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

3540 Gulf Of Mexico Drive Unit 303C, Longboat Key image

3540 Gulf Of Mexico Drive Unit 303C, Longboat Key — C $1,390,000

Sweeping views of Buttonwood Harbor and the Intercoastal Waterway extending out to the Gulf of Mexico set a tranquil presence throughout this special home in Buttonwood C...

3 Beds
3 Baths
Buttonwood Cove SubDv.
34228 Zip Code

100 Sands Point Road Unit 205, Longboat Key image

100 Sands Point Road Unit 205, Longboat Key — 100 $1,350,000

Be the first to live in this beautiful, completely renovated condominium. With 1,941 sf this is the largest size unit. Recently redesigned into a 3BR/2Bath with open expa...

3 Beds
2 Baths
Sands Point SubDv.
34228 Zip Code

2600 Harbourside Drive Unit L-16, Longboat Key image

2600 Harbourside Drive Unit L-16, Longboat Key $575,000

A 159 ft. x 25 ft. Boat Slips L-16 and L-17 at Longboat Key Moorings Marina. The slip is a T-dock located on the east side of the marina that may accommodate a 150+ vesse...

Bay Isles SubDv.
34228 Zip Code

3240 Gulf Of Mexico Drive Unit B504, Longboat Key image

3240 Gulf Of Mexico Drive Unit B504, Longboat Key — Bldg B $619,000

Delight in spacious living complemented by serene water views in this meticulously kept 2BR residence in the rarely available Portobello community on Longboat Key. A ligh...

2 Beds
2 Baths
Portobello SubDv.
34228 Zip Code

2195 Harbourside Drive Unit 404, Longboat Key image

2195 Harbourside Drive Unit 404, Longboat Key — 2195 $849,000

Located in the Harbour Oaks community of Bay Isles, this recently renovated home has all the perks you’re looking for: Gated Community, Private Beach Club, Kayak / Paddl...

3 Beds
2 Baths
Harbour Oaks SubDv.
34228 Zip Code

585 Sanctuary Drive Unit B501, Longboat Key image

585 Sanctuary Drive Unit B501, Longboat Key — Sanctuary I $1,850,000

Stunning direct views of the Gulf of Mexico accompany this exceptional three-bedroom, two-and-a-half-bath beachfront condominium, found at the one-and-only Sanctuary, beh...

3 Beds
2 Baths
Sanctuary SubDv.
34228 Zip Code

370 Gulf Of Mexico Drive Unit 423, Longboat Key image

370 Gulf Of Mexico Drive Unit 423, Longboat Key — 4a $1,200,000

Rarely available light and bright second floor end unit with lovely views of the Bay and tropical grounds. The spacious island kitchen with large pantry features a newer ...

2 Beds
2 Baths
Tangerine Bay Club SubDv.
34228 Zip Code

2600 Harbourside Drive Unit L-04, Longboat Key image

2600 Harbourside Drive Unit L-04, Longboat Key $295,000 ▲

A 72 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. D...

Bay Isles SubDv.
34228 Zip Code

691 Broadway Street, Longboat Key $789,000

Enjoy the ambiance and charm of this unique historic duplex/bungalow available for your personal island getaway. One of the earliest properties in the historic Longbeach ...

Long Beach SubDv.
34228 Zip Code

230 Sands Point Road Unit 3207, Longboat Key image

230 Sands Point Road Unit 3207, Longboat Key — 3207 $1,995,900

Stunningly reimagined in 2020 to harmonize sophisticated standards with casual coastal fusion, this Inn on the Beach condominiums curates an aspirational sense of island ...

2 Beds
2 Baths
Inn On The Beach SubDv.
34228 Zip Code

524 Bayport Way Unit 524, Longboat Key image

524 Bayport Way Unit 524, Longboat Key — Bayport Beach And Tennis Club $689,000

Right across the street form the Gulf of Mexico. Bright, contemporary, second floor two bedroom, two bath condominium in Bayport with sneak peek views of the Gulf of Mexi...

2 Beds
2 Baths
Bayport Bch & Ten SubDv.
34228 Zip Code

4600 Gulf Of Mexico Drive Unit 203, Longboat Key image

4600 Gulf Of Mexico Drive Unit 203, Longboat Key — E $625,000

If serenity, beautiful water views, boat slips, kayaking, large pet friendly, easy access to the beach and a pool just outside your doorstep are on your 'Must Have' list,...

