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$1,468,000
4 Beds ⋅ 4 Baths ⋅ A4654953 MLS
Live the Dream in Fishermen’s Bay – Private Bayfront Paradise with Deeded Boat Slip & Designer Touches. Welcome to a rare opportunity in the exclusive gated enclave of Fishermen’s Bay, a serene waterfront community of just 20 custom luxury homes, perfectly situated West of the Trail on the shimmering shores of Little Sarasota Bay. Tucked away at the end of a quiet cul-de-sac and nestled on a lush half-acre tropical estate, this Key West-style masterpiece offers over 3,200 square feet of elegant indoor living and expansive outdoor spaces designed for the ultimate Florida lifestyle. Enjoy Sarasota Bay views, water access, and a deeded boat slip, and private gate leading to Vamo Park for easy kayak launching just steps away. Crafted by renowned Yoder Construction, the home is a stunning blend of craftsmanship, comfort, and coastal sophistication. Step inside to discover wood floors, crown moldings, and stone countertops throughout. The chef’s kitchen is a dream, featuring a Viking range, Sub-Zero refrigerator, Fisher & Paykel dishwasher, quartz countertops ideal for entertaining. The main living and dining area opens through sets of French doors to a screened-in deck where you can relax and soak in the tranquil views of the bay and your private heated pool with sun shelf and 5-person spa (installed in 2020). Whether you’re enjoying your morning coffee or hosting sunset dinners, the setting is simply magical. The 3rd-floor master suite is a private sanctuary complete with a fireplace, dual walk-in closets, updated spa bath, and a private balcony offering serene water views. On the ground floor, a large bonus area opens to lush, Selby Garden-style landscaping with rambling paver walkways, and plenty of storage for kayaks and beach toys. Enjoy peace of mind with electric hurricane shutters, a 3-zone A/C system, engineered walls, and a sprinkler system fed by your own well. Additional Highlights: • Deeded boat slip with quick access to the Intracoastal • kayak launch • 2 fireplaces • Screened and covered porches for year-round enjoyment • 2-car garage with ample storage • Minutes to Siesta Key Beach, Pine View School, shopping, and dining This is more than a home—it’s a lifestyle. Discover the timeless charm of Old Florida with every modern luxury you could desire. Paradise is calling in Fishermen’s Bay!

8963 Fishermens Bay Drive, South Sarasota
$160,000
2 Beds ⋅ 2 Baths ⋅ TB8380753 MLS ⋅ 2640 BLDG.
Huge Price Reduction!!! Charming two bedroom with two full baths located minutes from Beautiful Siesta Key Beach. Come check out this freshly painted condo with tile through out located on the 1st floor. Enjoy the relaxing atmosphere of the private screened in patio, no upstairs neighbors and the convenience of your own parking right in front of your home. Community features include a heated pool, clubhouse, manicured grounds and much more. This community feels like you are on vacation year around. Conveniently located close to shopping, dining and beaches. This condo does need a few repairs and is being sold as is.

2640 Woodgate Lane Unit F6, South Sarasota
$999,000
C7509071 MLS
Welcome to 1849 Baywood Drive in Sarasota, Florida 34231 Situated on a .26-acre lot with an impressive 92-foot seawall, this cleared and ready-to-build property offers direct canal access to little Sarasota bay with no fixed bridges and just minutes from the Gulf of Mexico. The property is also walking distance to Siesta Key Beach, consistently ranked as America’s #1 beach, celebrated for its powdery white quartz sand and turquoise water. Whether you’re an avid boater, fisherman, or simply love being near the water, this property is your gateway to the quintessential Florida lifestyle. Imagine stepping out of your custom-built home and cruising through the open waters of Sarasota Bay in minutes, or exploring the turquoise waters near Midnight Pass, less than ten minutes away by boat. Living on a deep-water canal offers year-round enjoyment, from sunrise paddle boarding and kayaking to evening fishing and dolphin watching right from your own backyard. Local marine life includes snook, redfish, tarpon, mangrove snapper, and even gentle manatees that frequent these calm channels. This highly desirable area of Sarasota has county-approved residential construction, saving you time and streamlining the path to building your custom coastal retreat. Custom builders in the area are well-versed in designing elevated, contemporary, and Key West–inspired homes to complement the waterfront setting—perfect for showcasing panoramic canal views and breathtaking sunsets. Enjoy proximity to some of Sarasota’s finest amenities. Just 15 minutes to vibrant downtown Sarasota, residents can savor world-class dining, cultural attractions, and entertainment venues like The Van Wezel Performing Arts Hall, Marie Selby Botanical Gardens, and St. Armands Circle. From tranquil canal living to convenient access to Sarasota’s cultural and coastal attractions, 1849 Baywood Drive presents a rare opportunity to design your dream home and live the ultimate Gulf Coast lifestyle in one of Florida’s most prestigious waterfront neighborhoods.

