Longboat key | Southwest Florida Real Estate

LONGBOAT KEY | Southwest FL Real Estate

Longboat Key Homes

Longboat Key is on the southern tip of Anna Maria Island and lies within Manatee County to its north and Sarasota County to its south. It is surrounded by the Gulf of Mexico and Sarasota Bay. The New Pass Bridge connects it to Lido Key to its south and the Longboat Pass Bridge connects it to Anna Maria Island to its north. It draws residents and visitors from all over the world to its beaches and parks. Homes on the island include condominiums, villas and townhouses, mobile homes and single family homes priced from $100,000 up to $22,000,000.

The Water Club - The two 11-story towers of The Water Club are found on the Gulf of Mexico on the southern end of Longboat Key. There are 172 two and three bedroom luxury condos ranging from 1,400 to over 3,400 square feet. The resort-style community has a junior Olympic-sized swimming pool and hot tub, 4 Har Tru tennis courts, a fitness facility with a sauna and steam room and a community clubhouse with a library, game and billiard rooms, ballroom and fully equipped catering kitchen. A wooden boardwalk takes you to a private beach. There is secured parking under the buildings along with some enclosed garages. Gates are guarded around the clock and there is also a concierge service. The buildings overlook a sparkling water fountain and the beautiful Gulf of Mexico.

Seaplace - This waterfront condominium community is located on the Gulf of Mexico on 42 acres with tropical landscaping, flowering trees and gardens. It consists of 2 mid-rise buildings, 9 garden buildings and 12 townhomes. Amenities include 2 heated pools with spas, 3 Har Tru tennis courts, clubhouse with fitness center, walking trails, water access and a 24 hour guarded gate. You'll find views of the Gulf of Mexico, Sarasota Bay and the gardens. Fees include cable t.v., security, manager, water, sewer and trash.

Let us help you with your search for your "Piece of Beach Paradise"! More information can be found at www.longboatkey.org.

Just Listed | Latest Homes for Sale on Longboat Key

1915 Harbour Links Circle Unit 6, Longboat Key image

1915 Harbour Links Circle Unit 6, Longboat Key — 1915 $1,599,000

This special property in the gated community of Bay Isles on the south end of Longboat Key provides the best of all worlds. It is a maintenance free townhome/villa that l...

3 Beds
3.5 Baths
Emerald Pointe South SubDv.
34228 Zip Code

2295 Gulf Of Mexico Drive Unit 24, Longboat Key image

2295 Gulf Of Mexico Drive Unit 24, Longboat Key — Islander Club $750,000

he Islander Club condominium is a fabulous Gulfside complex directly on the beautiful beach and Gulf of Mexico. The beachside pool has incredible Gulf views and wonderful...

2 Beds
2 Baths
Islander Club Of Longboat SubDv.
34228 Zip Code

5231 Gulf Of Mexico Drive Unit 204, Longboat Key image

5231 Gulf Of Mexico Drive Unit 204, Longboat Key — Covert Ii $648,000

IMMEDIATELY FALL IN LOVE with Longboat Key, Florida condo living at its finest! This residence is enhanced with direct views of the beach and Gulf of Mexico as far as the...

1 Beds
1 Baths
Covert Condominium SubDv.
34228 Zip Code

2020 Harbourside Drive Unit 54/455, Longboat Key image

2020 Harbourside Drive Unit 54/455, Longboat Key — Fairway Bay $1,400,000 ▲

An incredible opportunity to own a rarly available sought after top floor three bedroom condo offering almost 2500, sq. ft. of living space. The special feature of this c...

3 Beds
3 Baths
Fairway Bay SubDv.
34228 Zip Code

1906 Harbour Links Circle Unit 14, Longboat Key image

1906 Harbour Links Circle Unit 14, Longboat Key — Emerald Pointe South $1,595,000

Savor the spaciousness and privacy of a courtyard-style plan enhanced by masterful updates of all the pivotal elements to make this residence an exceptional showplace in ...

3 Beds
3.5 Baths
Emerald Pointe South SubDv.
34228 Zip Code

630 Hideaway Bay Drive, Longboat Key image

630 Hideaway Bay Drive, Longboat Key $2,799,000

Enjoy absolute privacy with secluded lagoon views from this 4BR/4BA, 3,130+/- sq. ft. move-in ready home inside the exclusive Hideaway Bay community. Soaring double-heigh...

