Longboat Key, FL Homes

/22
$1,500,000
- Land
- 0.39 Acre
- $3,846,154 per Acre
671 Old Compass Rd, Longboat Key, FL 34228

Location, Location, Location...Beautiful homesite now available in this cozy highly sought after community, which offers a mixture of old and new Florida! Bring your designer, architect, builder, and create the home of your dreams. This wonderful community is great for boaters as there is a dock and lift on the property - though it is in need of some repair. This neighborhood is great for

Bobbi Ellis EPIQUE REALTY, INC.

671 Old Compass Rd, Longboat Key, FL 34228
/28
$5,000 per month
- 2 Beds
- 2 Baths
- 1,260 Sq Ft
- Condo for Rent
842 Bayport Way Unit 842, Longboat Key, FL 34228

AVAILABLE APRIL 1ST 2025. 6 MONTH STAY $5000 PER MONTH - NO TAX/ PRIME SEASONAL RATES: Jan 1st to April 30th @ $8,500 per month plus 13% sales tax. For shorter off season stay - 3 month minimum - rental rate is $5,000 plus tax. Property may also be rented annually at $5,000 per month - no tax, includes all electricity, shorter terms $75.00 for electric. ***** 1,200 ft. of private beach (with

Shirley Cuddy REALTY SERVICES INC

842 Bayport Way Unit 842, Longboat Key, FL 34228
/2
$210,000 Sold Apr 07, 2025
- 1,327 Sq Ft
- $158/SF
- 24 Days On Market
- 2 Beds
- 2 Baths
- Built 1969
699 El Centro Unit 182, Longboat Key, FL 34228

Short Sale. Opportunity of a life time in Spanish Main! This 2-bed, 2-bath condo in Spanish Main Yacht Club is a rare opportunity to own well below market value. Located on Longboat Key, this stand-alone condo has marina and private beach access just steps away.The best part? New Roof, New AC and Brand-new cabinets and countertops are already included—just install them and bring your

Geoff Scalera AUM FLORIDA REAL ESTATE LLC

699 El Centro Unit 182, Longboat Key, FL 34228

/53
Est $719,317 Not Listed For Sale
- 1 Bed
- 1 Bath
- 896 Sq Ft
4401 Gulf of Mexico Dr Unit 503, Longboat Key, FL 34228

4401 Gulf of Mexico Dr Unit 503, Longboat Key, FL 34228

/74
$1,199,000
- 3 Beds
- 2 Baths
- 1,832 Sq Ft
610 Russell St, Longboat Key, FL 34228

Welcome to this beautifully furnished and fully renovated coastal retreat on Longboat Key. Ideally in desirable Longbeach Village, this home is on a lush, oversized lot with rare alley access. The property offers privacy, convenience and opportunity to enjoy island living and exceptional Gulf to Bay access. The open-concept layout with a split-bedroom design provides functionality and

Cindy Fischer PREMIER SOTHEBYS INTL REALTY

610 Russell St, Longboat Key, FL 34228
/38
$4,000 per month
- 2 Beds
- 2 Baths
- 1,031 Sq Ft
- Condo for Rent
3806 Gulf of Mexico Dr Unit C305, Longboat Key, FL 34228

Steps from the Sand – Luxury Beach Condo with Pool Access!Leave the snow behind and soak up the sun! This stunningly turnkey renovated 2-bedroom, 2-bathroom condo has everything you need for a carefree beach living– including a washer and dryer for sandy swimsuits!Enjoy private access to the shimmering Gulf beaches, relax by the heated pool, or paddle your cares away in the community

nicoletta buonaccordo ALTIS REALTY

3806 Gulf of Mexico Dr Unit C305, Longboat Key, FL 34228
/2
$885,000 Sold Apr 07, 2025
- 1,184 Sq Ft
- $747/SF
- 34 Days On Market
- 2 Beds
- 2 Baths
- Built 1980
5201 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

Are you dreaming of the perfect island getaway? Experience luxury and relaxation in this stunningly renovated Gulf-front condominium, where paradise meets coastal charm. Step outside to immerse yourself in refreshing sea breezes, the gentle sound of waves, and captivating views of the sparkling Gulf of Mexico.This bright and airy two-bedroom, two-bathroom en-suite unit is nestled in an

