Homes for Sale - Chrissy Fabian - Simply Real Estate

750 BAYPORT WAY #750, Longboat Key, FL 34228

$5,000

Active

Condo

2 Beds 2 Baths 1,370 SqFt

750 BAYPORT WAY #750, Longboat Key, FL 34228

Seasonal Turnkey Furnished Rental at Bayport Beach and Tennis Club. You will fall in love with this wonderful Longboat ...

Listed by PREMIER SOTHEBY'S INTERNATIONAL

4325 GULF OF MEXICO DR #507, Longboat Key, FL 34228

23

$9,587

Active

Condo

3 Beds 3 Baths 1,336 SqFt

4325 GULF OF MEXICO DR #507, Longboat Key, FL 34228

AVAILABLE FEBRUARY, MARCH 2025!!!" short stories'...THIS WONDERFUL PROPERTY IS FOR RENT...NOT FOR SALE...short stories i...

Listed by KELLER WILLIAMS ON THE WATER S

1211 GULF OF MEXICO DR #302, Longboat Key, FL 34228

67

$13,500

Pending

Condo

3 Beds 3 Baths 2,100 SqFt

1211 GULF OF MEXICO DR #302, Longboat Key, FL 34228

Prime location... This absolutely gorgeous condo is located in the Promenade Longboat Key with breathtaking water views ...

Listed by BERKSHIRE HATHAWAY HOMESERVICE

4325 GULF OF MEXICO DR #406, Longboat Key, FL 34228

24

$5,000

Active

Condo

2 Beds 2 Baths 1,336 SqFt

4325 GULF OF MEXICO DR #406, Longboat Key, FL 34228

Experience unparalleled Gulf-front living in this beautifully renovated 2-bedroom, 2-bathroom condo at Tiffany Plaza. Sp...

Listed by STERLING REALTY

3806 GULF OF MEXICO DR DR #C210, Longboat Key, FL 34228

25

$5,835

Active

Condo

2 Beds 2 Baths 1,046 SqFt

3806 GULF OF MEXICO DR DR #C210, Longboat Key, FL 34228

Available May-December with a 90 Day minimum at $2,800 per month plus taxes and fees booked for 2024 season. <br> <br>W...

Listed by GULF COAST REALTY & MANAGEMENT

517 BAYPORT WAY #517, Longboat Key, FL 34228

54

$9,500

Active

Condo

2 Beds 2 Baths 1,260 SqFt

517 BAYPORT WAY #517, Longboat Key, FL 34228

Gorgeous Inside! Furnished Rental at the exceptional Bayport Beach and Tennis Club. Single story end unit with private...

Listed by KELLER WILLIAMS SUBURBAN TAMPA

4540 GULF OF MEXICO DR #PH2, Longboat Key, FL 34228

43

$7,500

Active

Condo

2 Beds 2 Baths 1,312 SqFt

4540 GULF OF MEXICO DR #PH2, Longboat Key, FL 34228

OPEN FOR SEASON 2026. Also available off season @$3300 per month. Rarely available tranquil 2 bed/2 bath corner unit con...

Listed by JENNETTE PROPERTIES INC

2045 GULF OF MEXICO #313, Longboat Key, FL 34228

30

$8,000

Active

Condo

2 Beds 2 Baths 1,265 SqFt

2045 GULF OF MEXICO #313, Longboat Key, FL 34228

OPEN FOR 2026 SEASON. Live your Florida Dream in this 2 bed/2 bath condo on beautiful Longboat Key! Just steps away from...

Listed by JENNETTE PROPERTIES INC

455 LONGBOAT CLUB RD #PH1, Longboat Key, FL 34228

75

$25,000

Active

Condo

3 Beds 4 Baths 2,780 SqFt

455 LONGBOAT CLUB RD #PH1, Longboat Key, FL 34228

This EXQUISITE 3 bedroom - 3 ½ bath Penthouse has everything you will ever want in a Luxury Beachfront Condo; an open fl...