2 Beds
2 Baths
Windward Bay SubDv.
34228 Zip Code

761 Old Compass Road, Longboat Key image

761 Old Compass Road, Longboat Key $4,100,000

Opportunity to own a spectacular home in one of the most sought-after Emerald Harbor neighborhood on Longboat Key, Florida. Beautiful tile roof was replaced in August 20...

3 Beds
4 Baths
Emerald Harbor SubDv.
34228 Zip Code

1601 Harbor Cay Lane, Longboat Key image

1601 Harbor Cay Lane, Longboat Key $2,995,000

Imagine the possibilities of your personal style and touches enhanced by beautiful canal-front views in Bay Isles, the most exclusive single-family home community on Long...

4 Beds
4 Baths
Bay Isles SubDv.
34228 Zip Code

6033 Gulf Of Mexico Drive, Longboat Key image

6033 Gulf Of Mexico Drive, Longboat Key $4,244,000

Rare opportunity to live in luxury. This piece of property on the beach-side of Gulf of Mexico Drive is the only Gulf-side lot currently available for sale on Longboat Ke...

Longboat Key SubDv.
34228 Zip Code

691 Broadway Street, Longboat Key $789,000

Enjoy the ambiance and charm of this unique historic duplex/bungalow available for your personal island getaway. One of the earliest properties in the historic Longbeach ...

2 Beds
2 Baths
Long Beach SubDv.
34228 Zip Code

2525 Gulf Of Mexico Drive Unit 13B, Longboat Key image

2525 Gulf Of Mexico Drive Unit 13B, Longboat Key — 13b $1,150,000

Simply breathtaking! Experience the lush lifestyle and direct water views from the Gulf of Mexico to Sarasota Bay. This gorgeous fully furnished residence was recently re...

2 Beds
2 Baths
Islands West SubDv.
34228 Zip Code

4960 Gulf Of Mexico Drive Unit 204, Longboat Key image

4960 Gulf Of Mexico Drive Unit 204, Longboat Key — A $624,900

CAPTIVATING WATER VIEWS! This desirable condominium with two bedrooms/two bathrooms is an oasis retreat. Welcome to Paradise Found! Each morning, witness the breathtaking...

2 Beds
2 Baths
Windward Bay SubDv.
34228 Zip Code

717 Saint Judes Drive S Unit 2, Longboat Key image

717 Saint Judes Drive S Unit 2, Longboat Key — 717 $325,000 ▼

Looking for a getaway beach home or investment property? Take a look at this 1 bedroom, 1 bathroom old Florida style condo. The inside has been recently painted and is ju...

1 Beds
1 Baths
St Judes Apts SubDv.
34228 Zip Code

2600 Harbourside Drive Unit G-17, Longboat Key image

2600 Harbourside Drive Unit G-17, Longboat Key $298,000

57 x 23 ft. Boat Slip with exceptional views of Sarasota Bay, at Longboat Key Moorings Marina. Direct access to Sarasota Bay and the ICW with exceptional views of Sarasot...

Bay Isles SubDv.
34228 Zip Code

701 Saint Judes Drive S Unit 2, Longboat Key image

701 Saint Judes Drive S Unit 2, Longboat Key — 701 $289,900

BACK ON THE MARKET - Buyer unable to secure financing. WATERFRONT - LONGBOAT KEY - This canal-front property has deeded beach access, kayak storage and direct access to ...

1 Beds
1 Baths
St Judes Apts SubDv.
34228 Zip Code

2600 Harbourside Drive Unit C-17, Longboat Key image

2600 Harbourside Drive Unit C-17, Longboat Key $325,000

72' x 21' Boat Dock ~ Longboat Key Moorings is strategically located just a few miles from downtown Sarasota, FL. This location provides direct access to Sarasota Bay and...

Bay Isles SubDv.
34228 Zip Code

2600 Harbourside Drive Unit C-13, Longboat Key image

2600 Harbourside Drive Unit C-13, Longboat Key $325,000

72' x 21' Boat Dock ~ Longboat Key Moorings is strategically located just a few miles from downtown Sarasota, FL. This location provides direct access to Sarasota Bay and...

Bay Isles SubDv.
34228 Zip Code

2600 Harbourside Drive Unit C-15, Longboat Key image

2600 Harbourside Drive Unit C-15, Longboat Key $325,000

72' x 21' Boat Dock ~ Longboat Key Moorings is strategically located just a few miles from downtown Sarasota, FL. This location provides direct access to Sarasota Bay and...

