300 Results

Longboat Key Condos For Sale & Longboat Key FL Real Estate

Condo For Sale $2,749,900

Elegant building exterior with lush landscaping and circular driveway at 535 Sanctuary Dr # A602, Longboat Key, FL 34228
Inviting hallway with neutral tile flooring and modern lighting at 535 Sanctuary Dr # A602, Longboat Key, FL 34228
Open-concept living room features ocean view and dining area with modern decor at 535 Sanctuary Dr # A602, Longboat Key, FL 34228
On Market Today
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2580

  • Year Built

    1990

  • $/SqFt

    $1,066

Building passed the Milestone Structural Integrity Inspection. MICHAEL SAUNDERS & COMPANY.

Condo For Sale $2,098,000

Beautiful exterior shot of a luxury condo building surrounded by lush landscaping and palm trees at 3030 Grand Bay Blvd # 324, Longboat Key, FL 34228
Inviting entrance to a condo building featuring a covered entryway, lush landscaping, and a brick-paved driveway at 3030 Grand Bay Blvd # 324, Longboat Key, FL 34228
Scenic view of a waterfront condo building with a pool, golf course, and lush green space at 3030 Grand Bay Blvd # 324, Longboat Key, FL 34228
On Market Today
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2550

  • Year Built

    1998

  • $/SqFt

    $823

Residents of Grand Bay are invited to enjoy an exciting host of amenities, including 24/7 guard gates, a clubhouse, two community pools and spas, a large fitness center with saunas, Har-Tru tennis courts and all the conveniences of Bay Isles, with miles of paths and membership to the private, gated Bay Isles Beach Club on the Gulf of Mexico with locker rooms, barbecues, volleyball nets, covered picnic areas and an expanse of sandy white beach shared only with other Bay Isles owners. MICHAEL SAUNDERS & COMPANY.

Condo For Sale $1,100,000

Exterior view of modern high rise condo building with manicured landscaping and palm trees at 1211 Gulf Of Mexico Dr # 704, Longboat Key, FL 34228
Aerial view of beachfront condo building with private beach access and stunning Gulf views at 1211 Gulf Of Mexico Dr # 704, Longboat Key, FL 34228
Bright living room with neutral decor, comfortable seating, and stunning ocean views from large windows at 1211 Gulf Of Mexico Dr # 704, Longboat Key, FL 34228
On Market For 2 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1585

  • Year Built

    1985

  • $/SqFt

    $694

The perfect finishing touch is the boardwalk leading down to the beach, where you can enjoy lovely Tiki huts. COLDWELL BANKER REALTY.

Condo For Sale $5,650,000

Stunning coastal condo offers green space and pool access overlooking ocean views at 2333 Gulf Of Mexico Dr # 1A2, Longboat Key, FL 34228
Coastal condominium with beach access offers an outdoor pool and resort-style living at 2333 Gulf Of Mexico Dr # 1A2, Longboat Key, FL 34228
Welcoming foyer with neutral tile, accent plants, a bench, and glass paneled doors at 2333 Gulf Of Mexico Dr # 1A2, Longboat Key, FL 34228
On Market For 2 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    3060

  • Year Built

    1997

  • $/SqFt

    $1,846

Contact us today to schedule a private showing and experience the lifestyle for yourself. * DOUGLAS ELLIMAN.

Condo For Sale $1,975,000

Luxury condominium complex featuring multi-story architecture, private balconies, and lush landscaping at 545 Sanctuary Dr # B806, Longboat Key, FL 34228
Inviting foyer with marble flooring, stylish console table, elegant lighting, and a welcoming ambiance at 545 Sanctuary Dr # B806, Longboat Key, FL 34228
Bright living room with floor-to-ceiling windows and a dining room set, boasting panoramic ocean and golf course views at 545 Sanctuary Dr # B806, Longboat Key, FL 34228
On Market For 2 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2375

  • Year Built

    1991

  • $/SqFt

    $832

Sanctuary Iii - Become a member of the Longboat Key Club and partake in the superior golf courses, 6 private restaurants, spa and wellness center and other AAA four-diamond beach resort offerings. MICHAEL SAUNDERS & COMPANY.

Condo For Sale $1,200,000

Breathtaking aerial view showcasing the beachfront condo building, pool, parking and pristine sandy beach at 4401 Gulf Of Mexico Dr # 907, Longboat Key, FL 34228
Relax on this lovely balcony with outdoor seating and breathtaking views of the beach and ocean at 4401 Gulf Of Mexico Dr # 907, Longboat Key, FL 34228
Elegant living room with plush seating, stylish decor, and stunning views of the ocean from the balcony at 4401 Gulf Of Mexico Dr # 907, Longboat Key, FL 34228
On Market Today
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1314

  • Year Built

    1972

  • $/SqFt

    $913

Easy access to Sarasota Bradenton Airport, Sarasota Memorial Hospital and walkin clinics , entertainment and theather. Easy to show. KELLER WILLIAMS ON THE WATER S.