Listed by JENNETTE PROPERTIES INC

2425 GULF OF MEXICO DR #4E, Longboat Key, FL 34228

12

$8,000

Active

Condo

2 Beds 2 Baths 1,470 SqFt

2425 GULF OF MEXICO DR #4E, Longboat Key, FL 34228

LONGBOAT KEY, this 2 bed, 2 bath luxury condo with sweeping views of the GULF OF MEXICO, from every room, will truly cap...

Listed by JENNETTE PROPERTIES INC

775 LONGBOAT CLUB RD #405, Longboat Key, FL 34228

37

$9,000

Active

Condo

2 Beds 2 Baths 1,602 SqFt

775 LONGBOAT CLUB RD #405, Longboat Key, FL 34228

AVAILABLE 2025 SEASON. Enjoy beautiful sunsets or sunrises from this spacious 4th floor condo with partial gulf and bay...

Listed by COLDWELL BANKER REALTY

1125 GULF OF MEXICO DR #403, Longboat Key, FL 34228

51

$11,000

Active

Condo

2 Beds 2 Baths 1,642 SqFt

1125 GULF OF MEXICO DR #403, Longboat Key, FL 34228

Rented February and March 2026. New beautiful renovated kitchen with quartz countertops. SEASONAL or ANNUAL Call for Ann...

Listed by JENNETTE PROPERTIES, INC.

655 CEDARS CT #655, Longboat Key, FL 34228

22

$7,000

Active

Condo

1 Bed 2 Baths 1,244 SqFt

655 CEDARS CT #655, Longboat Key, FL 34228

AVAILABLE. 2026 SEASON.. 90 DAY MIN. ... Kick back and relax while on vacation in this marvelous townhouse located i...

Listed by COLDWELL BANKER REALTY

56

$17,850

Active

Single Family Home

4 Beds 3 Baths 2,349 SqFt

501 CHANNEL LN, Longboat Key, FL 34228

Booked March through Sep 3rd 2025. Looking for a 3 month renter for January, February, and March or the month of January...

Listed by PRECISE REALTY CORP

3806 GULF OF MEXICO DR #C111, Longboat Key, FL 34228

25

$6,000

Active

Condo

2 Beds 2 Baths 1,027 SqFt

3806 GULF OF MEXICO DR #C111, Longboat Key, FL 34228

Available May-December with a 90 Day minimum at $2,800 per month plus taxes and fees booked for 2024 season. <br> <br>S...

Listed by GULF COAST REALTY & MANAGEMENT

4825 GULF OF MEXICO DR #605, Longboat Key, FL 34228

34

$7,200

Active

Condo

2 Beds 2 Baths 1,393 SqFt

4825 GULF OF MEXICO DR #605, Longboat Key, FL 34228

This magnificent Gulf front vacation retreat sits on the 6th floor of the beautiful Westchester of Longboat Key, boastin...

Listed by GULF COAST REALTY & MANAGEMENT

5393 GULF OF MEXICO DR #208, Longboat Key, FL 34228

28

$6,000

Active

Condo

2 Beds 2 Baths 1,300 SqFt

5393 GULF OF MEXICO DR #208, Longboat Key, FL 34228

Breathtaking Direct Gulf views from this second floor condo at Longboat Terrace. This two bedroom, two bath has everythi...

Listed by GULF COAST REALTY & MANAGEMENT

455 LONGBOAT CLUB RD #401, Longboat Key, FL 34228

28

$8,000

Price Dropped by $2K

Condo

3 Beds 4 Baths 2,780 SqFt

455 LONGBOAT CLUB RD #401, Longboat Key, FL 34228

Welcome to Paradise! Beautiful 3 bedroom 3.5 baths, luxury split floor plan condo on LONGBOAT KEY. Behind the gates of L...

Listed by ROSSI & COMPANY INC

3240 GULF OF MEXICO DR #B303, Longboat Key, FL 34228

66

$7,200

Active

Condo

2 Beds 2 Baths 1,260 SqFt

3240 GULF OF MEXICO DR #B303, Longboat Key, FL 34228

Absolutely beautiful turnkey furnished condo at the sought after Portobello on Longboat Key. The meticulously maintained...