4 Beds
4 Baths
Hideaway Bay Subdivision SubDv.
34228 Zip Code

3240 Gulf Of Mexico Drive Unit B402, Longboat Key image

3240 Gulf Of Mexico Drive Unit B402, Longboat Key — B $990,000

Take your choice of sunrise or sunset as you live every day in paradise surrounded by beautiful water views on three sides in this fully furnished 2-bedroom, 2-bath resid...

2 Beds
2 Baths
Portobello SubDv.
34228 Zip Code

1050 Longboat Club Road Unit 204, Longboat Key image

1050 Longboat Club Road Unit 204, Longboat Key — Privateer North Towers $895,000

The Privateer is located on the southern end of Longboat Key, behind the gates of the Longboat Key Club. This is a beach front community featuring resort style living w...

2 Beds
2 Baths
Privateer North SubDv.
34228 Zip Code

519 Rountree Drive, Longboat Key $2,400,000

Dream House Opportunity! This well-located, water access/water view, .22 acre buildable lot is perfectly sited on a salt water canal with no fixed bridges to the Gulf and...

Longboat Key Estates SubDv.
34228 Zip Code

1930 Harbourside Drive Unit 136, Longboat Key image

1930 Harbourside Drive Unit 136, Longboat Key — Fairway Bay 1 $799,000

Open bay views welcome you as you walk into this peaceful residence in Fairway Bay. Tastefully decorated with style & elegance, the wood floors lead you into the relaxed...

2 Beds
2 Baths
Fairway Bay SubDv.
34228 Zip Code

2143 Harbourside Drive Unit 1201, Longboat Key image

2143 Harbourside Drive Unit 1201, Longboat Key — 12 $999,900

Are you ready to enjoy the exceptional resort lifestyle on our tropical barrier island, in a peaceful community located between the meticulously maintained “White Egret” ...

3 Beds
2.5 Baths
Harbor Oaks SubDv.
34228 Zip Code

2600 Harbourside Drive Unit Q-4, Longboat Key image

2600 Harbourside Drive Unit Q-4, Longboat Key $220,000

48 x 21ft. Boat Slip with exceptional views of Sarasota Bay located on the east side, at Longboat Key Moorings Marina. Direct access to Sarasota Bay and the ICW. The deep...

Bay Isles SubDv.
34228 Zip Code

3710 Gulf Of Mexico Drive Unit G27, Longboat Key image

3710 Gulf Of Mexico Drive Unit G27, Longboat Key $379,900

WATERFRONT ON SARASOTA BAY – This home sits directly on the Buttonwood Harbor section of Sarasota Bay. As such, it enjoys panoramic water views and dramatic sunrises. T...

1 Beds
1 Baths
Gulfshore Of Longboat Key SubDv.
34228 Zip Code

2101 Harbourside Drive Unit 1103, Longboat Key image

2101 Harbourside Drive Unit 1103, Longboat Key — Harbour Oaks $1,300,000

Relish gorgeous golf course and sunset views in this lovely 2,219-square-foot end-unit villa in Harbour Oaks, a charming enclave of 42 residences in the sought-after main...

3 Beds
2.5 Baths
Harbour Oaks SubDv.
34228 Zip Code

3030 Grand Bay Boulevard Unit 316, Longboat Key image

3030 Grand Bay Boulevard Unit 316, Longboat Key — Grand Bay 3 $2,995,000

An inspiring, breathtaking panorama of the Harbourside golf course, the city skyline, Sarasota Bay and the tranquil, bobbing vessels of Longboat Key Moorings serve as the...

3 Beds
3 Baths
Grand Bay SubDv.
34228 Zip Code

519 Rountree Drive, Longboat Key $2,400,000

Dream House Opportunity! This well-located, water access/water view, .22 acre buildable lot is perfectly sited on a salt water canal with no fixed bridges to the Gulf and...

3 Beds
2 Baths
Longboat Key Estates SubDv.
34228 Zip Code

6925 Longboat Drive S, Longboat Key image

6925 Longboat Drive S, Longboat Key $2,895,000

Enjoy the quintessential island life in this stunning custom home in Longboat's favorite north end neighborhood. Mason-Martin custom build with no detail spared. Designe...