Bay Isles SubDv.
34228 Zip Code

2600 Harbourside Drive Unit B-4, Longboat Key image

2600 Harbourside Drive Unit B-4, Longboat Key $475,000 ▲

85' x 24' Boat Dock ~ Longboat Key Moorings is strategically located just a few miles from downtown Sarasota, FL. This location provides direct access to Sarasota Bay and...

Bay Isles SubDv.
34228 Zip Code

2600 Harbourside Drive Unit N-02, Longboat Key image

2600 Harbourside Drive Unit N-02, Longboat Key $200,000

48' x 18' Boat Dock ~ Longboat Key Moorings is strategically located just a few miles from downtown Sarasota, FL. This location provides direct access to Sarasota Bay and...

Bay Isles SubDv.
34228 Zip Code

2800 Harbourside Drive Unit M-15, Longboat Key image

2800 Harbourside Drive Unit M-15, Longboat Key $200,000

46' x 22' Boat Dock ~ Longboat Key Moorings is strategically located just a few miles from downtown Sarasota, FL. This location provides direct access to Sarasota Bay and...

Bay Isles SubDv.
34228 Zip Code

633 Halyard Lane, Longboat Key $2,700,000

WATERFRONT move-in ready home just three lots in from the open bay in Country Club Shores on the breathtaking Halyard Ln! This expansive 100x100 lot offers plenty of spac...

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

4725 Gulf Of Mexico Drive Unit 111, Longboat Key image

4725 Gulf Of Mexico Drive Unit 111, Longboat Key — Sand Cay $700,000

This is what coastal living is about. This turnkey furnished, 2 bedroom, 2 bath condo is just steps away from some of Sarasota's most beautiful beaches. Tasteful décor ...

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

2600 Harbourside Drive Unit R-5, Longboat Key image

2600 Harbourside Drive Unit R-5, Longboat Key $274,500 ▲

A 65 ft. x 21 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. D...

Bay Isles SubDv.
34228 Zip Code

591 Golf Links Lane, Longboat Key $2,295,000 ▼

Rarely available opportunity one in from Sarasota Bay in Country Club Shores offering stunning water views. Located on the south end of Longboat Key for easy access to St...

Country Club Shores SubDv.
34228 Zip Code

779 Saint Judes Drive N, Longboat Key image

779 Saint Judes Drive N, Longboat Key — 779 $399,000

Nice canal front condo on Longboat Key with deeded beach access. 2 beds 1.5 baths + 1 car carport + Exterior storage unit. Roof is only 2 years old. A/C compressor was re...

2 Beds
1 Baths
Villa Dos Palmas SubDv.
34228 Zip Code

629 Kingfisher Lane, Longboat Key $2,500,000

Yours for the taking, a rare opportunity. Enjoy stunning sunrises over still bay waters with abundant wildlife and canopied flowering trees. As you catch sight of a dolph...

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

4380 Exeter Drive Unit H304, Longboat Key image

4380 Exeter Drive Unit H304, Longboat Key — H $474,900

It is all about location. This, Island based, updated & well maintained 2 bedroom/2 bath is move in ready. Whether you are looking for a vacation get-away, second home, i...

2 Beds
2 Baths
Longboat Beach House SubDv.
34228 Zip Code

4700 Gulf Of Mexico Drive Unit 305, Longboat Key image

4700 Gulf Of Mexico Drive Unit 305, Longboat Key — Building D, Windward Bay $699,000

Experience refined elegance complemented by picturesque views through walls of glass from this beautifully styled, completely remodeled 2BR residence in Windward Bay, a s...

2 Beds
2 Baths
Windward Bay SubDv.
34228 Zip Code

3607 Fair Oaks Place, Longboat Key image

3607 Fair Oaks Place, Longboat Key $1,599,000

Experience warm contemporary style in this extraordinary, maintenance-free Queens Harbour home, located within the Longboat Key Club in the upscale, gated community of Ba...

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

2045 Gulf Of Mexico Drive Unit M1-202, Longboat Key image

2045 Gulf Of Mexico Drive Unit M1-202, Longboat Key — 2045 $500,000 ▼

Paradise awaits you in the midrise towers of Seaplace on Longboat Key, one of the area's top vacation and residential condo communities! This beautifully updated and mai...

2 Beds
1 Baths
Seaplace SubDv.
34228 Zip Code

7030 Firehouse Rd, Longboat Key $1,550,000

A Life on the North end of Longboat Key is a tranquil experience that can’t be duplicated. Bring the most discerning buyer to this chic, maintenance-free, impeccable beac...