Condo For Sale $1,025,000

Inviting living room with comfortable seating and sliding glass doors leading to a beach view balcony at 2301 Gulf Of Mexico Dr # 26N, Longboat Key, FL 34228
Relaxing balcony with seating overlooking the ocean, beach and beautifully landscaped grounds at 2301 Gulf Of Mexico Dr # 26N, Longboat Key, FL 34228
Charming balcony with seating, providing serene ocean views and coastal landscaping at 2301 Gulf Of Mexico Dr # 26N, Longboat Key, FL 34228
On Market Today
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1235

  • Year Built

    1970

  • $/SqFt

    $830

Islander Club Of Longboat - Enjoy the relaxed luxury and overall laid-back atmosphere of island life from this private and elegant coastal retreat. MICHAEL SAUNDERS & COMPANY.

Condo For Sale $885,000

Contemporary multi-story building with blue awnings and a two-car garage at 1928 Harbourside Dr # 1404, Longboat Key, FL 34228
Cozy living room featuring a fireplace, large windows, and stylish decor at 1928 Harbourside Dr # 1404, Longboat Key, FL 34228
Eat-in kitchen features a dining table and a kitchen island with counter seating at 1928 Harbourside Dr # 1404, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market Today
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    2565

  • Year Built

    1982

  • $/SqFt

    $345

Ideally located near Publix, St. Armands Circle, and downtown Sarasota, this home offers the best of coastal living in a prime Longboat Key location. COLDWELL BANKER REALTY.

Condo For Sale $849,999

Beautiful aerial view of condos surrounded by lush landscape and sparkling shoreline at 4600 Gulf Of Mexico Dr # 201, Longboat Key, FL 34228
Modern kitchen with stainless appliances, island, and beautiful views of the water at 4600 Gulf Of Mexico Dr # 201, Longboat Key, FL 34228
Cozy living room with coffered ceiling, large windows, and stunning water views at 4600 Gulf Of Mexico Dr # 201, Longboat Key, FL 34228
On Market For 2 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1559

  • Year Built

    1975

  • $/SqFt

    $545

Don’t miss out on this rare opportunity to own a piece of paradise with endless bay views! KELLER WILLIAMS ON THE WATER S.

Condo For Sale $675,000

Beautiful condo exterior featuring a well-maintained lawn, mature palm trees, and private balcony at 605 Sutton Pl # 401-A, Longboat Key, FL 34228
Scenic waterfront view of the harbor from the property, with boat docks and lush greenery at 605 Sutton Pl # 401-A, Longboat Key, FL 34228
Inviting pool area with lounge chairs, lush landscaping, and serene waterfront views at 605 Sutton Pl # 401-A, Longboat Key, FL 34228
On Market For 2 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1148

  • Year Built

    1973

  • $/SqFt

    $588

Sutton Place - Whether you're seeking a full-time residence, vacation getaway, or investment property, this condo offers the ultimate Florida lifestyle. Schedule your private tour today! PREFERRED SHORE LLC.

Condo For Sale $595,000

Attractive villas complex with tropical landscaping, well-maintained grounds, and dedicated parking spaces at 4760 Gulf Of Mexico Dr # Villa 7, Longboat Key, FL 34228
Exterior shot of villas featuring covered parking, nicely manicured lawns, and mature shrubbery at 4760 Gulf Of Mexico Dr # Villa 7, Longboat Key, FL 34228
Covered front entry features neutral paint, well-lit entry, and tiled patio area at 4760 Gulf Of Mexico Dr # Villa 7, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 2 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    931

  • Year Built

    1974

  • $/SqFt

    $639

Longboat Key and Villa 7 in Windward Bay offer everything you could desire to live the life you have always dreamed of! COLDWELL BANKER REALTY.

Condo For Sale $425,000

The backyard features lush grass, patio with seating, and beautiful flowers at 3802 Gulf Of Mexico Dr # A103, Longboat Key, FL 34228
The backyard features lush grass, patio with seating, and beautiful flowers at 3802 Gulf Of Mexico Dr # A103, Longboat Key, FL 34228
Beautiful condo building with a blue fountain in the courtyard and lawn at 3802 Gulf Of Mexico Dr # A103, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 2 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1396

  • Year Built

    1970

  • $/SqFt

    $304

Don’t miss this incredible opportunity to own a slice of paradise! FLORIDA GALLERY REAL ESTATE.

Condo For Sale $1,245,000

Well-manicured landscaping and an inviting entrance welcome you to Portobello 3235 at 3235 Gulf Of Mexico Dr # A305, Longboat Key, FL 34228
Bright and airy living room featuring a dining area and balcony access with ocean views at 3235 Gulf Of Mexico Dr # A305, Longboat Key, FL 34228
Cozy dining area with contemporary decor adjacent to the entry and living spaces at 3235 Gulf Of Mexico Dr # A305, Longboat Key, FL 34228
On Market For 4 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1260

  • Year Built

    1975

  • $/SqFt

    $988

Don't miss this opportunity to own your piece of Paradise! NEXTHOME EXCELLENCE.