Listed by JENNETTE PROPERTIES INC

2425 GULF OF MEXICO DR #7C, Longboat Key, FL 34228

25

$11,900

Active

Condo

2 Beds 2 Baths 1,470 SqFt

2425 GULF OF MEXICO DR #7C, Longboat Key, FL 34228

SEASONAL; NOW AVAILABLE Jan - Mar 2026!!! Call now, won't last! From floor to ceiling – you'll just love the magnificent...

Listed by GULF COAST RENTAL HOMES&CONDOS

3235 GULF OF MEXICO DR #A302, Longboat Key, FL 34228

22

$8,000

Active

Condo

2 Beds 2 Baths 1,260 SqFt

3235 GULF OF MEXICO DR #A302, Longboat Key, FL 34228

Stunning Portobello Vacation 2/2 Condo on Longboat Key. This beautiful condo provides easy and relaxed living with gorge...

Listed by LINDSAY LEASING LLC

2109 GULF OF MEXICO DR #1402, Longboat Key, FL 34228

25

$8,000

Active

Condo

2 Beds 2 Baths 1,273 SqFt

2109 GULF OF MEXICO DR #1402, Longboat Key, FL 34228

LONGBOAT KEY...SUNSET BEACH CLUB II. Nicely appointed 2 bedroom, 2 bath condo, turnkey furnished. Entertainment center i...

Listed by Jennette Properties Inc

1135 GULF OF MEXICO DR #504, Longboat Key, FL 34228

32

$11,400

Active

Condo

2 Beds 2 Baths 1,503 SqFt

1135 GULF OF MEXICO DR #504, Longboat Key, FL 34228

Seasonal. Not available Jan - April 2025. Amazing sunsets from this fabulous 5th floor, direct Gulf beach front, 2 BD, 2...

Listed by Gulf Coast Rental Homes&Condos

2319 HARBOUR OAKS DR, Longboat Key, FL 34228

25

$12,500

Active

Single Family Home

3 Beds 3 Baths 2,532 SqFt

2319 HARBOUR OAKS DR, Longboat Key, FL 34228

SEASONAL: All three baths have been 100% renovated. Just gorgeous! Photos to come. Harbour Oaks is resort-style living p...

Listed by GULF COAST RENTAL HOMES&CONDOS

420 Properties Available In Longboat Key

750 BAYPORT WAY #750, Longboat Key, FL 34228

4325 GULF OF MEXICO DR #507, Longboat Key, FL 34228

1211 GULF OF MEXICO DR #302, Longboat Key, FL 34228

4325 GULF OF MEXICO DR #406, Longboat Key, FL 34228

3806 GULF OF MEXICO DR DR #C210, Longboat Key, FL 34228

517 BAYPORT WAY #517, Longboat Key, FL 34228

4540 GULF OF MEXICO DR #PH2, Longboat Key, FL 34228

2045 GULF OF MEXICO #313, Longboat Key, FL 34228

455 LONGBOAT CLUB RD #PH1, Longboat Key, FL 34228

2425 GULF OF MEXICO DR #4E, Longboat Key, FL 34228

775 LONGBOAT CLUB RD #405, Longboat Key, FL 34228

1125 GULF OF MEXICO DR #403, Longboat Key, FL 34228

655 CEDARS CT #655, Longboat Key, FL 34228

501 CHANNEL LN, Longboat Key, FL 34228

3806 GULF OF MEXICO DR #C111, Longboat Key, FL 34228

4825 GULF OF MEXICO DR #605, Longboat Key, FL 34228

5393 GULF OF MEXICO DR #208, Longboat Key, FL 34228

455 LONGBOAT CLUB RD #401, Longboat Key, FL 34228

3240 GULF OF MEXICO DR #B303, Longboat Key, FL 34228

2425 GULF OF MEXICO DR #7C, Longboat Key, FL 34228

3235 GULF OF MEXICO DR #A302, Longboat Key, FL 34228

2109 GULF OF MEXICO DR #1402, Longboat Key, FL 34228

1135 GULF OF MEXICO DR #504, Longboat Key, FL 34228

2319 HARBOUR OAKS DR, Longboat Key, FL 34228

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