3 Beds
3 Baths
Conrad Beach SubDv.
34228 Zip Code

3804 Gulf Of Mexico Drive Unit B106, Longboat Key image

3804 Gulf Of Mexico Drive Unit B106, Longboat Key — B $450,000

This lovely beach to bay getaway is conveniently located on the first floor, just a few steps from beautiful Gulf beach shores. You will appreciate the sunny atmosphere f...

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

3330 Bayou Sound, Longboat Key $1,500,000

Live the good life on Longboat Key on this spacious, extraordinary home, just steps away from a private beach. Upon entering this luxurious home, you will find a spacious...

4 Beds
3 Baths
Bay Isles SubDv.
34228 Zip Code

561 Gulf Bay Road, Longboat Key $530,000

If you’re looking TO BUILD on LONGBOAT KEY, this unique LOT is ready for construction. Property includes SURVEY and COMPLETED PLANS for a 3Bd/2Ba Pool Home designed by th...

Bailey-Dobson SubDv.
34228 Zip Code

536 General Harris Street, Longboat Key image

536 General Harris Street, Longboat Key $1,350,000 ▼

Situated on almost half an acre and across the street from the beautiful beaches of Longboat Key, this property is full of untapped potential. APPRAISAL AVAILABLE AT LIS...

Sleepy Lagoon Add SubDv.
34228 Zip Code

7125 Gulf Of Mexico Drive Unit 11, Longboat Key image

7125 Gulf Of Mexico Drive Unit 11, Longboat Key — Starfish $829,000 ▼

When you walk into Starfish 11 your eyes are drawn through the unit out onto the Lanai through the lush tropical landscape down to the blue green colors of the Gulf of Me...

2 Beds
2 Baths
Longbeach SubDv.
34228 Zip Code

3475 Gulf Of Mexico Drive, Longboat Key image

3475 Gulf Of Mexico Drive, Longboat Key $10,250,000

Breathtaking beachfront…you will be in awe of this architectural masterpiece with 151' of powder white sand directly on the coveted south end of Longboat Key. Just over 7...

5 Beds
5 Baths
Longboat Shores SubDv.
34228 Zip Code

1045 Gulf Of Mexico Drive Unit 203, Longboat Key image

1045 Gulf Of Mexico Drive Unit 203, Longboat Key — 9 $1,290,000 ▼

BEACH FRONT! We think the views from this unit are unparalleled, come and see for yourself. DO YOU WANT TO SEE DOLPHINS SWIM IN THE MORNING AS YOU HAVE BREAKFAST ON THE ...

2 Beds
2 Baths
Beachplace SubDv.
34228 Zip Code

3806 Gulf Of Mexico Unit C109, Longboat Key image

3806 Gulf Of Mexico Unit C109, Longboat Key — C $524,999 ▼

Rarely found first floor 2 Bedroom 2 Bath unit at popular Beach Harbor Club skirting the pristine waters of the Gulf of Mexico. An Olympic size pool as well as a privat...

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

3806 Gulf Of Mexico Drive Unit C304, Longboat Key image

3806 Gulf Of Mexico Drive Unit C304, Longboat Key — C $425,000 ▼

INCREDIBLE LOCATION!! Welcome to this MOVE-IN ready 2 bedroom, 2 bathroom, FULLY-FURNISHED, third floor condo nestled within the BEAUTIFUL WATERFRONT Beach Harbor Club co...

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

600 Fox Street, Longboat Key $875,000 ▼

Your little piece of southwest Florida paradise awaits in this island gem! Completely hardscaped around this home, you will love your outdoor life as well as your indoor ...

3 Beds
3 Baths
Longbeach On Longboat Key SubDv.
34228 Zip Code

4380 Exeter Dr #303 Unit 303, Longboat Key image

4380 Exeter Dr #303 Unit 303, Longboat Key — H $444,900 ▼

Are you ready for island life? Then bring your sunscreen and move right in. Longboat Harbour is a very socially active & vibrant gated community with on site management....

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

4401 Gulf Of Mexico Drive Unit 303, Longboat Key image

4401 Gulf Of Mexico Drive Unit 303, Longboat Key — Longboat Harbour Towers $625,000 ▼

Enjoy direct Gulf of Mexico views from recently remodeled one bedroom, one bath unit with convenient third floor location. Granite countertops, custom made solid maple so...

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

53 Twin Shores Boulevard, Longboat Key image

53 Twin Shores Boulevard, Longboat Key $259,900 ▼

Welcome to Longboat Key Island Living at it's Best! Meticulously redone in 2020, 2 BR, 1 Bth, Mobile Home. Some of the exterior improvements include, new impact windows,...

