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5882 Benevento Drive, Sarasota
$589,000
3 Beds ⋅ 3 Baths ⋅ Isles Of Sarasota SubDv. ⋅ 34238 Zip Code
Move-in ready, single family home in the resort-style community of The Isles on Palmer Ranch in Sarasota, Florida. This is the popular Oakmont floorplan built by Divosta featuring 3 bedrooms, 3 baths plus an office den and a 2 car garage. 2008 square feet. Poured concrete construction. Painted in 2022. Delightful views of South Creek and amazing sunsets await you. The screened lanai offers a wonderful retreat to entertain or just enjoy another day in paradise. Step inside and you will notice high ceilings with 8 ft. doorways. This home has been well-maintained. The kitchen has granite countertops with pendant lighting. The living room, den and 2 guest bedrooms have stylish engineered wood flooring. The open-concept layout is bright and welcoming, designed for comfortable everyday living with seamless flow between the kitchen, dining, and living spaces. This home is on a corner lot with lush Florida landscaping throughout the property. The Isles community is maintenance-free. You will make new friends in The Isles at many of the community functions. The Isles features 4 tennis courts, 2 pickle ball courts, 2 bocce courts, tot-lot, state of the art fitness center and resort-style, heated swimming pool. The Isles is close to Siesta Key Beach, dining, doctors, golf courses, Legacy Trail and all the cultural venues downtown Sarasota and Venice provides.

5882 Benevento Drive, Sarasota
423 Magellan Drive, Sarasota
$189,000
Whitfield Estates SubDv. ⋅ 34243 Zip Code
RARE OPPORTUNITY IN WHITFIELD ESTATES! Discover one of the few remaining vacant homesites in one of Sarasota's best-kept secrets! Offered at just $189,000, this unique property presents an exceptional opportunity to create your own piece of paradise in the highly desirable Whitfield Estates neighborhood. Perfectly positioned along the picturesque Sara Bay Country Club golf course, this distinctive homesite offers beautiful golf course views from the front and a peaceful, natural waterfront setting along the rear, where a tranquil creek winds through the neighborhood. Imagine enjoying your morning coffee overlooking the greens, spending an afternoon kayaking or paddleboarding along the waterway, or simply embracing the natural beauty of Old Florida living. Surrounded by established homes, mature landscaping, and the charm that makes Whitfield Estates so special, this property offers a rare chance to build in a neighborhood where vacant land is nearly impossible to find. Whether you're envisioning a custom Florida retreat, a seasonal getaway, or an investment opportunity, the possibilities are worth exploring! Located in Whitfield Estates, one of Sarasota's hidden gems, residents enjoy NO mandatory HOA fees or CDD fees, along with flexible rental opportunities, including nightly rentals, subject to applicable regulations. Optional membership in the Whitfield Ballentine Manor Association is just $40 annually and includes culinary membership privileges at the prestigious Sara Bay Country Club, currently undergoing an exciting renovation with plans to reopen in 2027. Boating enthusiasts will appreciate nearby SaraBay Marina, offering convenient access to boat slips and dry storage. Ideally situated just minutes from Sarasota Bay, SRQ International Airport, downtown Sarasota, IMG Academy, world-famous Gulf beaches, championship golf, waterfront dining, shopping, and entertainment. Opportunities like this are few and far between! Don't miss your chance to secure one of the last remaining vacant homesites in Whitfield Estates and bring your vision of Florida living to life!

423 Magellan Drive, Sarasota
5424 America Drive, Sarasota
$1,350,000
3 Beds ⋅ 3 Baths ⋅ Phillippi Gardens SubDv. ⋅ 34231 Zip Code
New Roof and New AC!! Updated Kitchen and Bathrooms!!! Nestled on a quiet cul-de-sac in Sarasota, this stunning three-bedroom, three-bath waterfront home offers the perfect blend of tranquility and lifestyle. Enjoy your own private pool with sweeping views over the water, plus direct Intracoastal Waterway access via Philippi Creek. Deep water and a nine-foot bridge clearance make it easy for most 30-foot center console boats to come and go. Just across the creek lies a protected Sarasota watercourse barrier and wildlife refuge, preserving breathtaking, unobstructed views. Recent updates include a brand-new roof, AC unit, updated kitchen and bathrooms, a freshly painted exterior, and the timeless charm of a paver-brick driveway. It also features a 1.5 car garage, perfect for parking a full-size vehicle and a golf cart, bikes, or beach gear. From your private waterfront retreat, every day feels like a vacation. Best of all, it's in an X500 flood zone and you’re just a five-minute drive from world-famous Siesta Key Beach. Call the listing agent today to schedule your private showing!