3 Beds
3.5 Baths
Long Beach SubDv.
34228 Zip Code

701 Gulf Bay Road Unit 1&2, Longboat Key image

701 Gulf Bay Road Unit 1&2, Longboat Key $1,295,000

Rare opportunity to invest in a recently renovated turn-key duplex on Longboat Key, featuring two identically sized 900 square foot, 2 bedroom, 1.5 bath units on on 9000 ...

4 Beds
Bailey-Dobson SubDv.
34228 Zip Code

6547 Gulfside Road, Longboat Key $3,500,000

Incredible piece of property with great view of the gulf and an easement to the water. The old house on the property is of no value and is sold AS IS. Buyer will be respo...

Sleepy Lagoon SubDv.
34228 Zip Code

3808 Gulf Of Mexico Drive Unit E112, Longboat Key image

3808 Gulf Of Mexico Drive Unit E112, Longboat Key — E $1,175,000

Coastal contemporary design meets tranquil living in this sought-after first floor condo in Beach Harbor Club, highly regarded for its exclusive location along Longboat K...

3 Beds
3 Baths
Beach Harbor Club SubDv.
34228 Zip Code

4500 Gulf Of Mexico Drive Unit 202, Longboat Key image

4500 Gulf Of Mexico Drive Unit 202, Longboat Key — Windward Bay $845,000

Enjoy unobstructed bay views over the marina and mangrove islands in this updated 2-bedroom, 2-bathroom residence in the sought-after community of Windward Bay on Longboa...

2 Beds
2 Baths
Windward Bay SubDv.
34228 Zip Code

4651 Gulf Of Mexico Drive Unit 203, Longboat Key image

4651 Gulf Of Mexico Drive Unit 203, Longboat Key — Sage Longboat Key Residences $7,200,000 ▼

Under Construction. Last opportunity of its kind. Luxury modern beachfront residence available for occupancy Q1 2023. Nestled within more than 3 acres of Longboat Key’s p...

4 Beds
4.5 Baths
Sage Longboat Key Residences SubDv.
34228 Zip Code

3808 Gulf Of Mexico Drive Unit E101, Longboat Key image

3808 Gulf Of Mexico Drive Unit E101, Longboat Key — E $550,000

Perfectly positioned close to the deeded beach, bay, clubhouse, fitness center, boat slips, fishing dock and pool, this 'Move-In Ready' 2 Bedroom/2 Bathroom condo is a dr...

2 Beds
2 Baths
Beach Harbor Club SubDv.
34228 Zip Code

596 Outrigger Lane, Longboat Key $8,795,000

Make an appointment to see this Mediterranean inspired home that boasts 247' +/- of open Sarasota Bay and canal front views. This lifestyle home offers a 27 ton boat lift...

6 Beds
6.5 Baths
Country Club Shores SubDv.
34228 Zip Code

3320 Gulf Of Mexico Drive Unit 203-C, Longboat Key image

3320 Gulf Of Mexico Drive Unit 203-C, Longboat Key — 7178 $529,000 ▼

This spacious two-bedroom - two bath with Breakfast room is located on the Bay in a small quiet complex with only 45 units. Wood flooring in the living/dining room and bo...

2 Beds
2 Baths
Longboat Arms SubDv.
34228 Zip Code

700 Tarawitt Drive, Longboat Key $3,895,000

Under Construction. This is your opportunity to own the only completed new construction luxury home in Longboat Key! Upon entering, you'll be immediately captivated by th...

4 Beds
5 Baths
Longboat Key SubDv.
34228 Zip Code

600 Sutton Place Unit 201, Longboat Key image

600 Sutton Place Unit 201, Longboat Key — 600 $562,000

Call today for a private showing of a stunning condominium at Sutton Place on Longboat Key—just steps away from a pool overlooking Sarasota Bay and a short walk to gated ...

1 Beds
1 Baths
Sutton Place Condo SubDv.
34228 Zip Code

3806 Gulf Of Mexico Dr Unit C311 Unit 311, Longboat Key image

3806 Gulf Of Mexico Dr Unit C311 Unit 311, Longboat Key — 3806 $580,000 ▼

Beach Harbor Club Condo with OCEAN VIEWS in Living Room and Master bedroom *Welcome to Beach Harbor Club 2 bedroom/ 2bath condo offers the perfect location. Located betwe...