1849 Baywood Drive, South Sarasota
$229,900
3 Beds ⋅ 2 Baths ⋅ A4647704 MLS
A stunning 3 bedroom home on a delightful RESIDENT OWNED-NO LOT RENT 55+ community situated less 5 minutes from the world renowned Siesta Key beach. Indulge in worry free living with a monthly HOA of only $215 a month. Discover comfort and convenience in this beautifully maintained 3-bedroom, 2-bathroom DOUBLE-WIDE home located in the highly desirable Mobile Estates community in Sarasota. This home has been totally remodeled and offers the perfect blend of relaxed coastal living and everyday practicality. Step inside to find stylish tile flooring throughout, offering both elegance and easy maintenance. With recent additions in 2006, the open and airy layout creates a welcoming atmosphere, ideal for both quiet evenings and entertaining guests. What truly sets this home apart is its exceptional outdoor space and large storage spaces (4 sheds!). Located close to shopping, dining, and all that Sarasota has to offer, this home is a rare find in a fantastic location.

2094 Detroiter Street, South Sarasota
$849,000
A4643081 MLS
Property Size: 1,993 SF Total, +/- 996 SF Units This exceptional duplex offers an excellent investment opportunity in Sarasota, FL. With two spacious units, each featuring 2 bedrooms and 2 bathrooms, this property is perfect for owner-occupants or investors looking for rental income potential. The property boasts a rare RV full hookup pad, a two-car garage, and access to a community boat dock, adding to its unique appeal and versatility. 2 units, each with 2 bedrooms and 2 bathrooms RV full hookup pad 2-car garage Access to community boat dock

1860 Southpointe Drive, South Sarasota
$3,500,000
4 Beds ⋅ 3 Baths ⋅ A4643594 MLS
Substantial bayfront property with sweeping views , this rare waterfront location offers an unparalleled opportunity for builders and investors alike. Boasting an impressive 255 feet of water frontage, this 4-bedroom, 3-bath home is perfectly positioned to capture breathtaking sunsets and panoramic bay views. Whether you choose to renovate the existing residence or create a custom luxury estate to capitalize on the views, the potential is limitless. With prime water access for boating enthusiasts and an unbeatable location near the award winning Siesta Key Beach, world class dining, shopping, and cultural attractions, this is a once-in-a-lifetime chance to own a true Sarasota oasis.

1444 Ridgewood Lane, South Sarasota
$599,000
2 Beds ⋅ 2 Baths ⋅ A4643334 MLS ⋅ 1 BLDG.
Nestled in the heart of Sarasota’s coastal paradise, this stunning TURNKEY FURNISHED PENTHOUSE offers million-dollar views and an unparalleled Florida lifestyle. *LESS THAN A MILE FROM SIESTA KEY BEACH ACCESS (.7 MILES)* Located in the coveted Castel Del Mare—nicknamed “The Hidden Jewel on the Bay”—this prime waterfront condo places you just minutes from Siesta Key’s world-famous beaches, top-tier shopping, dining, and entertainment. Step inside and be captivated by breathtaking water views that greet you upon entry. This beautifully renovated fourth-floor residence has been thoughtfully updated with high-end finishes, ensuring both style and comfort. The heart of the home is the gourmet kitchen, where quartz countertops, elegant cabinetry, a modern backsplash, and stainless steel appliances create a sleek yet functional space. Enjoy casual dining at the barstool seating or gather in the dedicated dining area for a more formal setting. The primary suite serves as a tranquil retreat, complete with a walk-in closet and a spa-like ensuite bathroom featuring a seamless glass-enclosed shower. Crown molding in the bedrooms adds a refined touch to the space. Beyond the condo, Castel Del Mare offers an impressive selection of resort-style amenities, including two heated swimming pools, tennis and pickleball courts, shuffleboard, a clubhouse, a scenic gazebo, kayak access with storage, and a picturesque boardwalk encircling the complex. Best of all, this waterfront haven is situated on the Intracoastal Waterway, where you can lounge by the bayfront pool, watch boats glide by, and take in spectacular sunsets. SOLD TURNKEY FURNISHED. Experience the best of Sarasota living—schedule your private showing today!