Condo For Sale $1,050,000

Inviting entrance with bright blue front door, bench, and space to hang coats at 100 Sands Point Rd # 225, Longboat Key, FL 34228
Stone entrance sign for Sands Point community surrounded by lush greenery and landscaping at 100 Sands Point Rd # 225, Longboat Key, FL 34228
Elegant building with covered parking, and well-maintained landscaping at 100 Sands Point Rd # 225, Longboat Key, FL 34228
On Market For 3 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1492

  • Year Built

    1966

  • $/SqFt

    $704

You must see this home to fully appreciate the location, charm and design and expansive beach area of Sands Point. WAGNER REALTY.

Condo For Sale $759,000

Aerial view of condos surrounded by lush greenery and waterways with ocean in the distance at 1932 Harbourside Dr # 217, Longboat Key, FL 34228
Well-maintained condo building with tropical landscaping and manicured lawn at 1932 Harbourside Dr # 217, Longboat Key, FL 34228
Scenic aerial view of waterfront condos with lush surroundings and beautiful water views at 1932 Harbourside Dr # 217, Longboat Key, FL 34228
On Market For 4 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1442

  • Year Built

    1982

  • $/SqFt

    $526

CVS and Publix are nearby and St. Armands Circle and Sarasota’s vibrant cultural scene are just a short drive away. COLDWELL BANKER REALTY.

Condo For Sale $675,000

Bright, fully-equipped white kitchen opens to a living area, creating a seamless and inviting living space at 4390 Exeter Dr # 206, Longboat Key, FL 34228
Modern all-white kitchen with sleek countertops, updated appliances, and ample cabinet space at 4390 Exeter Dr # 206, Longboat Key, FL 34228
Modern all-white kitchen with sleek countertops, updated appliances, and ample cabinet space at 4390 Exeter Dr # 206, Longboat Key, FL 34228
On Market For 3 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1152

  • Year Built

    1970

  • $/SqFt

    $586

Seize the opportunity to experience waterfront living at its finest. Schedule your private showing today. MICHAEL SAUNDERS & COMPANY.

Condo For Sale $1,150,000

Beachfront condos boast stunning ocean views, a pool, tennis court and covered parking for residents and guests at 1000 Longboat Club Rd # 604, Longboat Key, FL 34228
A beachfront condo has a pool, shuffleboard court, and lush tropical landscaping at 1000 Longboat Club Rd # 604, Longboat Key, FL 34228
A cozy living room with modern furniture, wood floors, a decorative rug and a balcony at 1000 Longboat Club Rd # 604, Longboat Key, FL 34228
On Market For 5 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1409

  • Year Built

    1972

  • $/SqFt

    $816

Schedule your private showing today and see all this incredible property has to offer! MICHAEL SAUNDERS & COMPANY.

Condo For Sale $799,000

A beautiful sign for Seaplace is surrounded by trees, flowers, and manicured landscaping at 1945 Gulf Of Mexico Dr # M2-310, Longboat Key, FL 34228
Neutral color hallway leading to unit 310 with unique architectural design and brick flooring at 1945 Gulf Of Mexico Dr # M2-310, Longboat Key, FL 34228
Bright kitchen with white cabinets, stone countertops, and a view of the balcony overlooking the ocean at 1945 Gulf Of Mexico Dr # M2-310, Longboat Key, FL 34228
On Market For 4 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    928

  • Year Built

    1978

  • $/SqFt

    $861

**please Note Two Photos, One Living Room & One Bedroom Are Virtually Staged. COLDWELL BANKER REALTY.

Condo For Sale $1,675,000

Breathtaking aerial view of a coastal town at sunset, showcasing a central park and oceanfront at 3010 Grand Bay Blvd # 472, Longboat Key, FL 34228
Aerial view of a bridge and boat dock over the water at sunset showcasing waterfront property at 3010 Grand Bay Blvd # 472, Longboat Key, FL 34228
Aerial view of a large community pool surrounded by palm trees and manicured landscaping at 3010 Grand Bay Blvd # 472, Longboat Key, FL 34228
On Market For 7 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2143

  • Year Built

    1999

  • $/SqFt

    $782

Come Home Via Your Semi-Private Elevator and Step Into Your Exquisite 7th-Floor Residence Offering Panoramic Vistas of Sarasota Bay and the Gulf…By Day, Bask in the Serene Expanse of Azure Waters, and by Night, Be Captivated by the Shimmering City Lights of Downtown Sarasota and the Iconic Ringling Bridge…This Large 3 Bedroom Unit Provides Flexible Living Spaces...The Expansive Living Area, Framed by Breathtaking Water Views, Effortlessly Blends Indoor & Outdoor Living with a Wrap-Around Balcony that Invites You to Indulge in the Sights & Sounds of Sarasota’s Natural Beauty…The Primary Suite Boasts its Own Wrap-Around Balcony Overlooking Sarasota Bay, a Spa-Inspired Bathroom with a Whirlpool Soaking Tub, and a Spacious Walk-In Closet with Custom Built-Ins, Ensuring Every Comfort is Met with Elegance…The Guest Suite Offers Unparralled & Magnificent Water Views, a Private Ensuite Bath, and a Private Balcony Which Creates an Idyllic Retreat for All Visitors…Additional Features Include a Private Storage Unit & Covered Parking…Grand Bay is Situated Within the Prestigious Bay Isles Community and Presents World-Class Amenities Including 24-Hour Guard-Gated Security, Two Resort-Style Heated Swimming Pools and Spas, Har-Tru Tennis Courts, and a State-of-the-Art Fitness Center with an Elegant Clubhouse…As an Owner, You'll Enjoy Membership to the Bay Isles Beach Club - A Private, Deeded-Access Gulf Retreat with Pristine Powder Soft Sand, Picnic Pavilions, and Gulf-Front Grilling Areas...All Located Just a Short Drive from the Upscale Boutiques and Fine Dining of St. Armands Circle...This Residence Harmoniously Blends Luxury with Convenience…Book Your Private Showing Today and Live a Fuller Life. FULLER GROUP REAL ESTATE, LLC.

