Longboat Key, FL Homes

/50
$530,000
- 2 Beds
- 1.5 Baths
- 1,008 Sq Ft
597 Sutton Place, Longboat Key, FL 34228

Experience the best of Longboat Key living at Sutton Place, ideally positioned mid-island with convenient access to both Sarasota Bay and the Gulf of Mexico. Enjoy deeded beach access just moments away—perfect for daily beach outings, sunset walks, and the pristine Gulf shoreline.Active living comes naturally here. Bike to Bayfront Park for pickleball or tennis, or visit the nearby dog parks

Simone Schaerf

MICHAEL SAUNDERS & COMPANY

(941) 336-7456

597 Sutton Place, Longboat Key, FL 34228
/66
$10,000 per month
- 2 Beds
- 2 Baths
- 1,601 Sq Ft
- Condo for Rent
832 Bayport Way Unit 832, Longboat Key, FL 34228

BAYPORT BEACH and TENNIS CLUB, a Gulf to Bay, FULLY FURNISHED 2/2 residence. Bayport is an award winning community situated in theheart of Longboat Key. A friendly, popular, residential enclave of 136 quality-constructed homes on 27 picturesque acres of impeccablymaintained grounds. Tastefully decorated and well maintained with over 1600 square feet of living area; perfect for

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 207-3341

832 Bayport Way Unit 832, Longboat Key, FL 34228
/2
$1,750,000 Sold Jun 02, 2025

3303 Sabal Cove Cir, Longboat Key, FL 34228
- 4 Beds
- 3.5 Baths
- 3,200 Sq Ft
- Built 1995
Last Sold Summary
- 17% Below List Price
- $547/SF
- 37 Days On Market
Current Estimated Value $1,673,810

Last Listing Agent Judy Mitchell PREMIER SOTHEBY'S INTERNATIONAL REALTY

3303 Sabal Cove Cir, Longboat Key, FL 34228

/69
Not Listed For Sale
- 6 Beds
- 4.5 Baths
- 3,470 Sq Ft
3750 Gulf of Mexico Dr, Longboat Key, FL 34228

3750 Gulf of Mexico Dr, Longboat Key, FL 34228

/37
$799,000
- Land
- 0.15 Acre
- $5,326,667 per Acre
766 Saint Judes Dr N, Longboat Key, FL 34228

Prime CANAL lot on beautiful Long Boat Key. l with 2 new working boat lifts installed in 2023 (10,000lb capacity & 13,000lb capacity)! Ready to be built on - lot has been cleared. New 100' sea wall installed in 2022. Deeded beach access to the gulf as well. Perfect location near amazing restaurants and beautiful beaches.

Nikki Spirakis

BRG REAL ESTATE INC

(941) 688-9189

766 Saint Judes Dr N, Longboat Key, FL 34228
/22
$6,000 per month
- 2 Beds
- 2 Baths
- 1,346 Sq Ft
- Condo for Rent
5621 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228

AVAILABLE January 2026 $6,000 30 day lease. Looking for a Beach front vacation in warm sunny Florida in a condo where you walk out onto the deck and directly onto the beach? Stay in this 2 bedroom , 2 bath condo in Salty Acres with 2 parking spaces. It is on the Gulf Side beach with amazing views. Condo is beautiful and is in excellent condition. It must be a monthly rental. $4500 a month April -

William Glade

WILLIAM GLADE LIC. REAL ESTATE BROKER

(941) 957-2964

5621 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228
/2
$357,000 Sold Jul 09, 2025

4420 Exeter Dr Unit 104, Longboat Key, FL 34228
- 1 Bed
- 1 Bath
- 837 Sq Ft
- Built 1970
Last Sold Summary
- 7% Below List Price
- $427/SF
- 26 Days On Market
Current Estimated Value $359,128