1602 Stickney Point Road Unit 404, South Sarasota
$245,000
2 Beds ⋅ 2 Baths ⋅ A4641855 MLS ⋅ N/A BLDG.
Attention!!!! This CONDO has a NEW 12 MONTH LEASE at a GREAT Monthly RENTAL !!!! COMPLETELY FURNISHED!!!!Condominium!! Seasonal Snow Birds!!Full-Time Residents!! Investors!!! Great Condo to live-in or rent!!!Completely updated Condo Unit 5 miles from Siesta Key Beach fully furnished. All windows and sliding glass doors updated with UV hurricane Impact Glass!!! Pinewood Village has a Large Heated Pool, Clubhouse, Fitness Center and Shuffleboard Courts. Furniture includes 2 large HD TV's, kitchen was remodeled with Granite Countertops, Stainless Appliances, Wood Cabinets. Both bathrooms have been total re-done. The master suite bedroom has Plantation shutters for privacy, upgraded fixtures in the bathroom and a walk -in closet. Condo was replumbed, new A/C in 2018, and new kitchen in 2019. Centrally located minutes from beaches, shopping and in the Sarasota School District. The low monthly maintenance fees include Cable TV, Community Pool, Insurance, Maintenance Exterior, Maintenance Grounds, Pool Maintenance, Sewer and Water, and Pest Control. Private Storage Unit and Laundry facilities on Condo Floor, elevator and assigned parking. Tenant in place ready to sign an annual Lease with new owner, if desired!!

2763 Woodgate Lane Unit 208, South Sarasota
$5,980,000
4 Beds ⋅ 7 Baths ⋅ A4637673 MLS
The Windemere II is an extraordinary luxury custom home meticulously crafted by Heritage Builders. This coastal contemporary residence with clean lines is situated on a very rare West-of-Trail lakefront estate home site. The exquisite two-level residence redefines custom home living, flawlessly blending elegance, sophistication and comfort. As you step in the grand foyer, you are greeted by an expansive, open concept living space that seamlessly integrates the living, dining and kitchen areas. The gourmet kitchen is a chef’s dream, featuring top-of-the-line appliances, custom cabinetry and vast walk-in working pantry. This stunning home boasts four bedrooms, five luxurious baths and two convenient half baths. The primary suite, located on the first level overlooks the sparkling lake and features a designer bathroom private outdoor shower. For those who love to entertain, the Windemere II does not disappoint. Enjoy movie nights in the dedicated media room or host family gatherings in the versatile bonus room. A private study provides tranquil workspace. Ascend via the elegant custom staircase or convenient elevator to the upper level, where you will find two additional en-suite bedrooms, a large bonus room with wet bar and fitness room. Enjoy leisurely moments on the balcony overlooking the serene lake. Step through the massive pocketing sliding glass doors to discover your personal lakefront oasis – a breathtaking outdoor living retreat with a custom pool and spa and a fully equipped outdoor kitchen. Gather around the fire pit, perfect for cozy evenings under the stars. The Windemere II is not just a custom residence; it is a lifestyle. Experience the epitome of high-end-living and schedule a tour today! Floor plan located in attachments.

