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7150 N Tamiami Trail Unit S615, Sarasota
$77,900
1 Baths ⋅ Sarasota Cay Club Condo SubDv. ⋅ 34243 Zip Code
Come by AIR, SEA, OR LAND! This beautifully renovated turnkey furnished, second-floor, 1-bedroom, 1-bath condo-hotel unit at Sarasota Cay Club offers NO MINIMUM RENTAL PERIOD and the flexibility to rent through Airbnb, VRBO, or the onsite rental program. For buyers experienced in short-term rentals, the appeal is clear: DIRECT GULF ACCESS, ONSITE BOAT SLIP RENTALS, BOAT AND KAYAK RENTALS, a furnished property, a convenient airport location, and waterfront resort amenities that give guests plenty of reasons to book. The updated unit includes two comfortable beds and a NEW A/C. Owners and guests enjoy access to the adjacent Ramada waterfront resort’s large heated pool, waterfront Tiki Bar & Grill, fitness center, volleyball courts, arcade, and breakfast buffet. The adjacent full-service marina also offers a ship’s store. Located near sugar sand beaches, golf courses, museums, downtown Sarasota, and St. Armands Circle expand the vacation appeal, while SRQ Airport makes arrival easy. Monthly HOA fees include electricity, water, sewer, trash, cable, guest internet, pest control, and association insurance, helping simplify expense planning. Available onsite housekeeping, laundry, and restocking services provide practical support between stays. Build your rental calendar around the busy tourist season, then block time for your own tropical getaway or a visit from friends and family. An income-property opportunity with a personal perk: your next Florida vacation can be at a place you own.

7150 N Tamiami Trail Unit S615, Sarasota

7137 Westmoreland Drive, Sarasota
$799,000
2 Beds ⋅ 2 Baths ⋅ North Isles SubDv. ⋅ 34243 Zip Code
Just steps from the stunning Sarasota Bay, this impeccably appointed corner-lot sanctuary welcomes you into a world of peaceful elegance and resort-style sophistication. As you arrive via the graceful circular paver driveway, you are immediately greeted by the lush, professionally redesigned front gardens bursting with new palm trees, Japanese blueberry trees, bougainvillea, vibrant flowering shrubs, and striking landscape boulders — setting the tone for serene, high-end luxury that defines every inch of this home. The current owners spared no expense — they poured over $200K into a complete top-to-bottom transformation, elevating this property to an extraordinary level of refinement with the finest materials and uncompromising attention to every detail — a true showpiece. STANDOUT FEATURES • Impact-resistant hurricane-rated sliders and windows throughout (exceptional sound dampening and storm protection) • Whole-house generator • Well for irrigation • Sparkling in-ground saltwater pool with upgraded waterfall and lighting • Striking built-in brick outdoor fireplace — the perfect centerpiece for year-round entertaining and unforgettable evenings. 2025-2026 Upgrades of the Highest Order (over $200K invested) • New Trane HVAC system and thermostat • All-new luxury vinyl plank flooring and baseboards throughout • Gourmet kitchen with quartzite countertops, porcelain tile backsplash, soft-close cabinetry with pull-out drawers, new sink and faucet, and a premium Fulcor Milano dual-fuel range with stainless-steel appliances • Imported Italian crystal chandeliers — one dramatically illuminating the living room and another over the kitchen table • Extensive new lighting throughout including pendants, sconces, can lights, coach lights, and full landscape lighting • Primary suite transformation featuring a full walk-in closet (converted from the third bedroom and easily convertible back to a bedroom) with bespoke shelving, mirrors, and chandelier • Designer marble-tile shower, quartz countertops, and Toto toilet in the primary bath • Custom barn door to the primary suite • Fully remodeled guest bathroom with new tile, glass door, and Toto toilet • Garage upgrades: new high-velocity hurricane-rated garage door, epoxy flooring, custom cabinets, and painted ceiling/walls Resort-Style Backyard & Panoramic Lanai (the true heart of this sanctuary): • Brand-new hot tub on fresh pavers with LED lighting and umbrella • Expansive panoramic-style covered lanai with new marble posts and beam, Sunbrella curtains, ceiling fan, and painted ceiling — perfect for serene mornings or elegant evenings • Outdoor cedar shower • Custom cedar shed • Additional highlights include a state-of-the-art water filtration system, custom glass doorknobs, all-new interior doors and hardware • New 8 ft vinyl privacy fencing, professional landscaping with new palm trees, Japanese blueberry trees, bougainvillea, designer rocks, fresh sod, upgraded irrigation, two healthy fruit trees (lime and grapefruit), landscape lighting, and the owned 150-gallon propane tank. A short stroll from your doorstep leads to the beautiful Bayfront and a marina with convenient boat storage. Vibrant downtown Sarasota — with its world-class dining, shopping, arts, and easy access to I-75 — is just minutes away. This move-in-ready sanctuary blends the highest-order luxury appointments with a private resort backyard — the ultimate peaceful Florida lifestyle home.

