helping you achieve your goals with precision, expertise, and care—because at Pettingell Professionals, your success is our success.

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Tel: (941) 387-1840
Email: [email protected]
Text: (941) 347-9776

443 John Ringling Blvd., Suite F, Sarasota, Florida 34236 Over 33 years as a top producing Realtor on Longboat Key and in Sarasota.