Gulf-front living
Wake up to expansive water views and direct access to Longboat Key's beaches from select residences and condominium communities.
Ed Taaffe | Wagner Realty
Luxury Homes on Longboat Key
Discover Gulf-front residences, bayfront estates, elegant condominiums and private boating communities on one of Southwest Florida's most distinctive barrier islands.
Refined Island Living
What makes Longboat Key luxury real estate exceptional?
Longboat Key pairs miles of white-sand shoreline with a quiet, residential atmosphere, waterfront recreation, resort amenities and convenient access to Sarasota and Bradenton. Luxury buyers can choose from Gulf-front condominiums, deep-water boating homes, golf-course residences and private estates—each offering a different version of island life.
Boating and bay access
Explore canal-front and bayfront homes where docks, lifts, water depth and bridge clearance can be as important as the residence itself.
Privacy with proximity
Enjoy a peaceful island setting while remaining near St. Armands Circle, downtown Sarasota, cultural attractions, dining and regional airports.
Choose Your Lifestyle
Luxury on Longboat Key takes many forms
The right property begins with how you want to live. Some buyers prioritize a walkable Gulf-front condominium with managed amenities. Others need protected boating water, a private dock, golf access, generous entertaining space or the freedom of a single-family residence.
Ed helps buyers compare not only price and finishes, but also the ownership considerations that can shape long-term enjoyment and value.
- Gulf-front condominiums
- Bayfront estates
- Canal and boating homes
- Golf-course residences
- Gated communities
- Vacation and second homes
- Newer luxury construction
- Full-time island living
More than a beautiful view
For a confident Longboat Key purchase, investigate flood and wind insurance, elevation, building condition, association finances, reserves, inspections, special assessments, rental policies, pet rules and renovation restrictions.
For boating properties, verify dock permits, seawall condition, lift capacity, water depth, tides, bridge clearances and the actual route to open water for your vessel.
Ask Ed About a PropertyDistinctive Enclaves
Explore Longboat Key communities
Each area offers a different relationship with the Gulf, Sarasota Bay, boating, golf and resort-style amenities. Availability, rules and property characteristics vary by community.
Bay IslesGuard-gated island living with a mix of waterfront, golf-course and condominium residences.
Country Club ShoresCanal-front homes valued by buyers seeking boating access and proximity to the south end of the key.
Longboat Key Club areaLuxury residences near golf, tennis, marina facilities, resort amenities and the conveniences of south Longboat Key.
Longboat VillageOld Florida character on the north end, with a relaxed residential feel and nearby waterfront dining.
Gulf-front condominiumsA broad range of boutique and amenity-rich buildings with varying views, services, rules and ownership costs.
Bayfront and canal neighborhoodsSingle-family homes and villas for buyers who prioritize protected water, private outdoor space and boating.
See luxury homes available on Longboat Key
Search current properties, then contact Ed for context about the location, community, building, ownership costs and important due-diligence questions.
Buyer Guidance
What should luxury buyers evaluate?
A Longboat Key purchase should support both your lifestyle and your long-term plans. Ed helps clients organize the questions that matter before emotion takes over.
- Primary, seasonal or rental use
- Gulf, bay, canal or golf views
- Insurance and flood considerations
- Condo budgets and reserves
- Special assessments
- Building and structural reports
- Rental and pet restrictions
- Boating requirements
- Renovation rules
- Resale positioning
Buying from out of state?
Ed can help you narrow communities before your visit, arrange focused showings and coordinate with local lenders, inspectors, insurance professionals, title providers and other resources.
When appropriate, video tours and digital communication can help you evaluate options efficiently without losing sight of details that deserve an in-person review.
Call Ed: 636-346-6165Longboat Key FAQs
Questions luxury buyers frequently ask
Are Longboat Key condominiums difficult to finance?
Many are financeable, but lenders evaluate both the buyer and the condominium project. The association's budget, reserves, insurance, litigation, special assessments, milestone inspection, structural reports and overall project eligibility may affect financing. Begin the building review early with a lender experienced in Florida coastal condominiums.
Do Longboat Key properties require flood insurance?
Requirements depend on the property's flood zone, elevation, improvements and financing. A lender may require coverage, and buyers may choose it even when it is not mandatory. Obtain property-specific insurance quotes during due diligence rather than relying on a seller's current premium.
Can I rent a Longboat Key luxury home or condo?
Rental rules vary by town regulation, property type, community and condominium association. Minimum lease periods, frequency limits, application procedures and other restrictions should be verified for the exact property before purchase.
What should boat owners verify before buying?
Confirm water depth at relevant tides, bridge clearance, canal and bay access, dock permits, seawall condition, lift capacity and whether the route works for your specific vessel. A waterfront label alone does not guarantee suitable boating access.
Is Longboat Key in Sarasota or Manatee County?
Longboat Key extends into both Sarasota and Manatee counties. The property's county can affect taxes, records, services and transaction research, so verify the jurisdiction for the specific address.
What is the best part of Longboat Key for luxury buyers?
There is no single best area. South-end buyers may prioritize proximity to St. Armands Circle, Sarasota and resort amenities. North-end buyers may favor a quieter Old Florida atmosphere. Boaters, golfers, beach lovers and condominium buyers will each weigh location differently.
Ed Taaffe
Your Longboat Key Real Estate Advisor
Experience that looks beyond the surface
Ed Taaffe is a REALTOR® with Wagner Realty's Longboat Key office, helping buyers and sellers navigate luxury, waterfront, vacation and second-home real estate throughout the Sarasota–Manatee Gulf Coast.
With more than 25 years of sales and contract negotiation experience—and a background in mortgage lending, real estate appraisal and business ownership—Ed brings informed analysis, responsive communication and a practical eye to every property and negotiation.
Real estate information is provided for general educational purposes and is not legal, tax, lending, insurance or investment advice. Property availability, community rules, insurance requirements and market conditions can change. Verify all information for the specific property with the appropriate licensed professionals and governing authorities.
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