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$300,000
2 Beds ⋅ 2 Baths ⋅ A4671738 MLS ⋅ Oak Forest BLDG.
Virtually Staged. LOCATION LOCATION LOCATION!!! You will love Oak Forest with all the mature trees and grassy landscaped areas and its LOCATION! Just 4.4 milea to Siesta Key and the powdery sands on the Gulf of Mexico, Downtown shopping, restaurants, social events and theater. This community is impeccably maintained and modernized. Conveniently located directly across from the community pool and tennis courts, the entire interior of this end unit was just painted and all of the popcorn has been removed. The guest bathroom totally remodeled with a walk-in shower. New never been used stainless steel appliances: refrigerator, stove and dishwasher are included. Tile flooring throughout the villa with vinyl flooring for easy maintenance in the guest bedroom. Primary bedroom has brand new carpet and offers two walk-in custom designed closets for maximum efficiency. Primary bathroom designed with dual sinks and a walk-in shower with glass doors. The Primary Bedroom, Living Room and Kitchen have sliding glass doors to access the extended private lanai. This community is not an age restricted community, is pet friendly and offers tennis, pickleball, heated pool and clubhouse. Whether you are a snow bird or a full-time resident this property checks desired boxes for your new home. Association replaced the roofs about two years ago, painted all exteriors and installed paver driveways. AC was replaced in 2025. The Association remains diligent regarding their finances and are fully reserved. No CDD fees!

4799 Oak Forest Drive W Unit 43, South Sarasota
$328,000
2 Beds ⋅ 2 Baths ⋅ N6141400 MLS ⋅ 1636 BLDG.
BRING YOUR OFFERS! LOCATION LOCATION LOCATION! Castel Del Mare condominium complex is located just before the south bridge, on the mainland side of Little Sarasota Bay facing Siesta Key in Sarasota, FL. Southbridge's community includes shops, bars, restaurants, boat or bike rentals... Walkability or Trolley ride to the "Powdery Sands of Siesta Key Beach...As one of Trip Advisor's Top 10 Beach & Sun Destinations! This condominium complex is overlooking the "Intercoastal Waterway" with beautiful bayside water views! This 2nd floor, updated two bedroom two bath condo is "TURN KEY FURNISHED" with 2 entrances (front and back) and offers 1,016 sq. ft. of living space. WASHER and DRYER are included in the unit! Hurricane Impact Windows! Rentals of one month or longer are permitted here. The Castel Del Mare community offers two heated pools on the Bayside and Garden, pickleball courts, shuffleboard, boardwalk, bayside gazebo, and clubhouse. Sit back, relax, and enjoy the peace & tranquility while enjoying the Florida sunshine! Live the Florida lifestyle & make this your home! OWN A PIECE OF PARADISE! Check out 3D Virtual Tour #1 & Video #2

1636 Stickney Point Road Unit 36-201, South Sarasota
$250,000
2 Beds ⋅ 3 Baths ⋅ C7517166 MLS ⋅ 7223 BLDG.
This thoughtfully updated and coveted corner/end unit is ready for you to call it home! A rare 2 Bedroom 2-1/2 bath townhome that boasts newer updates which include granite countertops and soft close cabinetry throughout, a stylishly designed dining room ceiling, luxury vinyl plank flooring, and an enclosed rear porch so you can enjoy the outdoors in comfort 365 days a year. Conveniently close parking and a community pool are just steps away from your door! With an abundance of shopping and restuarants in the area as well as plans for more in the old Sarasota mall location, there will be no shortage of activities. Located approximately 6 miles away from the white sands of Siesta Key beach, know that you picked a great location with all of SW Florida's prized amenities at an excellent price point! Book your showing today!

7223 Cloister Drive Unit 111, South Sarasota
$1,675,000
A4671072 MLS
Discover the perfect blend of coastal charm and everyday convenience with this beautiful canal-front lot in Aqualane Estates, right in the heart of Sarasota. Set on over a quarter-acre of land, this property offers an incredible opportunity to move in, renovate, or build your dream waterfront home. You can relax knowing the home had no damage from Hurricanes Helene or Milton, and boating is a breeze with your own private boat lift and direct access to the canal, leading you to Sarasota Bay and the Gulf. The location truly can’t be beat. You’re just minutes from Siesta Key Village and its world-famous beaches, plus Gulf Gate shops, Publix, Costco, great restaurants, and more. It’s the perfect mix of peaceful waterfront living and easy access to everything Sarasota has to offer. Whether you’re dreaming of a relaxed getaway, a family home by the water, an investment property or a custom new build, this parcel gives you endless possibilities