7137 Westmoreland Drive, Sarasota

7150 N Tamiami Trail Unit S511, Sarasota
$125,000
1 Baths ⋅ Sarasota Cay Club Condo SubDv. ⋅ 34243 Zip Code
Welcome to Sarasota Cay Club, a waterfront condo-hotel located on the grounds of the Ramada by Wyndham Sarasota Waterfront Resort, offering a true resort-style lifestyle in a prime Sarasota location. This beautifully remodeled, turnkey 1st-floor efficiency is fully furnished and ready to enjoy or rent, with **NO RENTAL RESTRICTIONS**. The thoughtfully designed kitchenette features stainless steel appliances, stone countertops, cabinetry, and open shelving for convenient storage. The remodeled bathroom offers stylish subway tile, and a glass-enclosed walk-in shower with penny tile floor. Just a short walk from the unit, enjoy an impressive selection of resort amenities including a heated bayfront pool, tiki bar, waterfront Tarpon Bay Grill & Tiki Bar, marina access, fitness center, and game room. With Sarasota’s beautiful Gulf Coast beaches nearby—including Siesta Key, Lido Key, Longboat Key, and Anna Maria Island—you’ll have easy access to white-sand beaches and endless opportunities for kayaking, boating, fishing, and other watersports. Conveniently located just minutes from Sarasota-Bradenton International Airport (SRQ), this property is an excellent opportunity for a personal getaway, vacation home, or investment property.

7150 N Tamiami Trail Unit S511, Sarasota

7418 Westmoreland Drive, Sarasota
$3,250,000
5 Beds ⋅ 4 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
Welcome to 7418 Westmoreland Drive, an exceptional bayfront estate offering panoramic water views, privacy, and effortless coastal living in one of Sarasota’s most desirable waterfront settings. Situated on more than half an acre with 180-degree direct bay views, this elevated residence offers 5 bedrooms, 4 baths, 3,502 square feet of living space, plus more than 1,500 square feet of additional finished ground-level space ideal for entertaining, recreation, guests, or flexible lifestyle use. Completely remodeled in 2021, the home has been beautifully reimagined with a sophisticated coastal aesthetic, modern finishes, and thoughtfully designed spaces that complement its extraordinary setting. Expansive windows fill the interiors with natural light while framing captivating bay views throughout the main living areas. Generous entertaining spaces feature custom built-ins and an inviting flow equally suited for everyday living and special gatherings. At the heart of the home, the well-appointed kitchen features stone countertops, abundant cabinetry, and generous workspace opening naturally to the surrounding living areas. The primary suite is conveniently located on the main level, offering privacy and ease of living, while additional bedrooms provide gracious accommodations for family and guests. Outdoor living is where this residence truly distinguishes itself. A screened lanai, outdoor kitchen, and private pool overlooking the bay create a resort-inspired setting for alfresco dining, sunset gatherings, and year-round entertaining. Beyond the pool, the expansive backyard leads to a private dock with water and electricity and a 10,000-pound boat lift, providing direct access to Sarasota Bay and the Intracoastal waterways. Additional features include an elevator, three-car garage, metal roof, irrigation and security systems, mature tropical landscaping, and more than 1,500 square feet of finished ground-level space. With no HOA and no CDD fees, homeowners enjoy added flexibility within an established waterfront neighborhood. Located in sought-after Whitfield Estates, this remarkable property is convenient to Downtown Sarasota, Sarasota-Bradenton International Airport, world-class dining, shopping, arts and culture, and the celebrated beaches of Florida’s Gulf Coast. From mornings on the bay and afternoons beside the pool to unforgettable sunsets over the water, 7418 Westmoreland Drive offers an extraordinary opportunity to experience the very best of Sarasota’s waterfront lifestyle.