Condo For Sale $1,100,000

Stunning townhouse exterior featuring private patio with furniture, beautiful landscaping, and access to lush outdoor space at 5055 Gulf Of Mexico Dr # 115, Longboat Key, FL 34228
Bright living room featuring an open concept with dining area, seamlessly integrating the space with modern design elements at 5055 Gulf Of Mexico Dr # 115, Longboat Key, FL 34228
Beautiful outdoor patio with brick pavers, complemented by mature landscaping and offering a serene outdoor living space at 5055 Gulf Of Mexico Dr # 115, Longboat Key, FL 34228
On Market For 7 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1484

  • Year Built

    1973

  • $/SqFt

    $741

Discover a Rare Opportunity to Own a Spacious 3BR/2BA Residence on the Coveted Gulf Side of Longboat Key at an Exceptional Value…Set on the Ground Level of Club Longboat Beach & Tennis, One of the Island’s Most Sought-After Beachfront Communities, This 1,484sf Split-Plan Unit has Been Completely Transformed to Effortless Style & Coastal Sophistication…Rich Laminate Wood Floors Flow Throughout, Accentuating a Neutral Palette and Meticulously Curated Finishes...The Open Kitchen Seamlessly Connects to the Dining and Living Areas, Featuring Sleek White Cabinetry, Under-Cabinet Lighting, Stainless Steel Appliances, a Striking Backsplash, and Massive Center Island with Breakfast Bar…A Huge Wall of Sliders Opens to an Inviting Patio, Enveloped by Lush Landscaping, Creating a Serene Space for Entertaining or Unwinding…The Primary Suite is a Private Retreat with Floor-to-Ceiling Sliders Leading to the Patio, While the Spa-Inspired Bath Boasts a Walk-In Glass Shower & Exquisite Tilework…Additional Highlights Include a Utility Room, Plantation Shutters, Recessed Lighting, and Well-Appointed Guest Bedrooms…Club Longboat's Property Spans 750 Feet of Pristine Beachfront and Features a Wealth of Resort-Style Amenities, Including 8 Har-Tru Tennis Courts, 2 Heated Pools, a Fitness Center, and More…Pet-Friendly with No Weight Restrictions—an Exceptional Rarity on Longboat...Book Your Private Showing Today and Live a Fuller Life! FULLER GROUP REAL ESTATE, LLC.

Condo For Sale $3,995,000

Panoramic city view from the property, showcasing the cityscape and waterfront at 435 L Ambiance Dr # H902, Longboat Key, FL 34228
Aerial view of beachfront condos and the Gulf Coast at 435 L Ambiance Dr # H902, Longboat Key, FL 34228
Aerial view of luxury condos overlooking a lush golf course and the ocean at 435 L Ambiance Dr # H902, Longboat Key, FL 34228
On Market For 9 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    2385

  • Year Built

    1994

  • $/SqFt

    $1,675

This isn’t just a home — it’s a statement. MICHAEL SAUNDERS & COMPANY.

Condo For Sale $1,150,000

Beautiful aerial view of the condos with beach access at 230 Sands Point Rd # 3501, Longboat Key, FL 34228
Breathtaking aerial view showcasing beachfront condos along a pristine coastline with white sand and blue ocean at 230 Sands Point Rd # 3501, Longboat Key, FL 34228
Aerial view of the condos with beach and golf access at 230 Sands Point Rd # 3501, Longboat Key, FL 34228
On Market For 8 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    750

  • Year Built

    1982

  • $/SqFt

    $1,533

Inn On The Beach - These activity-rich areas offer fine and casual dining, boutique-style shopping, theaters, and much more. COLDWELL BANKER REALTY.

Condo For Sale $5,995,000

Stunning condo building with balconies, lush landscaping, and a beautiful entrance, perfect for luxurious coastal living at 4765 Gulf Of Mexico Dr # B202, Longboat Key, FL 34228
Elegant hallway features a designer ceiling, modern lighting, and stylish decor at 4765 Gulf Of Mexico Dr # B202, Longboat Key, FL 34228
Hallway leading to a private elevator with decorative wallpaper and designer lighting fixture at 4765 Gulf Of Mexico Dr # B202, Longboat Key, FL 34228
On Market For 10 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3368

  • Year Built

    2016

  • $/SqFt

    $1,780

Golf enthusiasts can enjoy nearby championship courses, while boating enthusiasts have easy access to marinas and coastal waterways. MICHAEL SAUNDERS & COMPANY.