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

89 Twin Shores Boulevard Unit 89, Longboat Key image

89 Twin Shores Boulevard Unit 89, Longboat Key $229,000

MAGNIFICANT LOCATION: This unit is located in one of the most desirable parks on Longboat Key. Twin Shores is a Gulf-to-Bay community that offers private beach access to...

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

591 Putter Lane, Longboat Key $4,200,000

Pre-Construction. To be built. Fabulous opportunity for buyers who want new but do not want to wait two years to move in! Expansive uninterrupted bay front views from thi...

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

73 Twin Shores Boulevard, Longboat Key image

73 Twin Shores Boulevard, Longboat Key $199,900

Cozy, Beach To Bay, 2 Bedroom, 2 Bath Mobile Home, located Mid Longboat Key. Enter thru the spacious living/dining room facing the galley type kitchen. Bonus laundry ro...

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

536 General Harris Street, Longboat Key $1,350,000 ▼

Come live the island life on this unique piece of property on Longboat Key, brimming with untapped potential. Situated on almost half an acre and surrounded by mature pa...

4 Beds
2 Baths
Sleepy Lagoon SubDv.
34228 Zip Code

1085 Gulf Of Mexico Drive Unit 505, Longboat Key image

1085 Gulf Of Mexico Drive Unit 505, Longboat Key — 11 $1,599,000

Do you dream of living at the beach? Take the elevator to the 5th floor and discover this beautiful 3 bedroom corner unit at the upscale gated beach community of Beachp...

3 Beds
2 Baths
Beachplace SubDv.
34228 Zip Code

1145 Gulf Of Mexico Drive Unit 201, Longboat Key image

1145 Gulf Of Mexico Drive Unit 201, Longboat Key — 11 $1,449,000 ▼

YOU WANT TO BE ON THE BEACH? This TurnKey property is on the sand. So close you can almost touch the shells ! Relax and enjoy the soothing rhythm of the waves and the mag...

2 Beds
2 Baths
Beachplace SubDv.
34228 Zip Code

225 Sands Point Road Unit 6104, Longboat Key image

225 Sands Point Road Unit 6104, Longboat Key — 6 $625,000

Delight in remarkable water views from building six, complemented by the potential for exceptional rental income in this turnkey furnished junior suite set behind the gat...

1 Beds
1 Baths
Inn On The Beach SubDv.
34228 Zip Code

4234 Gulf Of Mexico Drive Unit A1, Longboat Key image

4234 Gulf Of Mexico Drive Unit A1, Longboat Key — Pelican Harbour $699,000 ▼

Just reduced! Gorgeous full bay views are yours from this rarely-available end unit, 1st floor, 3 bedroom/2 full bath condominium poised on the serene bayside of Longboa...

3 Beds
2 Baths
Pelican Harbour & Beach Club SubDv.
34228 Zip Code

2945 Pyrula Drive, Longboat Key $3,195,000

Pre-Construction. To be built. Located near the stunning sugar sand beaches of LongBoat Key, this home is sure to strike the perfect balance of Luxury Coastal living with...

5 Beds
5 Baths
Coquina Beach SubDv.
34228 Zip Code

595 Dream Island Road Unit 31, Longboat Key image

595 Dream Island Road Unit 31, Longboat Key — Grand Mariner $2,295,000

Rarely available opportunity to own this exquisite Bayfront residence located in the waterfront Grand Mariner complex on Longboat Key. This condo comes with a deep water ...

3 Beds
3 Baths
Grand Mariner On Longboat Key SubDv.
34228 Zip Code

5611 Gulf Of Mexico Drive Unit 2, Longboat Key image

5611 Gulf Of Mexico Drive Unit 2, Longboat Key — 104 $775,000 ▼

A perfect Longboat Key find; large three bedroom, three bath on the Gulf side that has the size of a town house... Pet friendly too! This small intimate community has onl...

3 Beds
3 Baths
Avignon Villas Condominium SubDv.
34228 Zip Code

1445 Gulf Of Mexico Drive Unit 201, Longboat Key image

1445 Gulf Of Mexico Drive Unit 201, Longboat Key — C $1,137,000 ▼

The Players Club is the quintessential sophisticated complex that offers villa style casual living on Longboat Key. This charming property is an "end unit" residence wi...

3 Beds
2 Baths
Players Club SubDv.
34228 Zip Code

614 Norton Street, Longboat Key $2,250,000 ▼

This unique, beautifully renovated European designed split level home offers the true island lifestyle you would expect and deserve when residing on Longboat Key! Located...