7418 Westmoreland Drive, Sarasota

7150 N Tamiami Trail Unit N420, Sarasota
$89,900
1 Beds ⋅ 1 Baths ⋅ Sarasota Cay Club Condo SubDv. ⋅ 34243 Zip Code
Own a Slice of Paradise with Built-In Income Potential! This beautifully updated, Fully Furnished second-floor condo at Sarasota Cay Club offers unbeatable flexibility. Use it as your personal getaway, vacation home, or a short-term rental with no lease restrictions. The unit features tile flooring, an updated bathroom, a newer AC unit(2023), fresh paint, comfortably sleeps 5 with a Queen bed and oversized bunk bed, and is one of the few units with a closet. Enjoy a full suite of resort-style amenities including a heated waterfront pool, on-site tiki bar and restaurant, fitness room, community laundry, renovated dining areas, marina access with boat and kayak rentals, and direct Gulf access. Monthly Condo fees cover all utilities (electric, water, internet, cable, sewer, trash, and exterior maintenance) keeping your overhead low and management effortless. Whether you're looking for a personal escape or an income-generating rental, this turnkey property checks all the boxes. Don’t miss your chance to own this waterfront property!

7150 N Tamiami Trail Unit N420, Sarasota

7524 Westmoreland Drive, Sarasota
$5,500,000
6 Beds ⋅ 6 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
Set on a premier waterfront lot in the Sarasota/Bradenton area, this single-family estate offers panoramic water views of Sarasota Bay, a separate guest house, and the kind of indoor-outdoor living buyers expect at the luxury level. The main residence (3806 sq ft) is designed for entertaining and everyday comfort, with expansive living spaces, a well-appointed kitchen, and seamless access to the pool and outdoor areas, while the guest house (2409 sq ft) provides ideal accommodations for visitors, extended family, or a private office retreat. Comfortable luxury living on a combined 1+ acre lot (there are 2 parcels included in this offering) with a spectacular panoramic water view. Beautifully kept grounds accented by Royal palms create the feel of a family compound that elegantly states, "You've made it!" The three-story main house has a twin grand winding staircase and an elevator to the second-floor main level. Tall double-trey ceilings w/ uplighting and massive impact glass windows and doors provide an absolutely breathtaking view of the swimming pool and the Sarasota Bay. Built on 38 concrete and steel reinforced pilings, the main house was constructed in 2001, and the windows and doors were upgraded to hurricane standards. In fact, the owner has a flood policy on the main house for just $1,200 per year. There is an oversized 3 car garage with an expanded work area and 220V power if you have an electric car. Plus, a massive unfinished storage and fun area with non-conforming pool bath below the main living area elevated approximately 18' above. The completely separate guest house also with views of the bay includes an additional 3 bedrooms, great room, dining room, full kitchen, office and attached 2 car garage. The guest house was built in 1950 and remodeled to mimic the Coastal Mediterranean style of the main house. The pool ranges from 3' to 7' in depth and includes remote control lighting and a water feature. The pool and outdoor area create the perfect setting for parties or special events. The pool is surrounded by a huge concrete deck that extends as a patio under the cover of the massive main observation and entertainment deck above. There are rough ins for an outdoor kitchen on the ground floor patio. There is also an additional observation deck off the 3rd floor living room that, with a slight zoom on your camera, provides a nice view of John Ringling bridge. Longboat Key provides night lights beyond the bay, and your own private Osprey nest adds to the natural symphony of life on the water. Boaters, you are less than a mile away from Sara Bay Marina. Commuters, you are less than 3 miles away from SRQ. Beach goers, you are less than 10 miles from Lido Beach and St Armands Circle. Professionals, you are less than 7 miles from downtown Sarasota. Kayakers, walk to the Riprap and launch! Be sure to watch the individual videos showing each interior. They are not just slideshows. This is the first time this property has been offered for sale since the builder owned it. An acre of mainland bayfront land is rare in the Sarasota/Manatee waterfront community. Don't Daydream and miss out on your Dream home. The main home is being sold partially furnished with a few exclusions. The guest house is unfurnished. Capture the Zen of waterfront living for yourself and future generations now.