2 Beds
2 Baths
Beach Harbor Club SubDv.
34228 Zip Code

914 Spanish Drive S Unit 914, Longboat Key image

914 Spanish Drive S Unit 914, Longboat Key — Spanish Main $714,900

WELCOME TO SPANISH MAIN YACHT CLUB ON LONGBOAT KEY!!! Coastal charm embodies this beautiful villa that has been renovated and is move in ready. Home has been beautifully ...

2 Beds
2 Baths
Spanish Main Yacht Club SubDv.
34228 Zip Code

5841 Gulf Of Mexico Drive Unit 248, Longboat Key image

5841 Gulf Of Mexico Drive Unit 248, Longboat Key — Silver Sands $699,000

Welcome to paradise on beautiful Longboat Key. This beachfront condo is turnkey, fully furnished, and sleeps 4. Enjoy the blue-green Gulf view from your screen porch just...

1 Beds
1 Baths
Silver Sands SubDv.
34228 Zip Code

730 Spanish Drive S, Longboat Key $740,000

Don’t miss out on your slice of paradise with this beautiful two-bedroom two-bath villa within Spanish Main Yacht Club on Longboat Key. Sought after location with dual re...

2 Beds
2 Baths
Spanish Park Subdivision SubDv.
34228 Zip Code

2045 Gulf Of Mexico Drive Unit M1-304, Longboat Key image

2045 Gulf Of Mexico Drive Unit M1-304, Longboat Key — M1-304 $1,499,000

Rare opportunity to own a corner 3-bedroom/2-bath condominium with partial Gulf views in one of Longboat Key's most beautiful and exclusive communities, "SEAPLACE". T...

3 Beds
2 Baths
Seaplace SubDv.
34228 Zip Code

2800 Harbourside Drive Unit E-18, Longboat Key image

2800 Harbourside Drive Unit E-18, Longboat Key $265,000

60 x 21 ft. Boat Slip with exceptional views of Sarasota Bay, at Longboat Key Moorings Marina. Direct access to Sarasota Bay and the ICW. Great location, on the only east...

Bay Isles SubDv.
34228 Zip Code

5155 Gulf Of Mexico Drive Unit 9, Longboat Key image

5155 Gulf Of Mexico Drive Unit 9, Longboat Key — Sarasota Outrigger Resort $749,000

First Floor End Unit Walk out to the Beach Remodeled kitchen and bath New Air Conditioner.

1 Beds
1 Baths
Sarasota Outrigger Condominium SubDv.
34228 Zip Code

605 Sutton Place Unit 204, Longboat Key image

605 Sutton Place Unit 204, Longboat Key $749,000 ▼

Vacation in paradise everyday! Watch the dolphins and manatees from your living room couch, keep your boat in your backyard, enjoy private parking and enjoy your private ...

2 Beds
2 Baths
Sutton Place Condo SubDv.
34228 Zip Code

549 Spanish Drive N, Longboat Key $535,000

Calling all boaters to come live the dream in this charming coastal villa that shouts value within this hot market, presenting quality renovations with the most lush, tra...

2 Beds
2 Baths
Spanish Main Yacht Club SubDv.
34228 Zip Code

4800 Gulf Of Mexico Drive Unit PH4, Longboat Key image

4800 Gulf Of Mexico Drive Unit PH4, Longboat Key — C $889,000 ▼

All Windward Bay and LBK Underground Utility assessments have been Paid in Full by the sellers... Welcome Home to your 2 Bed 2 Bath, waterfront condo that has been exqui...

2 Beds
2 Baths
Windward Bay SubDv.
34228 Zip Code

1030 Bogey Lane, Longboat Key $1,200,000

An opportunity like this doesn't come along very often! This property offers an ideal location, a generous size lot and a spacious home with so much potential! Backing up...

2 Beds
2 Baths
Country Club Shores SubDv.
34228 Zip Code

605 Spanish Drive N, Longboat Key $699,900

Slip into the pool or relax on the beach, this location has it all. Just 500 steps to to the beach through deeded access or to the marina and pool. This turnkey propert...