1521 S Lake Shore Drive, South Sarasota
$580,000
3 Beds ⋅ 3 Baths ⋅ A4633792 MLS
This 3-bedroom, 2.5-bathroom home is just 15 minutes from one of the best beaches in the USA. With a custom-made playhouse, heated pool, and custom outdoor shower, this home is perfect for families. The kitchen features granite countertops, and there are two AC units. The one-car garage can be converted into a two-car garage, and there are two hidden storage areas in the master suite. Recent updates include a new roof(2022), laminate flooring(2023), fresh interior paint(2022), a new water heater in 2022, a new dishwasher(2025)New disposal(2024), and a new fence installed(2024). This home was also converted from a well setup for water to a city water hookup in 2024. Located in one of the best school districts in Sarasota County, this home offers comfort and luxury in a prime location. Schedule your showing today.

5311 Creek Drive, South Sarasota
$229,900
2 Beds ⋅ 2 Baths ⋅ A4626176 MLS ⋅ Strathnore Riverside Villas BLDG.
SUBSTANCIAL PRICE REDUCTION ---REINTRODUCED AT AN ATTRACTIVE NEW PRICE POINT AND AGRESSIVELY PRICED FOR TODAY'S MARKET. Experience the perfect blend of comfort, style, and coastal living in this beautifully updated, single-level villa, steps away from all amenities, nestled within a highly desirable 55+ waterfront community. This move-in-ready residence offers 2 spacious bedrooms, 2 bathrooms, and a thoughtfully designed floor plan that combines modern finishes with timeless appeal. Step inside to discover a light-filled interior with luxury vinyl flooring, updated lighting, and elegant touches throughout. The kitchen boasts granite countertops, stainless steel appliances, and seamlessly flowing into the open-concept living/dining areas. New roof and gutters (2024) add peace of mind, while large windows fill the home with natural light, creating an inviting, airy atmosphere. This active, resort-style community offers an exceptional array of amenities only steps away, designed for recreation and relaxation. Enjoy a heated swimming pool, clubhouse, fitness center, sauna, library, and a billiards room. The on-site marina features dock available on a first-come, first-served basis for just $1,344 year, offering access to the Intercoastal, perfect for the boating enthusiast. The community’s robust social calendar includes planned activities, live entertainment, card games, and casual gatherings, fostering a vibrant and friendly neighborhood atmosphere. Perfectly situated just minutes from world-renowned Siesta Key Beach and only a short drive to downtown Sarasota. Two pets allowed (subject to HOA size). This meticulously maintained property truly embodies the Florida lifestyle—relaxed, refined, and effortlessly enjoyable. MONTHLY FESS INCLUDE TRASH REMOVAL, WATER, SEWER AND BASIC CABLE. Don't miss out on this wonderful opportunity., call to see it today and make it your home!!

2607 Riverbluff Parkway Unit V145, South Sarasota
$500,000
A4608267 MLS
Prime LOCATION! Irregular lot located off S Tamami Trail with future commercial zoning.

Albert Place, South Sarasota
$149,950
1 Beds ⋅ 1 Baths ⋅ S5083103 MLS ⋅ 10 BLDG.
Charming 1 bed/1 bath condo located in Pinewood Village. This 3rd floor unit boasts an abundance of natural light, offering a bright and airy living space that is perfect for entertaining guests or simply enjoying a peaceful afternoon at home. The building itself offers elevators for convenient access, as well as additional secured storage space to hold your belongings. Residents of Pinewood Village have access to a range of impressive amenities, including a heated pool to enjoy all year round, shuffleboard court, clubhouse with kitchen, billiard room, fitness room to keep your workouts on track, and even dry-heat saunas for ultimate relaxation. The community also features laundry facilities for added convenience. This condo is located in a prime location, with Riverview High School just a short half-mile walk away, and Phillipi Shores Elementary School only 1 mile away. For those looking for a beautiful day at the beach, Siesta Key is less than 5 miles away and is known for its stunning powder sand beaches, rated among the most beautiful in the world. This is the perfect opportunity to own a condo in Pinewood Village, offering both comfort and convenience. Whether it’s a primary residence, second home, or an investment, don't miss out on the chance to make this condo yours! Seller financing and rent-to-own options are available.

2763 Woodgate Lane Unit 307, South Sarasota