7524 Westmoreland Drive, Sarasota

7538 Westmoreland Drive, Sarasota
$1,700,000
Whitfield Estates SubDv. ⋅ 34243 Zip Code
A rare opportunity to create a legacy property along the shores of Sarasota Bay. Set on over half an acre in the heart of historic Whitfield Estates, 7538 Westmoreland Drive offers one of the area’s most compelling waterfront redevelopment opportunities. Framed by breathtaking bay views and unforgettable sunsets, this expansive homesite is where vision, architecture, and lifestyle come together. Westmoreland Drive is widely regarded as one of Whitfield Estates most desirable waterfront streets, where classic Spanish-inspired residences and Old Florida charm are giving way to stunning custom-built bayfront estates. Surrounded by multi-million-dollar homes, this property presents the ideal canvas to design and build the luxury waterfront residence you’ve always imagined. The existing home is being sold for land value, allowing the next owner to unlock the full potential of this exceptional setting. With over half an acre of bayfront property, opportunities of this scale and location have become increasingly difficult to find. Perfectly positioned just minutes from IMG Academy, Sarasota-Bradenton International Airport, downtown Sarasota, world-renowned beaches, waterfront dining, and the vibrant cultural amenities that make Sarasota one of Florida’s most sought-after destinations. Whitfield Estates also offers a voluntary neighborhood association for only $40/year, providing culinary access to the Sara Bay Country Club. Whether you’re building your forever home, a family compound, or a signature waterfront estate, this is a chance to secure a premier piece of Sarasota Bay and bring your vision to life. Waterfront homesites of this caliber are few and far between. The next chapter begins here.

7538 Westmoreland Drive, Sarasota

7538 Westmoreland Drive, Sarasota
$1,700,000
3 Beds ⋅ 2 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
A rare opportunity to create a legacy property along the shores of Sarasota Bay. Set on over half an acre in the heart of historic Whitfield Estates, 7538 Westmoreland Drive offers one of the area’s most compelling waterfront redevelopment opportunities. Framed by breathtaking bay views and unforgettable sunsets, this expansive homesite is where vision, architecture, and lifestyle come together. Westmoreland Drive is widely regarded as one of Whitfield Estates most desirable waterfront streets, where classic Spanish-inspired residences and Old Florida charm are giving way to stunning custom-built bayfront estates. Surrounded by multi-million-dollar homes, this property presents the ideal canvas to design and build the luxury waterfront residence you’ve always imagined. The existing home is being sold for land value, allowing the next owner to unlock the full potential of this exceptional setting. With over half an acre of bayfront property, opportunities of this scale and location have become increasingly difficult to find. Perfectly positioned just minutes from IMG Academy, Sarasota-Bradenton International Airport, downtown Sarasota, world-renowned beaches, waterfront dining, and the vibrant cultural amenities that make Sarasota one of Florida’s most sought-after destinations. Whitfield Estates also offers a voluntary neighborhood association for only $40/year, providing culinary access to the Sara Bay Country Club. Whether you’re building your forever home, a family compound, or a signature waterfront estate, this is a chance to secure a premier piece of Sarasota Bay and bring your vision to life. Waterfront homesites of this caliber are few and far between. The next chapter begins here.

7538 Westmoreland Drive, Sarasota

7150 N Tamiami Trail Unit S-604, Sarasota
$85,000
1 Baths ⋅ Sarasota Cay Club Condo SubDv. ⋅ 34243 Zip Code
Top-floor unit in the waterfront condo-hotel at the Ramada by Wyndham Sarasota Waterfront, ideally positioned in a quieter area of the building away from pool, restaurant, and marina traffic. Enjoy added privacy, minimal foot traffic, and no upstairs noise to enhance increased long term appeal. Turn-key furnished with updated flooring, newer A/C-heat wall unit, and freshly painted interior. Clean, functional, and ready for immediate use, rental, or future personalization based on buyer preference Located just minutes from SRQ airport, downtown Sarasota, and Gulf beaches. Community amenities include waterfront setting, pool, on-site dining, fitness center, business center, and flexible rental options. Aggressively priced as one of the lowest in the building, providing strong value for investors or buyers seeking a low entry point into the Sarasota market.