Condo For Sale $725,000

Exterior features parking, stairs, and multiple balconies providing great views at 5055 Gulf Of Mexico Dr # 422, Longboat Key, FL 34228
Aerial view showcases beautiful condo community featuring tennis courts and lush landscaping at 5055 Gulf Of Mexico Dr # 422, Longboat Key, FL 34228
An elevated aerial view of a beachfront neighborhood showcases tennis courts near white condos at 5055 Gulf Of Mexico Dr # 422, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 9 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1624

  • Year Built

    1973

  • $/SqFt

    $446

Club Longboat Beach & Tennis - Make your appointment today to see this amazing home! PREMIER SOTHEBYS INTL REALTY.

Condo For Sale $710,000

Inviting living room with hardwood floors, a comfortable sectional sofa, and a view of the water from the patio at 3630 Gulf Of Mexico Dr # 304, Longboat Key, FL 34228
Open concept living room with hardwood floors, a large sectional sofa, and an arched doorway to the kitchen at 3630 Gulf Of Mexico Dr # 304, Longboat Key, FL 34228
Enjoy serene water views from this screened lanai with comfortable seating and a dining table at 3630 Gulf Of Mexico Dr # 304, Longboat Key, FL 34228
On Market For 9 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1284

  • Year Built

    1980

  • $/SqFt

    $553

Whether you’re looking to boat, beach, or simply bask in the tropical surroundings, this Longboat Key gem is your gateway to a life of luxury in the sun. EXP REALTY LLC.

Condo For Sale $469,900

Beautiful aerial view of condos along a sandy beach with clear blue ocean waters at 600 Sutton Pl # 101B, Longboat Key, FL 34228
Scenic aerial shot of waterfront condos with a pool, boat docks, and serene water views at 600 Sutton Pl # 101B, Longboat Key, FL 34228
Cozy bedroom featuring tile floors, a daybed, and a sliding glass door leading to a patio at 600 Sutton Pl # 101B, Longboat Key, FL 34228
On Market For 9 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    812

  • Year Built

    1973

  • $/SqFt

    $579

This is coastal living at its finest! KW PEACE RIVER PARTNERS.

Condo For Sale $10,500,000

Breathtaking aerial view of a resort with multiple pools, lush landscaping, and beach access at 1581 Gulf Of Mexico Dr # 308, Longboat Key, FL 34228
Modern condo building with covered entrance, beautiful landscaping, and private balconies at 1581 Gulf Of Mexico Dr # 308, Longboat Key, FL 34228
A stainless steel elevator with interior lighting and gray terrazzo flooring at 1581 Gulf Of Mexico Dr # 308, Longboat Key, FL 34228
On Market For 10 Days
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    4017

  • Year Built

    2024

  • $/SqFt

    $2,614

Indulge in a year-round vacation-like experience, where world-class luxury meets the serenity of Longboat Key. COLDWELL BANKER REALTY.

Condo For Sale $895,000

Inviting foyer with tile flooring and chandelier, offering a glimpse into the living spaces at 1485 Gulf Of Mexico Dr # 205, Longboat Key, FL 34228
Open kitchen with island and modern appliances flows into the dining and living areas at 1485 Gulf Of Mexico Dr # 205, Longboat Key, FL 34228
Spacious open-concept living and dining area with sliding doors that offer natural light at 1485 Gulf Of Mexico Dr # 205, Longboat Key, FL 34228
On Market For 11 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1569

  • Year Built

    1981

  • $/SqFt

    $570

Located just minutes from the boutiques and restaurants of St. Armands Circle and the cultural offerings of downtown Sarasota, this residence offers a relaxed coastal lifestyle in one of Longboat Key’s most desirable communities. COLDWELL BANKER REALTY.

Pended $900,000

Stunning aerial view of a waterfront community with lush landscaping and private pools at 3460 Winding Oaks Dr # 38, Longboat Key, FL 34228
Beautiful beach featuring cabanas, gulf views and nearby condos at 3460 Winding Oaks Dr # 38, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 10 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2608

  • Year Built

    1988

  • $/SqFt

    $345

The community provides amenities such as a pool and tennis courts, with convenient access to the Gulf of Mexico, local dining, and shopping. COLDWELL BANKER REALTY.

Condo For Sale $1,879,000

Modern kitchen and dining area with sleek countertops, stainless steel appliances and light wood floors at 1211 Gulf Of Mexico Dr # 309, Longboat Key, FL 34228
Bright modern kitchen with white countertops, stainless steel appliances and a view of the ocean at 1211 Gulf Of Mexico Dr # 309, Longboat Key, FL 34228
Bright and modern kitchen with a view of the ocean at 1211 Gulf Of Mexico Dr # 309, Longboat Key, FL 34228
On Market For 12 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1827

  • Year Built

    1985

  • $/SqFt

    $1,028

Unwind in the heated pool and spa, or stroll to your private beach access lined with charming tiki huts—where every day feels like a vacation. BRISTA REALTY LLC.