Last Listing Agent Malihe Karimi MICHAEL SAUNDERS & COMPANY

4420 Exeter Dr Unit 104, Longboat Key, FL 34228

/97
Est $1,148,962 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,358 Sq Ft
2101 Gulf of Mexico Dr Unit 2501, Longboat Key, FL 34228

2101 Gulf of Mexico Dr Unit 2501, Longboat Key, FL 34228

/57
$1,250,000
- 2 Beds
- 2 Baths
- 1,395 Sq Ft
726 Jungle Queen Way, Longboat Key, FL 34228

Waterfront Paradise on Longboat Key – Deeded Beach Access + Private Pool + Private Dock! Welcome to your dream coastal retreat! This fully renovated 2 bedroom, 2 bath canal-front home on Longboat Key is the ultimate blend of luxury, comfort, and convenience. Nestled just steps from 10 miles of pristine Gulf beaches—with deeded beach access—you’ll enjoy the best of both water worlds: boat out

Brooke O'Malley

CLUB REALTY

(941) 882-9192

726 Jungle Queen Way, Longboat Key, FL 34228
/50
$10,500 per month
- 2 Beds
- 2 Baths
- 1,513 Sq Ft
- Condo for Rent
2425 Gulf of Mexico Dr Unit 7F, Longboat Key, FL 34228

No damage to unit after storms. Call for rates and availability. Available December - April. One month minimum. Tremendous view of the Gulf from this Gulfside/Beachside 2 BR/2 B condo. Direct Gulf front unit. Breathtaking view of the pristine waters of the Gulf of Mexico. Sit on the balcony to your 7th floor unit. Take in the sunsets with your loved ones and friends. Just a couple minutes and

William Glade

WILLIAM GLADE LIC. REAL ESTATE BROKER

(941) 584-4726

2425 Gulf of Mexico Dr Unit 7F, Longboat Key, FL 34228
/2
$537,500 Sold Nov 05, 2025

4800 Gulf of Mexico Dr Unit PH3, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 1,312 Sq Ft
- Built 1975
Last Sold Summary
- $410/SF
Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

4800 Gulf of Mexico Dr Unit PH3, Longboat Key, FL 34228

/57
Est $4,485,937 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 3,319 Sq Ft
4995 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228

4995 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228

/80
$650,000
- 2 Beds
- 2 Baths
- 1,192 Sq Ft
1932 Harbourside Dr Unit 254, Longboat Key, FL 34228

Bask in breathtaking views across Sarasota Bay to the sparkling downtown skyline from this beautifully updated 2-bedroom, 2-bath condo in the exclusive, guard-gated community of Bay Isles. Offered turnkey furnished, this top-floor residence in a mid-rise five-story building combines comfort, style, and peace of mind with secure entry and 24/7 guarded access. Inside, the kitchen showcases granite

Beverly St Hilaire

MICHAEL SAUNDERS & COMPANY

(941) 390-0836

1932 Harbourside Dr Unit 254, Longboat Key, FL 34228
/72
$11,000 per month
- 2 Beds
- 2 Baths
- 1,601 Sq Ft
- Condo for Rent
739 Bayport Way Unit 739, Longboat Key, FL 34228

This beautifully remodeled end unit condo, boasts two bedrooms, two bathrooms and has an open concept floor plan which features anexpansive Living/Dining/Kitchen combo. In addition, it has a generous sized master bedroom with en suite bathroom, an alcove thataccommodates a small desk and a private lanai leading off the bedroom. Begin each day by enjoying nature's' most beautiful the

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 393-0590

739 Bayport Way Unit 739, Longboat Key, FL 34228
/2
$1,000,000 Sold Jun 23, 2025

3540 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
- 3 Beds
- 3 Baths
- 2,568 Sq Ft
- Built 1980
Last Sold Summary
- 13% Below List Price
- $389/SF
- 7 Days On Market
Current Estimated Value $990,895