7150 N Tamiami Trail Unit S-604, Sarasota

121 Holly Avenue, Sarasota
$1,295,000
3 Beds ⋅ 3 Baths ⋅ North Isles SubDv. ⋅ 34243 Zip Code
On a large waterfront homesite in the North Isles neighborhood of Whitfield Estates, this property offers the kind of Florida lifestyle buyers actively seek with sailboat water basin, boat dock, two remote-control boat lifts, quick access to Sarasota Bay, a screened heated pool and spa, and room to enjoy it all on nearly half an acre. The .43-acre lot is beautifully landscaped and features a screened food garden, irrigation well, brick paver walkways and a solar PV system. Inside, the residence was solidly upgraded in 2023 and well-finished with travertine tile flooring through the main living areas and baths, luxury vinyl plank in the bedrooms, crown molding and wood shutters throughout. The layout includes three bedrooms, three baths and a flexible bonus room. Wood cabinetry with soft-close doors and drawers, along with abundant storage, adds everyday function to the home’s inviting interior. Notable features include hurricane-impact windows and doors, heated pool and spa, lightning protection, central vacuum and outdoor lights. For buyers seeking more than personal enjoyment, the property also offers a proven rental history, making it a compelling potential income investment as well as a waterfront retreat. North Isles is part of the historic Whitfield area, prized for its Old Florida character, spacious homesites and proximity to Sarasota Bay. The location is especially convenient. Just west of U.S. 41, near the airport, close to Sara Bay Golf and Country Club, and well positioned for an easy drive north into Bradenton or south to Sarasota.

121 Holly Avenue, Sarasota

7150 N Tamiami Trail Unit S-623, Sarasota
$104,900
1 Beds ⋅ 1 Baths ⋅ Sarasota Cay Club Condo SubDv. ⋅ 34243 Zip Code
S-623 TURN KEY! (Everything is included in the sale!) A SECOND-FLOOR CITY VIEW: Newly renovated LVT living area floor with 3" baseboard moldings. Wonderful, fully functional new kitchenette with butcher block countertops and new overhead cabinets (with under-cabinet lighting), two tabletop burners, and a beautiful backsplash. A remote-control center mini-ceiling fan with light in the Living Room. In the bathroom, a brand-new Vanity and new lighting, along with a beautiful cabinet system, were also added. Welcome to the Sarasota Cay Club. This property is approximately 2 miles north of Sarasota-Bradenton International Airport, just minutes from great shopping, museums, art galleries, restaurants, farmers' markets, and other unique entertainment opportunities. This area is also well known for destination vacations with some of the best beaches in the country, including Holmes Beach, Coquina Beach, Lido Beach, Longboat Key Beach, and Siesta Key Beach. These privately owned condo residences are in the ‘Ramada By Wyndham Sarasota Waterfront Resort’. Each residence allows daily and short-term rentals with no minimum leasing restrictions. Enjoy staying in these units, located within a waterfront property with direct access to the Gulf. Owners can use their condo as a vacation property year-round. Enjoy the Ramada Hotel's Resort Lifestyle with amenities that include a newly remodeled onsite waterfront restaurant/tiki bar, ‘Tarpon Bay Grill and Tiki Bar’, heated waterfront pool, beach volleyball, fitness room, roaming security, community laundry, and open common areas. The monthly Condo-Hotel HOA fees include all utilities (Electric, Water, Internet, Cable, Phone, Sewer, and Trash, Exterior Maintenance, and Interior Common Areas), making your overhead expenses minimal and easy to budget. This rare income-producing investment opportunity allows you to enjoy all the amenities of beautiful Southwest Florida.