Kathleen Niedospial ALBERT WOOSTER & COMPANY

5201 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

/80
Est $3,229,397 Not Listed For Sale
- 2 Beds
- 4.5 Baths
- 2,965 Sq Ft
1241 Gulf of Mexico Dr Unit 707, Longboat Key, FL 34228

1241 Gulf of Mexico Dr Unit 707, Longboat Key, FL 34228

/20
$465,000
- 2 Beds
- 2 Baths
- 1,040 Sq Ft
7030 Lois Ave, Longboat Key, FL 34228

Wow, here's your opportunity to buy the most charming Beach Cottage on the North End of Longboat Key. Maybe considered an original Whitney Cottage, this charming 2-bed 2-bath home is a perfect setting to create your dream beach home. Slightly elevated structure on corner lot with Alley access and peek a boo Bay Views (More to be had if you went up). The essence and spirit are alive with this

Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

7030 Lois Ave, Longboat Key, FL 34228
/30
$2,500 per month
- 1 Bed
- 1 Bath
- 698 Sq Ft
- Condo for Rent
3810 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228

Welcome to Beach Harbor Club, a hidden gem on Longboat Key that offers the best of both worlds—spanning from the Gulf of Mexico to Sarasota Bay! This charming one-bedroom, one-bath condo is perfect for seasonal getaways or as an investment property. Located just a 1-minute walk to both the beach and bay, it’s your gateway to coastal living at its finest.Highlights of the Community:Private

Andrey markov ANMARK REALTY LLC

3810 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228
/2
$1,205,000 Sold Apr 07, 2025
- 2,143 Sq Ft
- $562/SF
- 70 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1994
3060 Grand Bay Blvd Unit 162, Longboat Key, FL 34228

Experience the epitome of panoramic views of Sarasota Bay, the vibrant downtown Sarasota Skyline, the golf courses of the Longboat Key Club and dazzling sunsets from this luxury residence in the community of Grand Bay. A secure elevator brings you to the 6th floor, where you’ll enter this home through gracious double doors. The floor-to-ceiling windows are impressive, and the sliding doors

Judy Mitchell PREMIER SOTHEBYS INTL REALTY

3060 Grand Bay Blvd Unit 162, Longboat Key, FL 34228

/18
Not Listed For Sale
- 2 Beds
- 1 Bath
- 640 Sq Ft
3710 Gulf of Mexico Dr Unit B13, Longboat Key, FL 34228

3710 Gulf of Mexico Dr Unit B13, Longboat Key, FL 34228

/49
$939,000
- 2 Beds
- 2 Baths
- 1,503 Sq Ft
1095 Gulf of Mexico Dr Unit 503, Longboat Key, FL 34228

Enjoy comfortable, coastal living in this well-appointed 2BR/2BA residence on the sought-after south end of Longboat Key. With over 1,500 sq. ft., this home features a neutral color palette and thoughtful design that enhances the natural beauty just outside. The kitchen offers classic white cabinetry with glass accents, granite countertops, stainless-steel appliances, and recessed lighting. A

Bruce Myer COLDWELL BANKER REALTY

1095 Gulf of Mexico Dr Unit 503, Longboat Key, FL 34228
/35
$4,000 per month
- 1 Bed
- 1 Bath
- 721 Sq Ft
- Condo for Rent
3808 Gulf of Mexico Dr Unit E205, Longboat Key, FL 34228

1-bed, 1-bath paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach-to-bay community is packed with perks. Enjoy deeded beach access and the community’s private beach area, complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle around on community

Dakota Magnus FLORIDA GALLERY REAL ESTATE

3808 Gulf of Mexico Dr Unit E205, Longboat Key, FL 34228
/2
$1,250,000 Sold Apr 04, 2025
- 1,598 Sq Ft
- $782/SF
- 63 Days On Market
- 2 Beds
- 2 Baths
- Built 1985
1211 Gulf of Mexico Dr Unit 706, Longboat Key, FL 34228

Your Private Coastal Retreat on Longboat Key. Discover the pinnacle of beachside living in this fully furnished, 2-bedroom, 2-bathroom condo at The Promenade on Longboat Key. Overlooking the Gulf of Mexico, Sarasota Bay, Siesta Key and the glittering Sarasota city skyline, this exceptional home offers unparalleled luxury, modern elegance, and breathtaking views. Step into a light-filled retreat