Condo For Sale $1,750,000

Aerial view of waterfront condominium complex with tennis courts and pool at 2020 Harbourside Dr # 454, Longboat Key, FL 34228
An aerial view of a waterfront condo complex featuring a swimming pool and tennis courts at 2020 Harbourside Dr # 454, Longboat Key, FL 34228
Exterior shot of the condo building with a brick driveway and lush landscaping at 2020 Harbourside Dr # 454, Longboat Key, FL 34228
On Market For 12 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2462

  • Year Built

    1984

  • $/SqFt

    $711

Fairway Bay is behind the gates of the Longboat Key Club, walking distance to the Moorings Marina and around the corner from Publix and CVS pharmacy. DEVELOPERS REALTY LBK, INC.

Condo For Sale $1,325,000

Beautiful beachfront condos with multiple balconies, offering stunning ocean views and outdoor living spaces at 5055 Gulf Of Mexico Dr # 331, Longboat Key, FL 34228
Enjoy a game of tennis with an ocean view on this well-maintained court surrounded by trees at 5055 Gulf Of Mexico Dr # 331, Longboat Key, FL 34228
Relax in this cozy sun room with large windows offering views of the tennis court and beachfront at 5055 Gulf Of Mexico Dr # 331, Longboat Key, FL 34228
On Market For 12 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1484

  • Year Built

    1973

  • $/SqFt

    $893

With 750’ of pristine beachfront, Club Longboat Beach & Tennis provides an exceptional lifestyle with 8 Har-Tru tennis courts, 2 heated pools, a fitness center and more. Pet-friendly with no weight restrictions. COLDWELL BANKER REALTY.

Condo For Sale $840,000

Beautiful coastal home with pool and ocean views at 5125 Gulf Of Mexico Dr # 4, Longboat Key, FL 34228
Beautiful waterfront home with private beach access at 5125 Gulf Of Mexico Dr # 4, Longboat Key, FL 34228
Modern building exterior with multiple stories, stairs and balcony at 5125 Gulf Of Mexico Dr # 4, Longboat Key, FL 34228
On Market For 11 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    961

  • Year Built

    1983

  • $/SqFt

    $874

Life is good on Longboat Key! MICHAEL SAUNDERS & COMPANY.

Condo For Sale $975,000

Beautiful townhome featuring dual staircases, private garages and large windows, all contributing to its inviting coastal charm at 1928 Harbourside Dr # 1403, Longboat Key, FL 34228
Bright living room featuring a modern ceiling fan, neutral sectional sofa, and stylish blue accents at 1928 Harbourside Dr # 1403, Longboat Key, FL 34228
Kitchen island boasts a blue countertop and stylish white chairs, enhancing the modern aesthetic of the space at 1928 Harbourside Dr # 1403, Longboat Key, FL 34228
On Market For 14 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1590

  • Year Built

    1982

  • $/SqFt

    $613

Fairway Bay - See this home today and enjoy the best of Longboat Key living. COLDWELL BANKER REALTY.

Pended $949,000

Beautiful beach view showcasing white sands, turquoise waters, palm trees, and a well-maintained lawn at 1050 Longboat Club Road # 305, Longboat Key, FL 34228
Scenic coastal view featuring condo buildings, lush greenery, and a stunning sunset over the beach at 1050 Longboat Club Road # 305, Longboat Key, FL 34228
Dramatic ocean sunset featuring a vibrant sun reflecting on the serene water's horizon at 1050 Longboat Club Road # 305, Longboat Key, FL 34228
On Market For 13 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1290

  • Year Built

    1974

  • $/SqFt

    $736

Privateer North - Fine & casual dining, boutique shopping and Sarasota's many cultural offerings are just moments away, creating the perfect balance of relaxation and activity in this sought-after island paradise. ROSEBAY INTERNATIONAL REALTY, INC.

Condo For Sale $865,000

Beautiful exterior view of a white condo building with tropical landscaping and a sunny sky at 523 Bayport Way # 523, Longboat Key, FL 34228
Exterior view of home highlighting blooming bougainvillea and garden landscape at 523 Bayport Way # 523, Longboat Key, FL 34228
Inviting front porch with bench, colorful plants, and stylish decor for a welcoming entrance at 523 Bayport Way # 523, Longboat Key, FL 34228
On Market For 14 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1685

  • Year Built

    1980

  • $/SqFt

    $513

Get ready to experience the quintessential Florida lifestyle. Welcome home! KELLER WILLIAMS SUBURBAN TAMPA.

Condo For Sale $599,000

Reduced By $36,000

Beautiful waterfront property boasting lush mangrove islands and stunning ocean views at 1930 Harbourside Dr # 142, Longboat Key, FL 34228
Elegant building lobby with neutral tones, comfortable seating, and tiled flooring at 1930 Harbourside Dr # 142, Longboat Key, FL 34228
Bright living room featuring sliding glass doors that open to a balcony with expansive views at 1930 Harbourside Dr # 142, Longboat Key, FL 34228
On Market For 14 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1192

  • Year Built

    1982

  • $/SqFt

    $503

A rare opportunity to own a prime bayfront condominium with deeded and private beach access and knockout views in one of Longboat Key’s desirable communities. PREMIER SOTHEBYS INTL REALTY.

