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$1,790,000
2 Beds 2 Baths Inn On The Beach SubDv. 34228 Zip Code
Rare 2BR First-Floor Lockout Unit | Resort at Longboat Key Club Experience the perfect blend of luxury vacationing and rental income with this rare, first-floor lockout suite overlooking the resort pool and just steps from the beach. • Versatile Rental Options: Lockout design allows you to rent as a full 2-bedroom suite or 2, 1-bedroom units to maximize revenue. • Prime Location: First-floor convenience with an oversized deck, steps away from the beach, pool bar, and restaurants. • World-Class Amenities: Access to 45 holes of golf, 21 tennis courts, 5 restaurants, a luxury spa, fitness center, and a bayside marina. Perfect for families seeking a premium getaway with built-in investment potential. Year-to-date gross rental income for 2026: $163,000.

210 Sands Point Road Unit 2101, Longboat Key

$665,000
4 Beds 2 Baths Long Beach SubDv. 34228 Zip Code
Dreaming of living in the Village on Longboat Key, wow now is your chance. Don’t miss this Exceptional Opportunity to own a piece of Longboat Key. Whether you are seeking a vacation getaway, a permanent island residence, or a lucrative income-producing property, this charming 4-bedroom, 2-bath beach Block home is a perfect fit. Arriving turnkey furnished, this home has been tastefully renovated to ensure a seamless, move-in-ready experience. The heart of the home is a stunning new kitchen, featuring modern cabinetry, sleek granite countertops, and premium stainless steel appliances. The thoughtful renovations extend throughout the property, including completely updated bathrooms with contemporary finishes. For your peace of mind, the home has also been upgraded with Hurricane-Impact Windows throughout, New AC, an Updated electrical system and Brand New Roof. Offered TURN-KEY Furnished. The Ultimate Island Lifestyle in Longboat Key’s Coveted Village! Experience the perfect blend of coastal relaxation and modern luxury. Situated on the exclusive north tip of Longboat Key, this meticulously remodeled, move-in-ready home offers a rare opportunity to own a piece of paradise in the heart of "The Village." Step inside to an airy, open-concept great room anchored by a chef’s kitchen—complete with custom cabinetry, luxury appliances, and a chic bar. Every detail has been elevated, from the new luxury vinyl plank flooring to the spa-inspired bathrooms featuring custom stone flooring and elegant fixtures. Designed for peace of mind, the property boasts a brand-new architectural shingle roof and Miami-Dade impact-resistant windows and doors. The outdoor experience is equally impressive, featuring a large, screened-in porch that overlooks a private backyard with a dedicated fire pit and grilling area—perfect for entertaining. With an outdoor shower and extra gear storage, life here is truly beach-ready. Enjoy the freedom of no HOA in a community where golf carts are the preferred mode of transport. Whether you’re looking for a primary residence or a lucrative investment—currently averaging $55,000 in gross annual rental income—this is the ultimate island retreat.

690 Fox Street, Longboat Key

$875,000
3 Beds 3 Baths Cedars East SubDv. 34228 Zip Code
Investor Dream Home! A double condo unit which feels like a single-family home and comes with 2 attached oversized garage spaces. Elevated among the treetops on the bay side of Longboat Key, this home features wood floors throughout the first elevated living level, an open great room and kitchen for entertaining. There’s an inviting wood-burning fireplace, screened lanai for bay breezes and a flex room to use as an office, den or guest room. Upstairs you will find 3 bedrooms. Two share a full bath while the primary bedroom features a large ensuite and two walk-in closets. You’ll find stunning views of the bay through a wall of windows and a screened lanai where you can catch the sunset glow over the treetops. Amenities in the premier tennis community include exceptional access to bay waters, perfect for launching a kayak, fishing and enjoying the tide pools. Enjoy a boardwalk stroll through mangroves and watch the sunrise from a private bayside dock (no boat access). Pool membership comes with home ownership. Tennis, pickleball and fitness center access is available through Cedars East Resort at an annual rate. Update, redesign and make it your home or income opportunity today!

836 Evergreen Way, Longboat Key

$2,400,000
2 Beds 3 Baths St. Regis Longboat Key SubDv. 34228 Zip Code
Fractional Ownership. Fractional Ownership Opportunity at The St. Regis Longboat Key. Each purchase includes complimentary Resort Membership, valued at $125,000, along with the added benefit of no annual dues (a $14,000 value) and no minimum annual expenditure requirements. The Resort Membership can be enjoyed year-round, providing exceptional value and convenience to owners. For 2026, fee for each 30 day interset is $19,992. This comprehensive fee covers a wide range of services and expenses, including Condo fees, Property taxes, Utilities, Housekeeping services, Property management, Insurance, Furniture replacement reserve, and Maintenance reserve. This elegant and gracious two-bedroom St. Regis residence is owned by a limited liability company (LLC), offering a distinctive ownership structure where shares are allocated in 30 day segments. Prospective buyers have the opportunity to purchase one or more 30 day segments May through October, with each 30 day segment available at a price of $400,000. This condominium is designed with spacious rooms, expansive glass windows, and soaring ceilings that create an airy and inviting atmosphere. The gourmet kitchen is well-appointed with premium Wolf and Sub-Zero appliances, including a gas cooktop, double ovens, and a side-by-side refrigerator, making it ideal for culinary enthusiasts. The large owner's suite offers a luxurious primary bath featuring double vanities, a deep soaking tub, a frameless walk-in shower, and a private water closet. The residence is being sold fully furnished with pieces from Restoration Hardware. With walls of glass opening to the large wraparound private terrace, owners can host memorable gatherings with stylish furnishings, an outdoor gas grill, and offering stunning views of Sarasota Bayfront. Additional conveniences include a private two-car garage on the first level and easy access to a semi-private elevator that opens directly into the residence. Nestled within the first branded residential community and ultra-luxury five-star resort on the Gulf of Mexico, The Residences at The St. Regis Longboat Key combine legendary service with the tranquil allure of a secluded seaside getaway on Longboat Key, Florida. The community spans over 17 acres and boasts 800 feet of direct beachfront, offering residents an unparalleled lifestyle. Amenities include signature St. Regis Butler and Concierge services, a world-renowned St. Regis Spa, in-residence dining, a private resident-only pool and spa, a Clubhouse, a fitness center, and beachside cabanas. Experience the finest in fractional luxury living at The St. Regis Longboat Key.

1591 Gulf Of Mexico Drive Unit 512, Longboat Key