Tim Koons-McGee MICHAEL SAUNDERS & COMPANY

1211 Gulf of Mexico Dr Unit 706, Longboat Key, FL 34228

/29
Est $377,818 Not Listed For Sale
- 1 Bed
- 1 Bath
- 721 Sq Ft
3808 Gulf of Mexico Dr Unit E305, Longboat Key, FL 34228

3808 Gulf of Mexico Dr Unit E305, Longboat Key, FL 34228

/44
$429,000 Open Sun 11AM - 2PM
- 2 Beds
- 2 Baths
- 1,278 Sq Ft
565 Sutton Place, Longboat Key, FL 34228

Escape to Paradise – Rarely Available Villa on Longboat Key. Welcome to your private coastal sanctuary in one of Longboat Key’s most sought-after Gulf-to-Bay communities. This rarely available 2bedroom, 2bath villa exudes the charm of a single family home with all the ease and convenience of maintenance-free living. Inside, be captivated by the bright, open layout where a thoughtfully designed

Malihe Karimi MICHAEL SAUNDERS & COMPANY

565 Sutton Place, Longboat Key, FL 34228
/62
$8,000 per month
- 3 Beds
- 3.5 Baths
- 2,143 Sq Ft
- Condo for Rent
3040 Grand Bay Blvd Unit 292, Longboat Key, FL 34228

Luxury Seasonal or Annual Rental in Luxurious Grand Bay Community – Longboat KeyExperience unparalleled luxury and breathtaking views from this stunning 9th-floor condominium at Grand Bay. From sunrise to sunset, enjoy panoramic vistas from your private wraparound balcony or through the floor-to-ceiling sliding glass doors that frame the living room. Designed for both relaxation and

Alyssa Cromie NEXTHOME EXCELLENCE

3040 Grand Bay Blvd Unit 292, Longboat Key, FL 34228
/2
$1,175,000 Sold Apr 04, 2025
- 1,032 Sq Ft
- $1139/SF
- 88 Days On Market
- 2 Beds
- 2 Baths
- Built 1974
4725 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

Rare Opportunity to own a PREMIER BEACHFRONT unit at the SAND CAY BEACH RESORT. NO DAMAGE from Hurricanes Complex is is flood zone X500. This is a highly sought after, main floor, direct GULF FRONT residence with walkout to beach. Well established VACATION RENTAL with SUBSTANTIAL INCOME. Unit 103 is COMPLETELY RENOVATED, STYLISH AND MODERN in hues of grey, black and white, complemented by all

Isy Bundziak HOT HOMES REALTY

4725 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

/75
Est $5,008,901 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 3,122 Sq Ft
4975 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

4975 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

/74
$799,000 Open Sun 1:15PM - 3:15PM
- 2 Beds
- 2 Baths
- 1,325 Sq Ft
4800 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

LOOK NO FURTHER! THIS IS IT! DESIGNER SHOWPLACE! Behold the quality engineering, true craftmanship, curated high-end finishes of this exquisitely renovated, highly sought after, two+ bedroom including additional Queen size Murphy Bed/Guest Closet situated in the Florida room, two-bathroom condominium and instantly be captivated by the fusion of elegance and natural beauty. The sheer scale of

Debby McCaig COLDWELL BANKER REALTY

4800 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
/20
$15,500 per month
- 2 Beds
- 2.5 Baths
- 2,135 Sq Ft
- Condo for Rent
1211 Gulf of Mexico Dr Unit 906, Longboat Key, FL 34228

Special offer!Get $2000 (total) off for leases of 4+ months.Amazing Gulf front location in Longboat Key (LBK), FloridaThis two bedroom, 2 1/2 Bath condo (plus pull-out couch) is completely renovated and remodeled. All brand-new furnishings, appliances, counters, cabinets, cookware, linens, etc. This ninth-floor unit at the luxurious Promenade offers the best of everything.