Condo For Sale $3,250,000

Relaxing patio area with comfortable seating and panoramic water views perfect for entertaining at 2410 Harbourside Dr # 142, Longboat Key, FL 34228
Bright hallway featuring elegant decor, modern lighting, and stylish accents to complement the residence at 2410 Harbourside Dr # 142, Longboat Key, FL 34228
Inviting entryway with double doors leading to a spacious and well-lit interior featuring beautiful flooring at 2410 Harbourside Dr # 142, Longboat Key, FL 34228
On Market For 15 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3382

  • Year Built

    1993

  • $/SqFt

    $961

Everything you need is already in place and ready for your enjoyment. COLDWELL BANKER REALTY.

Condo For Sale $1,899,000

Beautiful shot of the white condo building, showing the entry way, tennis court, and palm trees at 455 Longboat Club Rd # 407, Longboat Key, FL 34228
Exterior view of the condo building showing lush greenery, palm trees, and rounded balconies at 455 Longboat Club Rd # 407, Longboat Key, FL 34228
Multi story view of the building's interior featuring plants, carpeted walkways, and an open-air layout at 455 Longboat Club Rd # 407, Longboat Key, FL 34228
On Market For 15 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2410

  • Year Built

    1990

  • $/SqFt

    $788

Situated at the South end of Longboat, The Pierre offers close proximity to St. Armand's shopping, restaurants, and downtown Sarasota – a truly excellent island opportunity in a magnificent beach front setting MICHAEL SAUNDERS & COMPANY.

Condo For Sale $1,595,000

Bright living room featuring high ceilings, floor to ceiling windows, and soothing water views at 2010 Harbourside Dr # 2004, Longboat Key, FL 34228
Townhouse exterior featuring a brown garage door, a blue awning, and beautiful tropical landscaping at 2010 Harbourside Dr # 2004, Longboat Key, FL 34228
Townhouse exterior with blue awnings, beautifully manicured landscaping, and tiled stairs leading to the entrance at 2010 Harbourside Dr # 2004, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 15 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2135

  • Year Built

    1985

  • $/SqFt

    $747

Fairway Bay - The location at the southern end of the island you are close to the fine dining & shopping of St Armands Circle, the cultural amenities of downtown Sarasota is just across the bay bridge, and the Publix Shopping Plaza is outside the community gates. COLDWELL BANKER REALTY.

Condo For Sale $819,000

Long hallway with multiple doors, white columns, and a carpet, creating an inviting entrance at 4420 Exeter Dr # 302, Longboat Key, FL 34228
Modern kitchen with white cabinets, stainless steel appliances, gray countertops and eat-in bar is open to the dining room at 4420 Exeter Dr # 302, Longboat Key, FL 34228
The kitchen showcases white cabinets, stainless steel appliances and fixtures, and tile flooring at 4420 Exeter Dr # 302, Longboat Key, FL 34228
On Market For 15 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1152

  • Year Built

    1970

  • $/SqFt

    $711

Longboat Harbour is conveniently located mid-key, convenient to everything! BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY.

Condo For Sale $789,000

Aerial view of condo complex showcasing ocean views and proximity to a golf course and waterways at 1912 Harbourside Dr # 602, Longboat Key, FL 34228
Charming condo building with well-maintained landscaping, private garages, and a coastal aesthetic at 1912 Harbourside Dr # 602, Longboat Key, FL 34228
Beautiful condo building with blue awnings and well-maintained landscaping in a coastal setting at 1912 Harbourside Dr # 602, Longboat Key, FL 34228
On Market For 14 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1590

  • Year Built

    1982

  • $/SqFt

    $496

Whether you’re seeking a serene retreat or an active lifestyle, this townhome offers a blend of comfort, style and convenience! PREMIER SOTHEBYS INTL REALTY.

Condo For Sale $725,000

Welcoming condo entrance with brick floor, stylish decorations, and tropical plants at 1935 Gulf Of Mexico Dr # G7-402, Longboat Key, FL 34228
Bright living room featuring comfortable seating and access to the screened lanai at 1935 Gulf Of Mexico Dr # G7-402, Longboat Key, FL 34228
Inviting living room with coastal decor and a seamless transition to the outdoor balcony at 1935 Gulf Of Mexico Dr # G7-402, Longboat Key, FL 34228
On Market For 15 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1068

  • Year Built

    1979

  • $/SqFt

    $679

Whether you're seeking a full-time coastal residence, a seasonal getaway or a high-demand investment opportunity, this penthouse represents the finest in Longboat Key living. Schedule your private showing today! PREMIER SOTHEBYS INTL REALTY.

Condo For Sale $695,000

Modern kitchen features custom cabinets, countertops, and stainless steel appliances at 2055 Gulf Of Mexico Dr # G2-213, Longboat Key, FL 34228
This modern kitchen features stainless steel appliances and custom cabinetry at 2055 Gulf Of Mexico Dr # G2-213, Longboat Key, FL 34228
Open kitchen with a large island, custom cabinets, and designer finishes at 2055 Gulf Of Mexico Dr # G2-213, Longboat Key, FL 34228
On Market For 15 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    1094

  • Year Built

    1974

  • $/SqFt

    $635

Owner has a real estate license in CA. CONTINENTAL REAL ESTATE GROUP.