2 Beds
2 Baths
Spanish Main Yacht Club SubDv.
34228 Zip Code

3633 Fair Oaks Place, Longboat Key image

3633 Fair Oaks Place, Longboat Key $1,925,000

Enjoy Sunsets and a luxurious lifestyle on Longboat Key in this maintenance-free courtyard-style home in Queens Harbour. One of the most sought-after communities on Longb...

3 Beds
3.5 Baths
Bay Isles SubDv.
34228 Zip Code

700 Lyons Lane, Longboat Key $4,100,000

CASUAL ELEGANCE best describes this LUXURY, WATERFRONT HOME on LONGBOAT KEY! The BEST OF ALL WORLDS with EXPANSIVE BAY VIEWS in the front, DEEP WATER BOATING in the back ...

4 Beds
3.5 Baths
Sleepy Lagoon SubDv.
34228 Zip Code

4401 Gulf Of Mexico Drive Unit 201, Longboat Key image

4401 Gulf Of Mexico Drive Unit 201, Longboat Key — N/A $975,000 ▼

SUNSETS AND SALTSPRAY...NEW IMPROVED PRICING creates a great opportunity to find YOUR PIECE OF PARADISE...at an EXCELLENT VALUE!!! Located ON the white sand beaches of LO...

2 Beds
2 Baths
Longboat Harbour Towers SubDv.
34228 Zip Code

5444 Gulf Of Mexico Drive, Longboat Key image

5444 Gulf Of Mexico Drive, Longboat Key $7,850,000

Stunning contemporary bayfront home on Longboat Key with unrivalled panoramic penthouse like views of Sarasota Bay, downtown Sarasota, and nature preserve. Adjacent to a...

5 Beds
5 Baths
Cedar Woodlands SubDv.
34228 Zip Code

3532 Fair Oaks Lane, Longboat Key $1,700,000 ▼

Spacious and comfortable in coveted Queens Harbour. Located behind the gates of Longboat Key's Bay Isles section, this Taylor Woodrow built Essex model centers around a p...

4 Beds
4.5 Baths
Queens Harbour (F/K/A Manchester Bay) SubDv.
34228 Zip Code

4725 Gulf Of Mexico Drive Unit 213, Longboat Key image

4725 Gulf Of Mexico Drive Unit 213, Longboat Key — 13 $869,000

Don’t miss the opportunity to own this 2 bedroom vacation getaway, which earned over $63K in gross income for 2021, at the popular beachside community of Sand Cay. This f...

2 Beds
2 Baths
Sand Cay A Condominium SubDv.
34228 Zip Code

5440 Gulf Of Mexico Drive, Longboat Key image

5440 Gulf Of Mexico Drive, Longboat Key $5,050,000

Wonderful opportunity on beautiful Longboat Key. Tranquil, peaceful, private setting next to Durante Park. Building land for 6 homes with deeded beach access to the wo...

Cedar Woodlands SubDv.
34228 Zip Code

536 General Harris Street, Longboat Key image

536 General Harris Street, Longboat Key $2,395,000

A once in a lifetime opportunity to own a unique property on Longboat Key, which is an exclusive island that spans almost 11 miles on the beautiful sparkling shores of th...

Sleepy Lagoon Add SubDv.
34228 Zip Code

2600 Harbourside Drive Unit Q-1, Longboat Key image

2600 Harbourside Drive Unit Q-1, Longboat Key $250,000

Enjoy all the amenities of the private Longboat Key Club as a Club Member at this 45 x 21 ft slip. Direct access to Sarasota Bay and the ICW. The deep water marina is as ...

Bay Isles SubDv.
34228 Zip Code

583 Spanish Drive S Unit 129, Longboat Key image

583 Spanish Drive S Unit 129, Longboat Key $895,000

Looking for a piece of paradise on the Suncoast of Florida? Don’t miss the opportunity to own this rare standalone villa that lives like a single-family private home, in ...

2 Beds
2 Baths
Spanish Main Yacht Club SubDv.
34228 Zip Code

3414 Fair Oaks Lane, Longboat Key $1,995,000 ▼

Revel in the spaciousness, spectacular lifestyle and serenity of golf course and bay views in this sprawling 4BR/4BA home in Corey’s Landing, a sought-after, maintenance-...