Natasha Shevchuk 1ST PREMIER INTL PROPERTIES

1211 Gulf of Mexico Dr Unit 906, Longboat Key, FL 34228
/2
$2,462,000 Sold Apr 04, 2025
- 2,410 Sq Ft
- $1022/SF
- 229 Days On Market
- 3 Beds
- 3 Baths
- Built 1990
455 Longboat Club Rd Unit 807, Longboat Key, FL 34228

Experience unparalleled coastal living in this luxury condo, nestled behind the gates of the prestigious Longboat Key Club. Offering stunning views of the Gulf of Mexico and Sarasota Bay from every room, this 3-bedroom, 3-bath residence spans 2,410 square feet of refined elegance.The interior has been completely remodeled by Brista Homes to create an open and inviting space, perfect for

Gina Ursini BRISTA REALTY LLC

455 Longboat Club Rd Unit 807, Longboat Key, FL 34228

/34
Est $1,250,109 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,524 Sq Ft
4401 Gulf of Mexico Dr Unit 904, Longboat Key, FL 34228

4401 Gulf of Mexico Dr Unit 904, Longboat Key, FL 34228

/28
$849,900
- 2 Beds
- 1 Bath
- 1,242 Sq Ft
780 Jungle Queen Way, Longboat Key, FL 34228

Bingo....You have just found your diamond in the rough—Concrete block home is located just six in from the open Bay. Newer seawall. Two-bedroom home is ready for remodel. The home features 125 ft of canal front frontage and is in a desirable area in that it is situated in between more expensive properties. There is plenty of room for a pool. There is a nice, screened lanai overlooking the canal

Michael Nink, PA MICHAEL SAUNDERS & COMPANY

780 Jungle Queen Way, Longboat Key, FL 34228
/48
$11,000 per month
- 3 Beds
- 2 Baths
- 1,861 Sq Ft
- House for Rent
512 Gunwale Ln, Longboat Key, FL 34228

Location, location, location. This furnished rental offers the perfect blend of convenience and waterfront living. Enjoy direct access to the Gulf of Mexico with a private dock and boat lift, take a walk on the pristine white sand beaches or relax and unwind in the pool. Nestled in a prime location just minutes from St. Armands Circle, you'll have access to the best dining, shopping and

Marcia Benson Berkshire Hathaway Florida Realty

512 Gunwale Ln, Longboat Key, FL 34228
/2
$2,075,000 Sold Apr 02, 2025
- 2,232 Sq Ft
- $930/SF
- 313 Days On Market
- 3 Beds
- 3.5 Baths
- Built 2020
590 Hibiscus Way, Longboat Key, FL 34228

DID NOT SUSTAIN ANY DAMAGE NOR WATER INTRUSION!!!!NOT A SINGLE DROP OF WATER INSIDE THE HOME OR GARAGE..Welcome to this place, where a true old world meets new luxury in the charming neighborhood of the Longbeach Village on the stunning and tranquil fine sand shores of Longboat Key.The lively and historic Longbeach Village offers a lifestyle coveted by many with a community dock and boat

Michaela Damm MICHAELA DAMM & PARTNERS

590 Hibiscus Way, Longboat Key, FL 34228

/48
Est $1,260,187 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,678 Sq Ft
3437 Winding Oaks Dr Unit 19, Longboat Key, FL 34228

3437 Winding Oaks Dr Unit 19, Longboat Key, FL 34228

/50
$2,495,000
- 2 Beds
- 3 Baths
- 2,655 Sq Ft
1281 Gulf of Mexico Dr Unit 906, Longboat Key, FL 34228

Welcome to The Water Club on Longboat Key, where refined Gulf-front living meets everyday comfort and effortless elegance. This ninth-floor residence delivers sweeping, unobstructed views from the Gulf of Mexico to Sarasota Bay. Spanning nearly 2,700 square feet, this three-bedroom (currently configured as two bedrooms plus den), three-bath home offers an ideal balance of indoor space and terrace

Roger Pettingell COLDWELL BANKER REALTY

1281 Gulf of Mexico Dr Unit 906, Longboat Key, FL 34228
/22
$9,500 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 MARCH 2025 - APRIL 10 $7,000 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. $6,950 a

William Glade WILLIAM GLADE LIC. REAL ESTATE BROKER

5621 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228
/2
$1,178,550 Sold Apr 01, 2025
- 1,549 Sq Ft
- $761/SF
- 23 Days On Market
- 3 Beds
- 2 Baths
- Built 1950
4239 Gulf of Mexico Dr Unit MH4, Longboat Key, FL 34228

Experience the best of beachfront living without the usual maintenance hassles! This unique, free-standing home, one of only five, offers unparalleled privacy with no neighbors above or beside you. Step through one of two large sliders onto a massive 15-by-50-foot patio that overlooks the gulf, ideal for barbecues, entertaining or savoring breathtaking sunsets. Just near your door lies a secluded