Condo For Sale $789,000

An updated condo shows an attractive exterior with tile roof and covered parking at 2045 Gulf Of Mexico Dr # M1-310, Longboat Key, FL 34228
Relax on the balcony overlooking beach with a ceiling fan for comfort on warm days at 2045 Gulf Of Mexico Dr # M1-310, Longboat Key, FL 34228
Enjoy ocean breezes and views of the community pool from this breezy screened balcony at 2045 Gulf Of Mexico Dr # M1-310, Longboat Key, FL 34228
On Market For 15 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    928

  • Year Built

    1974

  • $/SqFt

    $850

Experience the best of Gulf-front living—schedule your private tour today! MANGROVE REALTY ASSOCIATES.

Condo For Sale $695,000

Exterior view of the condo buildings showcasing the beautiful landscaping and waterfront views at 1930 Harbourside Dr # 136, Longboat Key, FL 34228
Scenic view of the landscaping with lush green trees and plants with a beautiful body of water in the background at 1930 Harbourside Dr # 136, Longboat Key, FL 34228
Relaxing balcony with scenic water views, complete with comfortable seating at 1930 Harbourside Dr # 136, Longboat Key, FL 34228
On Market For 17 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1270

  • Year Built

    1982

  • $/SqFt

    $547

Experience a life of ease, elegance, and sophistication—welcome home! COLDWELL BANKER REALTY.

Condo For Sale $695,000

Condo building with beach access and a stunning ocean view in a vibrant community at 5155 Gulf Of Mexico Dr # 9, Longboat Key, FL 34228
Aerial view of beachfront condo complex with beautiful beach and Gulf views at 5155 Gulf Of Mexico Dr # 9, Longboat Key, FL 34228
Coastal condo with stairs leading up to the second level and beach access at 5155 Gulf Of Mexico Dr # 9, Longboat Key, FL 34228
On Market For 19 Days
  • Bedrooms

    1

  • Full Bath(s)

    1

  • Sq. Ft.

    624

  • Year Built

    1977

  • $/SqFt

    $1,114

**this Property Qualifies For A 1% Lender Incentive If Using Preferred Lender. Inquire For More Details. ** KW COASTAL LIVING III.

Condo For Sale $635,000

Clean, well-maintained building with a lush green lawn and colorful landscaping at 600 Sutton Pl # 104, Longboat Key, FL 34228
Aerial view of waterfront condos with a pool, marina, and beautiful water views at 600 Sutton Pl # 104, Longboat Key, FL 34228
Waterfront condo building with private docks and lush landscaping along the water's edge at 600 Sutton Pl # 104, Longboat Key, FL 34228
On Market For 19 Days
  • Bedrooms

    2

  • Full Bath(s)

    2

  • Sq. Ft.

    1144

  • Year Built

    1973

  • $/SqFt

    $555

Here you will find a remarkable quality of laid-back island life but if you're ready for more, enjoy the multitude of restaurants, shopping and the cultural mecca of downtown Sarasota, all within a short drive away. MICHAEL SAUNDERS & COMPANY.

Condo For Sale $4,995,000

Elegant condo entrance featuring a covered walkway and detailed architectural elements, offering a welcoming and sophisticated arrival at 2161 Gulf Of Mexico Dr # 3, Longboat Key, FL 34228
Grand foyer featuring a decorative ceiling and custom tile flooring, enhancing the condo's luxurious and artistic appeal at 2161 Gulf Of Mexico Dr # 3, Longboat Key, FL 34228
Bright dining area with a modern table setting, stylish chairs, and an open layout perfect for entertaining and Gathering gatherings at 2161 Gulf Of Mexico Dr # 3, Longboat Key, FL 34228
On Market For 22 Days
  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    3800

  • Year Built

    2001

  • $/SqFt

    $1,314

For those seeking additional amenities, optional membership to the nearby Longboat Key Club provides access to world-class golf, tennis, dining, a marina, and a spa. COLDWELL BANKER REALTY.

Condo For Sale $1,695,000

Stunning exterior view of a waterfront condo featuring a pool, parking and beautifully manicured landscaping at 3040 Grand Bay Blvd # 234, Longboat Key, FL 34228
Inviting open-concept living area with beautiful hardwood floors and views of the foyer with its fireplace at 3040 Grand Bay Blvd # 234, Longboat Key, FL 34228
Comfortable living room with plush seating, area rug, and expansive windows showcasing stunning ocean views at 3040 Grand Bay Blvd # 234, Longboat Key, FL 34228
*POTENTIAL GREAT VALUE
On Market For 23 Days
  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    2550

  • Year Built

    1996

  • $/SqFt

    $665

Experience the best of coastal luxury in this waterfront haven. COLDWELL BANKER REALTY.

Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 813-527-9259 and speak with one of our real estate consultants.

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