4 Beds
4 Baths
Coreys Landing SubDv.
34228 Zip Code

2600 Harbourside Drive Unit L-08, Longboat Key image

2600 Harbourside Drive Unit L-08, Longboat Key $475,000

One of the best views from this slip in the marina is this 82 ft x 26 ft slip. Finger pier is 32 ft. Enjoy all the amenities of the private Longboat Key Club as a Yacht C...

Bay Isles SubDv.
34228 Zip Code

2045 Gulf Of Mexico Drive Unit M1-112, Longboat Key image

2045 Gulf Of Mexico Drive Unit M1-112, Longboat Key — 2045 $1,695,000 ▼

PRICE ADJUSTMENT ON This beautiful & bright updated three bedroom, two bath condominium with direct gulf views is coming furnished with the exclusion of art work & pictur...

3 Beds
2 Baths
Seaplace SubDv.
34228 Zip Code

5442 Gulf Of Mexico Dr, Longboat Key image

5442 Gulf Of Mexico Dr, Longboat Key $13,850,000

Stunning contemporary spectacular bayfront estate on Longboat Key with unrivalled panoramic penthouse like views of Sarasota Bay, Anna Maria, and even downtown Sarasota....

5 Beds
5 Baths
Cedar Woodlands SubDv.
34228 Zip Code

741 Saint Judes Drive S Unit 1, Longboat Key image

741 Saint Judes Drive S Unit 1, Longboat Key — 747 $675,000 ▼

Best view on Longboat Key. Incredible terrace with zero entry beach within feet of your doorway. Sparkling Quartz counters. Upgrades include porcelain wood plank tile flo...

2 Beds
2 Baths
Saint Judes Apts Unit 3 Condo Association Inc SubDv.
34228 Zip Code

3320 Gulf Of Mexico Drive Unit 303-C, Longboat Key image

3320 Gulf Of Mexico Drive Unit 303-C, Longboat Key — N/A $595,000 ▼

Price drop! Gulf View & Bay View, yes, please!Stunning Double View from this Beautifully remodeled condo on the pristine shores of Longboat Key. Longboat Key is a prime l...

2 Beds
2 Baths
Longboat Arms SubDv.
34228 Zip Code

3806 Gulf Of Mexico Drive Unit C404, Longboat Key image

3806 Gulf Of Mexico Drive Unit C404, Longboat Key — C/3806 $845,000 ▼

Reduced $50,000! Sellers have made a price adjustment on this lovely penthouse unit located between the turquoise blue waters of the Gulf of Mexico and Sarasota Bay. Sink...

2 Beds
2 Baths
Beach Harbor Club SubDv.
34228 Zip Code

660 Linley Street, Longboat Key $1,300,000 ▼

PRICED AT APPRAISED VALUE. UPDATED TWO SINGLE FAMILY HOMES- Looking to step back in time to enjoy the "Old Florida Lifestyle''? Located in the quaint historic village of ...

3 Beds
3 Baths
Long Beach SubDv.
34228 Zip Code

816 Jungle Queen Way, Longboat Key image

816 Jungle Queen Way, Longboat Key $1,695,000

Fourth home in from Sarasota Bay, this turnkey furnished residence on the Longboat Key’s north end is move-in ready. You will love the convenience of moving right in to e...

3 Beds
2 Baths
Longboat Key SubDv.
34228 Zip Code

2333 Gulf Of Mexico Drive Unit 1C2, Longboat Key image

2333 Gulf Of Mexico Drive Unit 1C2, Longboat Key — Building 1 $4,745,000 ▼

With the splendor of stunning Gulf of Mexico views, the amenities of a world-class resort, and the space and comfort that lives like a sprawling, luxury single-family hom...

4 Beds
4.5 Baths
Vizcaya At Longboat Key SubDv.
34228 Zip Code

2800 Harbourside Drive Unit E-10, Longboat Key image

2800 Harbourside Drive Unit E-10, Longboat Key $263,000

60' x 20' boat slip at The Longboat Key Club Moorings Marina. As one of the finest protected deep water yacht marinas on the West Coast of Florida, only a select few ha...