1649 Stanford Lane, South Sarasota
$1,675,000
3 Beds ⋅ 2 Baths ⋅ A4671051 MLS
Enjoy Sarasota’s waterfront lifestyle in this beautiful 3-bedroom, 2-bath canal-front home located in the sought after Aqualane Estates. Sitting on over a quarter-acre, this 1,995 sq. ft. property features an open floor plan with plenty of natural light and easy flow from the living areas to the outdoors. Step outside to your private pool and spacious patio overlooking the peaceful canal, perfect for relaxing, entertaining, or watching the sunset. Boaters will love the private dock and lift leading right out to the Bay with no bridge Gulf access as well. The thoughtfully designed layout blends indoor and outdoor living, making the most of the Florida lifestyle. Whether you’re looking for a full-time residence, winter getaway, or investment property, this home offers comfort, convenience, and charm in one package. Located just minutes from Siesta Key Village, award-winning beaches, shopping, and dining, this canal-front retreat has it all

1649 Stanford Lane, South Sarasota
$315,000
3 Beds ⋅ 1 Baths ⋅ A4669478 MLS
***ASSUMABLE FHA MORTGAGE AVAILABLE AT 2.9%*** In a city where home prices often feel out of reach, this well-maintained three-bedroom, one-bath residence offers something increasingly rare: a real opportunity to plant roots in Sarasota without sacrificing location or potential. Set on a quiet, non-HOA neighborhood just minutes from the beach, downtown, shopping, and restaurants, this home proves that owning in Sarasota does not mean choosing between charm, location, and affordability. Inside, you will find an open layout with tile and laminate flooring, natural light throughout, and a warm, welcoming feel ready to be personalized. The kitchen has been thoughtfully updated with granite countertops and refreshed cabinetry that seamlessly blends function and simplicity, while unifying the living and dining areas. A cozy brick fireplace, featuring an above-mantel TV mount, anchors the living room, making it perfect for both quiet evenings with a book and hosting game day with friends. The primary bedroom features two closets and a dual-access ensuite bath that connects to the hallway leading to the home's two additional bedrooms. Step outside to a fully fenced backyard with a spacious deck, fire pit, and a large permitted shed that offers flexibility for storage or creative use, along with ample room for a home addition or pool, if desired. While it is not the biggest or flashiest house in town, it is real, it is ready, and it can be yours to shape. Whether you are a first-time buyer looking to stay in Sarasota on a budget, a seasonal visitor in need of a winter retreat, or someone who values authenticity, this is a home where you can begin to build not just equity, but a meaningful life. QUALIFIED BUYERS MAY HAVE THE OPPORTUNITY TO ASSUME THE EXISTING FHA LOAN AT A 2.9% INTEREST RATE. THIS RARE FINANCING OPTION COULD MEAN SIGNIFICANT MONTHLY SAVINGS COMPARED TO CURRENT MARKET RATES. ASSUMPTION IS SUBJECT TO LENDER APPROVAL AND BUYER QUALIFICATION. CONTACT THE LISTING AGENT FOR DETAILS.

4078 Groveland Avenue, South Sarasota
$665,000
3 Beds ⋅ 3 Baths ⋅ A4668895 MLS ⋅ Not Applicable BLDG.
Welcome to carefree living in The Landings. This beautifully remodeled townhome makes carefree living an absolute dream! Not an inch has gone untouched, showcasing modern luxury finishes. Whether you're looking to winter in Sarasota or enjoy all that The Landings Racquet Club has to offer all year long, you are sure to relish coming home. The first-floor primary bedroom is very spacious, with an equally comfortable en suite and custom walk-in closet. The large back lanai features perfect privacy. There is a loft or family room upstairs, just outside the additional two bedrooms; perfect for an office, playroom, or sitting area. The neighborhood offers a 24-hr manned security gate, a world-class tennis and pickleball facility, pool, fitness center, and clubhouse. You'll never need to leave! But when you choose to venture out, popular restaurants and shopping are just outside the gates!

1703 Starling Drive Unit 1703, South Sarasota
$189,000
2 Beds ⋅ 2 Baths ⋅ TB8431315 MLS ⋅ G-3 BLDG.
Like new and upgraded gorgeous condo. Minutes from world famous Siesta Key Beach and safely located in flood zone X. All new vinyl plank flooring in living areas and new carpet in bedrooms. Both bathrooms are newly renovated, freshly painted inside and out, along with a total makeover of the kitchen in 2025. Located in the rear of the development this condo is very quiet and secure. New washer and dryer, make this as good as a new unit. Ceiling fans and skylights keep it light and bright inside. Community heated pool and fitness center are open to the residents at their leisure. Clubhouse includes kitchen, fitness center, pool table and rest rooms with showers. Lanai features fully enclosed glass windows with screens, new storm doors front and rear. Gardener's paradise in the rear with lush tropical plants. In front enjoy your reserved private parking spot. Close to shopping and some of the best restaurants in Sarasota.This condo has been in the same family since it was built, pride in ownership shows.