Last Listing Agent Alexis Smith-Frady COMPASS FLORIDA LLC

3540 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

/88
Est $695,780 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,453 Sq Ft
5260 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

5260 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

/53
$289,900 Pending
- 2 Beds
- 2 Baths
- 800 Sq Ft
3740 Gulf of Mexico Dr Unit 5-A, Longboat Key, FL 34228

Longboat Key Living! Enjoy the private beach directly across the street! 2 bedroom 2 bath home located in Twin Shores Beach & Marina Community. Island life is waiting for you. This home offers updated granite counters in the kitchen, 2 updated bathrooms and ample living space. The living/ Dining room combo is large enough to entertain your friends, family and neighbors. Enjoy some of the best

Jill Young

CENTURY 21 INTEGRA

(941) 206-5844

3740 Gulf of Mexico Dr Unit 5-A, Longboat Key, FL 34228
/71
$10,000 per month
- 2 Beds
- 2 Baths
- 1,601 Sq Ft
- Condo for Rent
838 Bayport Way Unit 838, Longboat Key, FL 34228

GORGEOUS SHORT TERM RENTAL!!!! Bayport Beach & Tennis Club is an amenity-rich community at sea's edge and is situated in the middle of Longboat Key. This 2 bedroom, 2 bathroom fully FURNISHED rental is tastefully and brilliantly decorated. This residence offers a wonderful retreat as a Seasonal rental or a shorter Monthly respite. Bayporters' enjoy an active island lifestyle with 4 Har Tru tennis

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 352-9696

838 Bayport Way Unit 838, Longboat Key, FL 34228
/2
$2,033,000 Sold Dec 23, 2024

1211 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 1,598 Sq Ft
- Built 1985
Last Sold Summary
- 13% Below List Price
- $1,272/SF
- 237 Days On Market
Current Estimated Value $1,757,150

Last Listing Agent Reid Murphy DEVELOPERS REALTY LBK, INC

1211 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

/56
Est $376,838 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,007 Sq Ft
3804 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

3804 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

/79
$8,500,000
- 5 Beds
- 5.5 Baths
- 6,125 Sq Ft
501 Harbor Point Rd, Longboat Key, FL 34228

Rare opportunity to acquire completely remodeled waterfront residence (Finished in 2023) on Sarasota’s most prestigious barrier island of Longboat Key, in the coveted Harbors enclave of Bay Isles. Orchestrating exceptional style, comfort, and barefoot elegance, this five-bedroom home stirs the senses. Completely redesigned by renowned architect Clifford Scholz, construction was completed in

Rich Polese COMPASS FLORIDA LLC

501 Harbor Point Rd, Longboat Key, FL 34228
/39
$14,000 per month
- 3 Beds
- 2 Baths
- 1,675 Sq Ft
- Condo for Rent
5611 Gulf of Mexico Dr Unit 1, Longboat Key, FL 34228

DIRECTLY on the GULF. WITH PRIVATE BEACH .Be Prepared for style, relaxation and Longboat luxury. This stunning boutique condominium renovated in 2024 and located on Longboat Key's Gulf of Mexico Beach. Its newly designed layout emphasizes the magnificent ocean view throughout its open floor plan that is visible from the time you walk in the door, through the beautiful dining area, upscale

William Glade

WILLIAM GLADE LIC. REAL ESTATE BROKER

(941) 394-0592

5611 Gulf of Mexico Dr Unit 1, Longboat Key, FL 34228
/2
$2,250,000 Sold Dec 08, 2025

2410 Harbourside Dr Unit 151, Longboat Key, FL 34228
- 3 Beds
- 3.5 Baths
- 3,825 Sq Ft
- Built 1993
Last Sold Summary
- 10% Below List Price
- $588/SF
- 7 Days On Market
Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