Longboat Key Moorings SubDv.
34228 Zip Code

3060 Grand Bay Boulevard Unit 1101, Longboat Key image

3060 Grand Bay Boulevard Unit 1101, Longboat Key — 3060 $4,999,999 ▼

One or more photo(s) has been virtually staged. RARE OPPORTUNITY Top of The World PENTHOUSE. Boasting an astounding 5,300 square feet of wraparound terrace space and floo...

4 Beds
5.5 Baths
Grand Bay SubDv.
34228 Zip Code

525 Channel Lane, Longboat Key $875,000 ▼

Make this south Longboat Key Bungalow home yours and be located close to St. Armands Circle (just 2 miles away) as well as all Sarasota has to offer including Marina Jac...

2 Beds
2 Baths
New Pass Shores SubDv.
34228 Zip Code

2004 Harbourside Drive Unit 1701, Longboat Key image

2004 Harbourside Drive Unit 1701, Longboat Key — Fairway Bay 2 $939,000 ▼

***NEW PRICE $939,000*** Beautiful totally updated end unit Fairway Bay Townhouse with three sides of windows with Skylights. This lovely unit is located in a private s...

2 Beds
2 Baths
Fairway Bay SubDv.
34228 Zip Code

540 Harbor Cove Circle, Longboat Key image

540 Harbor Cove Circle, Longboat Key $3,600,000

Build your dream home on this oversized waterfront lot in the exclusive gated neighborhood of Bay Isles Harbor Section! This neighborhood definitely has the boater in min...

Bay Isles SubDv.
34228 Zip Code

500 Harbor Cove Circle, Longboat Key image

500 Harbor Cove Circle, Longboat Key $7,000,000

Pre-Construction. To be built. Located in the exclusive Harbor Section of Bay Isles right across the street from the new St. Regis. The new tropical modern residence will...

5 Beds
5.5 Baths
Bay Isles SubDv.
34228 Zip Code

2089 Gulf Of Mexico Drive Unit 204, Longboat Key image

2089 Gulf Of Mexico Drive Unit 204, Longboat Key — 2089 $1,999,000

Your piece of paradise has just arrived on the market on beautiful Longboat Key! This exquisitely renovated and redesigned residence has an open kitchen and living area d...

2 Beds
2.5 Baths
Seaplace SubDv.
34228 Zip Code

641 Fox Street, Longboat Key $499,900 ▼

Build your dream home in "The Village" on Longboat Key. 50-by-105, vacant land on the corner of Fox Street and Poinsettia Avenue. The island lifestyle awaits you, with ac...

Long Beach SubDv.
34228 Zip Code

656 Tarawitt Drive, Longboat Key $1,300,000

Act fast, this is the only open lot in longboat key with direct water access under 3.6 million dollars! Bring your boat and dock it next to your custom dream home! This...

Longboat Key SubDv.
34228 Zip Code

104 Twin Shores Boulevard Unit 104, Longboat Key image

104 Twin Shores Boulevard Unit 104, Longboat Key — Marina Villas $450,000 ▼

CO-OP PROPERTY, 55 YEARS OR OLDER, NO PET COMMUNITY. ORIGINAL BUILDING CONSTRUCTED IN 1950 BUT IT HAS BEEN TOTALLY REBUILT WITH HURRICANE MITIGATION WINDOWS AND DOORS IN...

2 Beds
2 Baths
Twin Shores Mobile Home SubDv.
34228 Zip Code

6840 Longboat Drive S, Longboat Key image

6840 Longboat Drive S, Longboat Key $2,650,000 ▼

This former model is a luxurious coastal contemporary home located at The Preserve of Longbeach. The home is infused with light and flows seamlessly from the indoor to th...

4 Beds
4.5 Baths
Long Beach SubDv.
34228 Zip Code

6877 Gulf Of Mexico Drive, Longboat Key image

6877 Gulf Of Mexico Drive, Longboat Key $9,900,000 ▼

One or more photo(s) has been virtually staged. Longboat Beachfront estate on .74 acres that features a 102’ wide lot directly on the Gulf of Mexico, with private and dir...

4 Beds
4.5 Baths
Sleepy Lagoon SubDv.
34228 Zip Code

311 Firehouse Court, Longboat Key $2,395,000

Stunning coastal home designed by SweetSparkman and surrounded by lush landscaping in the maintenance free community of Conrad Beach. Prized for being west of Gulf of Me...