6 Beds
5 Baths
Sleepy Hollow Subdivision SubDv.
34228 Zip Code

25 Lighthouse Point Drive, Longboat Key image

25 Lighthouse Point Drive, Longboat Key $5,200,000 ▼

One or more photo(s) has been virtually staged. $400,000 price reduction! If you love water sports then this location is for you. Located on a protected lagoon just off t...

4 Beds
6 Baths
Lighthouse Point SubDv.
34228 Zip Code

647 Marbury Lane, Longboat Key $1,799,000 ▼

Custom designed waterfront home located on a deep wide canal in Sleepy Lagoon on north end of Longboat Key with access to the Intracoastal Waterway. This beautiful home h...

4 Beds
4 Baths
Sleepy Lagoon SubDv.
34228 Zip Code

1701 Gulf Of Mexico Drive Unit 303, Longboat Key image

1701 Gulf Of Mexico Drive Unit 303, Longboat Key — C $875,000 ▼

Aquarius is a boutique beachfront community with just 58 residences and located on south Longboat Key. Expansive Gulf of Mexico and Sarasota city skyline views from the l...

2 Beds
2 Baths
Aquarius Club SubDv.
34228 Zip Code

4311 Gulf Of Mexico Drive Unit 203, Longboat Key image

4311 Gulf Of Mexico Drive Unit 203, Longboat Key — 4311 $964,900 ▼

Enjoy spectacular, mesmerizing direct Gulf views from the owner's suite, guest bedroom and living/dining areas, while captivating beach sunsets can be enjoyed from your 9...

2 Beds
2 Baths
Longboat Beach House SubDv.
34228 Zip Code

415 L Ambiance Drive Unit D906, Longboat Key image

415 L Ambiance Drive Unit D906, Longboat Key — L'Ambiance $4,295,000 ▼

Presenting fresh, unparalleled sophistication in this like-new residence. Sand to City views with the Gulf to the west and the Bay and downtown Sarasota skyline to the ea...

2 Beds
2 Baths
L'Ambiance SubDv.
34228 Zip Code

3105 Gulf Of Mexico Drive, Longboat Key image

3105 Gulf Of Mexico Drive, Longboat Key $12,900,000

Live your best life now in this amazing, rarely available beachfront residence on Longboat Key. Enjoy endless water views, early morning walks, gentle breezes and nightly...

5 Beds
6 Baths
Longboat Key SubDv.
34228 Zip Code

230 Sands Point Road Unit 3204, Longboat Key image

230 Sands Point Road Unit 3204, Longboat Key — Building 3 $765,000 ▲

Direct beach views from this second-floor, completely renovated, all-new turnkey-furnished suite, currently in the hotel program. The renovation includes new drywall, ele...

1 Beds
1 Baths
Inn On The Beach SubDv.
34228 Zip Code

636 Dream Island Road, Longboat Key image

636 Dream Island Road, Longboat Key $3,995,000

Pre-Construction. To be built. Pre-construction opportunity to purchase a waterfront dream home on an extremely private estate-sized lot. This light-filled and breezy 5...

5 Beds
5 Baths
Sleepy Lagoon SubDv.
34228 Zip Code

1425 Gulf Of Mexico Drive Unit 201, Longboat Key image

1425 Gulf Of Mexico Drive Unit 201, Longboat Key — 1425 $1,695,000 ▼

Have you been desperately looking for that 3-bedroom, full Gulf front condo? Boy, have we got news for you! See and hear the waves splashing from your 30-foot balcony or ...

3 Beds
3 Baths
Players Club SubDv.
34228 Zip Code

5005 Gulf Of Mexico Drive Unit 6, Longboat Key image

5005 Gulf Of Mexico Drive Unit 6, Longboat Key $3,695,000

Masterfully combining quality, class and elegance, this luxurious newly constructed West Indies style home, is situated just steps from the beach, in the intimate coastal...

4 Beds
4 Baths
Bonaire At Longboat Key Or2507/5440 SubDv.
34228 Zip Code

690 Russell Street, Longboat Key $1,995,000

Under Construction. BRAND NEW CONSTRUCTION IN THE VILLAGE ON LONGBOAT KEY. THIS HOME WILL HAVE 4 BEDROOMS AND 4.5 BATHS AND AN OFFICE. FEATURES INCLUDE WOOD GRAIN TILE ...

4 Beds
4 Baths
Long Beach 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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