7150 N Tamiami Trail Unit S-623, Sarasota

7322 Westmoreland Drive, Sarasota
$1,999,000
4 Beds ⋅ 4 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
Rare Direct Bayfront Opportunity on Over 1 Acre – No Bridges, Deep Water Access. Bring your vision to life on this exceptional waterfront property offering over one acre directly on the bay with no bridges to open water and deep-water access. This is a rare chance to create one or multiple custom coastal retreats in a premier boating location. The home features a beautiful concrete seawall and expansive water frontage, perfect for boaters, anglers, and sunset lovers alike. The property was impacted by a hurricane, and all drywall has been removed, leaving a clean slate that’s ready for your rebuild, remodel or redesign—ideal for buyers who want to customize finishes, layout, and style to their taste. With unmatched views, generous lot size, and direct bay access, this property offers incredible upside and long-term value. Whether you’re looking to restore, reimagine, or rebuild, this is a prime waterfront canvas! Adjoining properties are also for sale at the time of this listing, if you dare to dream even larger! Don’t miss this opportunity to craft your dream home on the water. Seller Financing terms available for qualified Buyers. Unmatched location! Close to SRQ Airport, New College, Downtown Sarasota, Ringling Museum, UTC Mall, endless shopping, dining and water opportunities await you.

7322 Westmoreland Drive, Sarasota

7150 N Tamiami Trail Unit S-600, Sarasota
$95,000
1 Beds ⋅ 1 Baths ⋅ Sarasota Cay Club Condo SubDv. ⋅ 34243 Zip Code
Best value in Sarasota Cay Club—waterfront resort condo, fully furnished with vacation rental flexibility and recently reduced to $95,000. Ideal for a cost-effective Florida getaway or short-term rental use, this beautifully renovated 1-bedroom, 1-bath Studio unit is clean, updated, and turnkey. Features include 2 queen beds, 70" TV, workspace, microwave, coffee station, and an updated bathroom with walk-in shower and stone-top vanity. This is being sold furnished & turnkey. Enjoy resort-style living by day with a heated bayfront pool, marina access, waterfront restaurant and tiki bar, fitness center, game room, and walking paths. Mornings and evenings are best spent relaxing in your beautifully renovated, tastefully decorated private retreat. HOA includes all utilities—electric, water, sewer, cable, internet, phone, trash—plus exterior and common area maintenance, management, pest control, and access to resort amenities, making ownership simple and predictable. On-site management available for bookings, cleaning, and maintenance. Prime Sarasota location just minutes to SRQ airport, downtown, and beaches including Siesta Key, Lido Key, and Longboat Key. Hotel-condo use only: not permitted for full-time residence or long-term leasing.

7150 N Tamiami Trail Unit S-600, Sarasota

7314 Westmoreland Drive, Sarasota
$2,300,000
North Isles SubDv. ⋅ 34243 Zip Code
Spectacular Sarasota Bay Front Lot! Seize this rare opportunity to build your dream home on this .76 acre estate sized lot on the breathtaking shores of Sarasota Bay. Construct your waterfront masterpiece in the highly sought-after historic Whitfield Estates neighborhood known for its mature trees and diverse architectural style homes. This cleared and buildable lot offers boatable water with direct access to the intercoastal waterway and the Gulf of Mexico. Saving time and planning, this lot is already equipped with a brand new seawall, a new boat dock and two new jet ski lifts, making it a dream location for any water enthusiast. Enjoy unobstructed sunsets and stunning evening views with the bay lit up at night, stretching straight across to Longboat Key and Sarasota. Whitfield Estates residents can enjoy an optional $35 annual fee to join the Sarasota Bay Club's culinary membership granting exclusive access to the clubhouse for dining and social events. Golf membership is available separately at the reputable SaraBay Country Club. Conveniently located just minutes from the Sarasota's pristine Gulf Coast beaches, Siesta Key and nightlife full of vibrant entertainment featuring the Ringling Museum of Art, The Asolo Theatre, Van Wezel Performing Arts Hall, world renowned IMG Academy, Sarasota Bradenton International Airport, St. Armand's Circle and downtown Sarasota's famous restaurants and boutique shopping. Don't miss this extraordinary opportunity to build your waterfront sensation in the beautiful Florida Sunshine State.

7314 Westmoreland Drive, Sarasota