2630 Woodgate Lane Unit G3, South Sarasota
$122,900
1 Beds ⋅ 1 Baths ⋅ A4665781 MLS ⋅ Lucaya Country Club BLDG.
WELCOME to this beautifully UPGRADED 1 bedroom, 1 bath condo in Lucaya Country Club Villas!!! From the moment you arrive, you'll appreciate the attention to detail, starting with the painted and SCREENED front porch, perfect for year-round enjoyment. Step inside to an inviting open floor plan featuring spacious living room and dining room combo. The kitchen has been tastefully upgraded with MODERN cabinets, countertops, and an eat-in area with stools. The spacious bedroom offers ample closet space, while the bathroom includes a tub and shower combo for convenience. Throughout the condo, you'll find LUXURY VINYL FLOORING, adding to both style and durability. As part of Lucaya Country Club Villas, you'll enjoy access to a community pool, along with a prime location just a short drive to amazing restaurants, shopping, Sarasota's downtown vibrant scene, Sarasota Airport, Siesta Key and the WORLD FAMOUS GULF beaches. Whether you're searching for an investment property or a primary residence, this condo is exactly what you're looking for. This home is truly MOVE-IN ready, offering comfort, charm, and a maintenance-free lifestyle in a desirable community and it's waiting for you to enjoy! Don't wait to make this YOUR home and begin your FLORIDA Lifestyle!

4444 Swift Road Unit 4, South Sarasota
$579,000
3 Beds ⋅ 3 Baths ⋅ A4665433 MLS ⋅ 3 BLDG.
Beautiful luxury townhome with contemporary flair located only minutes from Siesta Key. This 3-story residence offers affordable luxury and maintenance-free living in a premier location on the shores of Phillippi Creek, where you are surrounded by 10 acres of stunning tropical foliage and landscaping. Rarely available, this is your chance to live in an open concept space with high ceilings, designer kitchen features, spectacular interior details and stylish bathroom fixtures. Upon entering this 3-bedroom, 3-bathroom home, you will fall in love with the bright, open floorplan featuring high-end finishes and an abundance of natural light. Enjoy relaxing on one of two lanais; one on the ground floor with outside access and another one upstairs with stunning views. There are stairs and a private elevator for your convenience as well as an oversized garage with plenty of room to store kayaks, golf clubs, beach chairs, fishing poles and more. The Phillippi Harbor Club Rackominium and Marina is right next door for your boating pleasures. There is also an onsite resort-style pool and kayak launch for active pursuits. Additional amenities include a clubhouse, dog park, fitness center and lighted boardwalk. You are minutes away from downtown Sarasota, fine dining, shopping, outdoor activities and the area’s famous beaches. Enjoy the best of Sarasota luxury living in the secluded, gated waterfront community of Phillippi Landings.

5560 Cannes Circle Unit 3-106, South Sarasota
$130,000
A4657700 MLS
Second 10K PRICE REDUCTION!!! Charming, shaded, tranquil lot located in mature neighborhood near the center of Sarasota. No HOA dues, CDD fees, or deed restrictions! 115' deep x 69' wide, .18 acre, 7,903 sq ft lot with detached block garage with electricity connected that was used as a workshop, being sold for land value. 5 miles to famous quartz sand Siesta Key Beach, 2 miles to Red Bug Slough Preserve with ponds, fishing pier, and nature paths, and is in highly-rated Riverview High School District. Under current zoning, lot is nonconforming and is thus an unbuildable lot and the detached block garage can not be rehabilitated or used for anything but contact Sarasota County Zoning Department to inquire about how to apply to request rezoning of the property to become buildable. Ask about the process required to change this lot's current status to make it a buildable lot.

Trinidad Street, South Sarasota
$685,000
3 Beds ⋅ 3 Baths ⋅ A4656077 MLS ⋅ 1347 BLDG.
Nestled among lush tropical foliage in the highly sought-after Landings community, this one-of-a-kind treehouse retreat offers the perfect blend of nature, light, and waterfront living. Ideally positioned along the scenic boardwalk near Sarasota Bay, this spacious residence is filled with sunshine and tranquil views from nearly every room. The first floor is wrapped in walls of glass, creating an airy indoor-outdoor feel and showcasing peaceful water and garden vistas. A versatile flex space offers endless possibilities as a large home office, family room, fitness studio, or creative retreat. The open kitchen features a generous dining area surrounded by windows, making every meal feel connected to the beauty of nature. Generously sized rooms throughout the home, including all bedrooms, provide comfort and flexibility for everyday living and entertaining. Just steps away, enjoy the community pool or stroll along the winding nature path through mature tropical landscaping to the bayfront gazebo — the perfect setting for spectacular sunsets and watching dolphins play in the water. Residents enjoy easy access to downtown Sarasota, world-famous beaches, exceptional dining, and shopping. Optional membership to the Landings Racquet Club offers resort-style amenities including a super sized pool, tennis and pickleball courts, fitness center, library, and welcoming social spaces to connect with neighbors and friends.

1347 Landings Drive Unit 6, 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
$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
$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