3 Beds
3.5 Baths
Conrad Beach SubDv.
34228 Zip Code

2161 Gulf Of Mexico Drive Unit PH3, Longboat Key image

2161 Gulf Of Mexico Drive Unit PH3, Longboat Key — En Provence $8,950,000

Nothing else on Longboat Key can compare to this astounding penthouse on the beach. The uniqueness of the offering is undeniable. Capturing the entire top floor of this c...

4 Beds
4.5 Baths
En Provence SubDv.
34228 Zip Code

6821 Hughes Street, Longboat Key $2,999,000

Fuel your soul at this ultimate eclectic island getaway. This home sits on a double lot and offers three bedrooms, plus a loft, providing plenty of indoor and outdoor spa...

3 Beds
2 Baths
Longbeach Rev Of R P Jordans Sub SubDv.
34228 Zip Code

3970 Gulf Of Mexico Drive, Longboat Key image

3970 Gulf Of Mexico Drive, Longboat Key $4,450,000

There is a clear hierarchy when it comes to waterfront real estate in Southwest Florida, and the most valued and scarce land resource is the gulf-front property. 3970...

Longboat Key Estates SubDv.
34228 Zip Code

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Testimonials

Lisa Salvato - 5 stars! John is fabulous! He listened to what we wanted and emailed us only properties that applied. We live in New York and were interested in purchasing a Florida property. Having never met him prior to our visit to view the key properties of interest, from his e-mails, we didn't know what to expect . We feel like we hit the jackpot, John was professional, courteous and went out of his way to show us condos in a spread-out area. We have now closed on that purchase. Thank-you John for being a great negotiator and knowledgeable in your field. Your follow-through beyond the closing is appreciated and impressive. Thank-you Leslie for your work in the background to follow-up with all of the condo documents. We have sold and purchased homes before and John is at the top! February 2018

Robert Theofel — Above and beyond! Every aspect of the home buying process from initial search to closing went without a hitch due to Leslie and John’s expertise. When searching for a home, we received recommendations that were within our search criteria and the team was always available to show the homes that we selected. The recommendations we received during the negotiating, buying and closing process were excellent and we were able to close within a month of the initial viewing of the property. I would highly recommend them to anyone looking to buy a home!

Curt Johnson — My wife and I needed to sell our house, however there was much to do to get it ready. John and Leslie let us know how to fix-up the house to get the best possible response at the showings. We got it done and sold our house within 2 days of listing it with them. I think one of the best things I walked away with from the experience is how I felt trusting them with my home knowing that they had my best interest at hand. I would recommend John and Leslie to anyone who wants to be successful in selling or buying a home.

Jennifer Pearson — Leslie and John went above and beyond to help us sell our home! We had relocated 1900 miles away as we were trying to sell our house. They were in constant contact with us regarding the house and showings. They helped us find maintenance people when needed and even completed some things themselves. We would highly recommend them and should we return to the area, we will definitely use them to purchase a home!

Valerie Bologna — 5 stars! John helped my husband and I find a condo in Sarasota while we are living in another state. If there was something that we were interested in, he would go out right away and take pictures of the place and e-mail them to us. He never made us feel like we were wasting his time even though our purchase was not a million dollar listing! In a few years we will be calling on John again to find us a permanent place to live instead of seasonally. My husband and I appreciate all that he and his wife Leslie have done for us to make this purchase go as smooth as possible and we feel like we have gained new friends as well!

Victoria Harlow — 5 stars! Leslie went above and beyond with advice on staging, open houses, and cleaning and caring for my property while I was absent. Her teammate and husband John make a stellar team. I was so happy to get a great offer so close to my asking price. Awesome work! Thank-you for being vigilant and for the awesome care you took with selling my house. Your are the best that I've encountered after selling three houses over the years!

Edy Campos — 5 stars! - Can't get any better than John! He helped me all the way until the end, gives great advice, works fast, follows up and doesn't waste time. If you are serious about finding a place to call "home", I really recommend John Gregory!

Nancy Gallagher — If you're looking for a new home in Florida, John is a tireless agent to have on your side! If he doesn't know the answer to a question (which is rare) he will find it and in a timely manner! I highly recommend his services.

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Longboat Key Real Estate Search

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