2410 Harbourside Dr Unit 151, Longboat Key, FL 34228

/24
Est $1,008,839 Not Listed For Sale
628 Lyons Ln, Longboat Key, FL 34228

628 Lyons Ln, Longboat Key, FL 34228

/64
$9,700,000
- 4 Beds
- 5 Baths
- 5,245 Sq Ft
560 Harbor Point Rd, Longboat Key, FL 34228

Exquisite Palladian-Style Waterfront Estate Located on the serene shores of Sarasota Bay, this home epitomizes elegance and sophistication. Designed by Cliff Scholz and meticulously crafted by Murray Homes, this, 5,300-square-foot masterpiece is situated in a double-gated community offering unparalleled privacy and exclusivity. Perched at the end of a quiet cul-de-sac, the property boasts almost

Jonathan Fox MICHAEL SAUNDERS & COMPANY

560 Harbor Point Rd, Longboat Key, FL 34228
/87
$6,000 per month
- 2 Beds
- 2 Baths
- 1,601 Sq Ft
- Condo for Rent
817 Bayport Way Unit 817, Longboat Key, FL 34228

STUNNING BAY VIEWS! Enjoy picturesque sunrises from your private deck in this tastefully decorated 2 bedroom, 2 bathroom furnished condominium. This home has an open concept floor plan which features an expansive Living/Dining/Kitchen area. The generous size master bedroom with adjoining bathroom includes a double vanity, separate shower, a walk-in closet and a small alcove that accommodates a

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 732-8949

817 Bayport Way Unit 817, Longboat Key, FL 34228
/2
$470,000 Sold Jun 27, 2025

4380 Exeter Dr Unit 304, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 992 Sq Ft
- Built 1970
Last Sold Summary
- 3% Below List Price
- $474/SF
- 27 Days On Market
Current Estimated Value $450,326

Last Listing Agent Brett Keyser, Jr RE/MAX ALLIANCE GROUP

4380 Exeter Dr Unit 304, Longboat Key, FL 34228

/53
Est $848,859 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,172 Sq Ft
1085 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

1085 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

/30
$3,275,000
- 4 Beds
- 5 Baths
- 3,313 Sq Ft
601 Triton Bend, Longboat Key, FL 34228

With easy, convenient beach access and just a short walk to Publix and the Town Center, the main house with separate guest house is ideally situated mid-key. Behind the coastal façade rests an interior courtyard providing complete privacy with a resort style heated pool and programmable rain shower waterfall, a sound system and an outdoor shower. This 4 bedroom, 3 full bath and 2 half bath Brista

Gina Ursini BRISTA REALTY LLC

601 Triton Bend, Longboat Key, FL 34228
/11
$3,200 per month
- 1 Bed
- 1 Bath
- 836 Sq Ft
- Condo for Rent
600 Sutton Place Unit 201, Longboat Key, FL 34228

Available 6/1/25 **** Sarasota Bay view. 1 Bedroom x 1 1/2 Bathroom Condo. Living Room looks out over the pool that sits on Sarasota Bay. Fully furnished. 90 day minimum rental period. Prefer 6 mo.- 1 year rental. Sutton Place has many amenities including two heated pools, bicycle storage, outdoor grills, Gulf beach access with beach house, 1 assigned parking spot and several shared guest spaces.

Tracy Srodes

FINE PROPERTIES

(941) 335-6064

600 Sutton Place Unit 201, Longboat Key, FL 34228
/2
$3,700,000 Sold Nov 03, 2025

531 Ranger Ln, Longboat Key, FL 34228
- 4 Beds
- 3.5 Baths
- 3,436 Sq Ft
- Built 2006
Last Sold Summary
- 13% Below List Price
- $1,077/SF
- 263 Days On Market
Last Listing Agent Paulina Vasiliev KELLER WILLIAMS ON THE WATER S

531 Ranger Ln, Longboat Key, FL 34228

/17
Est $196,610 Not Listed For Sale
- Studio
- 800 Sq Ft
2600 Harbourside Dr Unit G-2, Longboat Key, FL 34228