Mike Seamon PREMIER SOTHEBYS INTL REALTY

4239 Gulf of Mexico Dr Unit MH4, Longboat Key, FL 34228

/37
Est $648,262 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,440 Sq Ft
505 Forest Way Unit 6, Longboat Key, FL 34228

505 Forest Way Unit 6, Longboat Key, FL 34228

/20
$350,000
2800 Harbourside Dr Unit D-05, Longboat Key, FL 34228

A 70ft. x 26ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual

Jennifer Wilson LBRE LLC

2800 Harbourside Dr Unit D-05, Longboat Key, FL 34228
/38
$5,499 per month
- 2 Beds
- 2 Baths
- 1,601 Sq Ft
- Condo for Rent
511 Bayport Way Unit 511, Longboat Key, FL 34228

RARELY AVAILABLE, LONGBOAT KEY 7-12 MONTH LEASE OFFERING FURNISHED RENTAL with Unparalleled Gulf of Mexico views! Marvel at the Gulf's turquoise waters and gorgeous sunsets from anywhere in this residence. This beautifully remodeled condo welcomes you with an open floor plan, featuring an expansive living/dining/kitchen combination and a main lanai to boast. The spacious master bedroom features a

Patrick Ritchey RE/MAX ALLIANCE GROUP

511 Bayport Way Unit 511, Longboat Key, FL 34228
/2
$825,000 Sold Mar 31, 2025
- 1,316 Sq Ft
- $627/SF
- 0 Days On Market
- 2 Beds
- 2 Baths
- Built 1969
4320 Falmouth Dr Unit 306, Longboat Key, FL 34228

Discover luxury living in this architect-designed condo featuring raised ceilings with LED pot lights, new ductwork, and an updated electrical panel. The redesigned bedrooms include a guest room with a Murphy bed and built-in office workstation. The chef’s kitchen showcases a back-painted glass backsplash, quartz countertops, and premium appliances, including a Wolf induction cooktop, Bosch

Malihe Karimi MICHAEL SAUNDERS & COMPANY

4320 Falmouth Dr Unit 306, Longboat Key, FL 34228

/25
Est $1,386,583 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,180 Sq Ft
1902 Harbour Links Cir Unit 16, Longboat Key, FL 34228

1902 Harbour Links Cir Unit 16, Longboat Key, FL 34228

/48
$3,195,000
- 2 Beds
- 4 Baths
- 2,634 Sq Ft
415 L Ambiance Dr Unit D306, Longboat Key, FL 34228

Exquisite Gulf-Front Residence at L’Ambiance. Presenting a truly rare opportunity—this direct Gulf-front 2-bedroom plus den residence offers the pinnacle of beachfront living at the prestigious L’Ambiance on Longboat Key. Featuring the coveted Sabal floor plan, this thoughtfully designed home boasts both sunrise and sunset terraces. Start your mornings with serene eastern light and end your day

Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

415 L Ambiance Dr Unit D306, Longboat Key, FL 34228
/34
$3,000 per month
- 2 Beds
- 2 Baths
- 1,062 Sq Ft
- Condo for Rent
3806 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

2-bed, 2-bath seasonal or annual rental paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach-to-bay community is packed with perks. Enjoy deeded beach access and the community’s private beach area, complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle

Dakota Magnus FLORIDA GALLERY REAL ESTATE

3806 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
/2
$3,900,000 Sold Mar 31, 2025
- 3,564 Sq Ft
- $1094/SF
- 38 Days On Market
- 3 Beds
- 4 Baths
- Built 1996
675 Longboat Club Rd Unit 22A, Longboat Key, FL 34228

Set behind the gates of the prestigious Longboat Key Club, this FURNISHED 3-bedroom, 4-bathroom residence in Regent Place offers a seamless blend of modern design, beachfront elegance, and access to world-class amenities. Neutral tones, recessed lighting, and large travertine tile floors create a timeless, welcoming interior. The spacious living room is bright and inviting, with natural light

Bruce Myer COLDWELL BANKER REALTY

675 Longboat Club Rd Unit 22A, Longboat Key, FL 34228

/66
Est $604,547 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,399 Sq Ft
583 Spanish Dr S Unit 129, Longboat Key, FL 34228

583 Spanish Dr S Unit 129, Longboat Key, FL 34228

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