2600 Harbourside Dr Unit G-2, Longboat Key, FL 34228

/79
$3,995,000
- 5 Beds
- 5.5 Baths
- 4,281 Sq Ft
550 Yardarm Ln, Longboat Key, FL 34228

ELEVATED Waterfront Luxury on Longboat Key! Welcome to 550 Yardarm Lane, where the elegance of Longboat Key meets the ease of Florida’s coastal lifestyle in the coveted Country Club Shores. This waterfront masterpiece isn’t just a home, it’s your front-row seat to paradise, where boating, beach walks, and year-round sunshine are part of everyday life. Step inside and be instantly captivated by

Melanie Russell QUEST PROPERTIES INC

550 Yardarm Ln, Longboat Key, FL 34228
/48
$9,000 per month
- 2 Beds
- 2 Baths
- 1,456 Sq Ft
- Condo for Rent
830 Bayport Way Unit 830, Longboat Key, FL 34228

Beautifully appointed seasonal/short term rental at Bayport Beach and Tennis Club on Longboat Key. This spacious 2/2 residence comes turnkey furnished and equipped with flat screen TV's, cable and WiFi. This residence features a large outdoor patio with garden views and plenty of seating. Bayport sits on 27 lushly landscaped acres and has 1200 feet of private beach. Complimentary beach chairs and

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 207-4978

830 Bayport Way Unit 830, Longboat Key, FL 34228
/2
$505,000 Sold Feb 24, 2025

4440 Exeter Dr Unit 304, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 992 Sq Ft
- Built 1970
Last Sold Summary
- 8% Below List Price
- $509/SF
- 38 Days On Market
Current Estimated Value $508,423

Last Listing Agent Malihe Karimi MICHAEL SAUNDERS & COMPANY

4440 Exeter Dr Unit 304, Longboat Key, FL 34228

/2
Est $1,026,686 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,392 Sq Ft
1125 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

1125 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

/51
$975,000
- 2 Beds
- 2 Baths
- 1,260 Sq Ft
3235 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

* BREATHTAKING GULF-FRONT CONDO WITH PANORAMIC VIEWS AND LUXURIOUS AMENITIES! ** This stunning condo offers a unique blend of elegance and tranquility, perfectly situated to capture the serene beauty of the Gulf of Mexico. Imagine waking up to the gentle sound of waves and enjoying unobstructed views from every room. Retreat to the primary suite, a tranquil haven with ample closet space and an

Shana Hamel NEXTHOME EXCELLENCE

3235 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
/48
$9,000 per month
- 3 Beds
- 2 Baths
- 1,731 Sq Ft
- Condo for Rent
5621 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

Available December and January .Call for rates and availability .Looking for a vacation in warm sunny Florida in a condo where you walk directly out onto the deck directly onto the beach? Stay in this 3 bedroom (2 king beds/1 queen), 2 bath condo in Salty Acres with 2 covered parking spaces. It is on the Gulf Side beach with amazing views. Condo is beautiful and recently remodeled. It must be a

William Glade

WILLIAM GLADE LIC. REAL ESTATE BROKER

(941) 207-6603

5621 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
/2
$2,050,000 Sold Mar 27, 2025

524 Gunwale Ln, Longboat Key, FL 34228
- 3 Beds
- 2.5 Baths
- 2,135 Sq Ft
- Built 1966
Last Sold Summary
- 5% Below List Price
- $960/SF
- 20 Days On Market
Current Estimated Value $1,936,470

Last Listing Agent Judy Kepecz-Hays COLDWELL BANKER REALTY

524 Gunwale Ln, Longboat Key, FL 34228

/51
Est $349,096 Not Listed For Sale
- 1 Bed
- 1 Bath
- 912 Sq Ft
4720 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228

4720 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228

Showing Results 81 - 120, Page 3 of 18

Florida Manatee County Longboat Key

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