5424 America Drive, Sarasota
2610 Regatta Drive, Sarasota
$384,900
2 Beds ⋅ 2 Baths ⋅ Gulf Gate SubDv. ⋅ 34231 Zip Code
Virtually Staged. Welcome to the lowest priced home in Gulf Gate! It has been extremely well maintained with good bones! Many improvements, including: Interior & Exterior Freshly Painted 2026*Guest Bathroom completely remodeled 2026*Washer & Dryer 2025*Lanai Re-screened 2024*Shingle Roof 2023*Air Conditioner (Rudd Package 14 Seer, 7 KW) 2022*Water Heater 2022*Ten (10) Impact Resistant Energy Efficient Windows and Doors 2018*Soffits and Fascia 2018*Bosch Dishwasher 2017* Refrigerator & Range 2017*Hurricane Garage Door and Opener 2016*Plumbing redone overhead & much more! Excellent Curb Appeal with attractive landscaping and a convenient circular driveway for easy in and out! This is a dead-end street with very little traffic and just a community of good neighbors. Enforced deed restrictions keep the community nice and Gulf Gate is lined with sidewalks for walkers & runners! Split Plan, Beautiful Plantation Shutters throughout, a spacious Florida Room plus a Huge Lanai for entertaining and relaxation! Outside Patio and a Fenced Area for pets to roam. This home is within minutes to World Renowned Siesta Key Beaches, Legacy Trail, several fitness centers, Gulf Gate Shops & Restaurants, Gulf Gate Library and A+ Schools. Within 15-20 minutes to cultural downtown Sarasota which offers fine dining, opera, Selby Gardens, boutique shopping, movie theaters and much more. This is a properly priced home and it is ready for you to move right in! All the major ticket items have been done, so add your personal touches and either have the terrazzo floors professional buffed and finished or add your own flooring to make this home sparkle. This one is a beauty and the location couldn’t be better! Enjoy the Gulf Gate shopping/dining, library & more! Make it yours but don’t wait … this one simply won’t last. H-U-R-R-Y while you can!

2610 Regatta Drive, Sarasota
1515 Clower Creek Drive Unit HA158, Sarasota
$395,000
3 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Welcome to the award-winning waterfront community of Pelican Cove, where lush tropical grounds, an incredible array of amenities, activities, and social clubs create a truly exceptional Sarasota lifestyle. This GROUND-FLOOR WATERFRONT CONDO enjoys a prime location overlooking the entrance to beautiful Clower Creek. The light and bright END-UNIT features additional windows for added light, neutral tile flooring, updated bathrooms, a newer electrical panel, upgraded raised-panel doors throughout, modern paint colors, and a new A/C system. Step outside from the sliding glass-enclosed lanai to the oversized waterfront Trex-type deck and relax while enjoying abundant wildlife, tropical surroundings, and boats as they cruise into the canal. Offered turnkey furnished, this inviting condo is move-in ready and provides the perfect opportunity to enjoy the Pelican Cove lifestyle from day one. PELICAN COVE FEATURES includes over 28+ organized clubs including art & sculpture, active yacht club, folk music, photography & cinema clubs, social clubs, and many more. There is a for-fun “Pelican Cove University” covering several diverse subjects like politics, history, financial topics, and much more. The community has a woodworking studio, pottery studio, many card-playing clubs, water exercise & yoga, and a tennis club. There are several yearly jazz and cultural concerts and a few harborside concerts as well. Pelican Cove has a 24-hour gated and staffed entrance, 87-slip boat harbor with over 130 kayak/canoe storage racks & launch docks, fishing docks, three very active clubhouses, large exercise room, six heated pools, hot tub, basketball, dog exercise area, 5.5 miles of meandering boardwalks & nature trails, two lighted tennis courts and six lighted pickleball courts all in an award-winning community with unbelievably well-manicured tropical grounds! Welcome to Pelican Cove!

1515 Clower Creek Drive Unit HA158, Sarasota
5531 Cannes Circle Unit 403, Sarasota
$699,900
2 Beds ⋅ 2 Baths ⋅ Phillippi Landings SubDv. ⋅ 34231 Zip Code
Welcome to this fully updated Coastal Modern 2 bedroom + DEN , 2 bath dream WATERFRONT condo in sought-after gated Phillippi Landings! You’ll enjoy gorgeous sunsets from your private screened-in balcony overlooking Phillippi Creek, the Intracoastal Waterway and a glimpse of the Gulf of Mexico just beyond. Starting with the kitchen, you’ll be impressed by the quartz waterfall countertop, sleek appliances, crisp stylish cabinets, and a custom pantry with pull-out shelves. The primary bedroom enjoys beautiful waterfront views and a luxurious en-suite bathroom featuring a soaking tub, walk-in shower and dual sinks. The layout is designed for both entertaining and relaxation, secluding the guest bedroom and bathroom from the main living spaces offering privacy and separation for visitors. The den offers flexibility for adding more room for guests or as your home office. The open layout features engineered hardwood floors, crown molding, and updated designer lighting. Expansive windows frame spectacular, elevated water views right from the main living area and bedroom areas. Superbly located, you are just minutes from Sarasota’s vibrant cultural hub, world-famous Siesta Key Beach, and an array of premier dining and shopping destinations. Enjoy the heated community pool, fitness center, and dog park. Plus, an on-site kayak launch, kayak storage, and a scenic walkway. As well as a dedicated side-gate entrance to the neighboring Phillippi Harbor marina for boating enthusiasts. Make this gem your home today!

5531 Cannes Circle Unit 403, Sarasota
5381 Palos Verdes Drive, Sarasota
$1,195,000
2 Beds ⋅ 2 Baths ⋅ River Forest SubDv. ⋅ 34231 Zip Code
This beautiful Mediterranean style home offers peaceful views of Phillippi Creek, mature oak trees, privacy, and an oversized 0.39 acre lot. Inside, you’ll find two spacious bedrooms, two bathrooms, plus den, a newly remodeled kitchen with granite countertops, stainless steel appliances, and custom wood cabinetry. Designed for both relaxing and entertaining, the home features generous living spaces, tile flooring, crown molding, and large windows overlooking the lagoon style pool and serene waterfront setting. With approximately 179 feet of frontage along Phillippi Creek, this is a truly special Sarasota property. Conveniently located near Siesta Key, Downtown Sarasota, and everything Central Sarasota has to offer. OWNER FINANCING OPTIONS AVAILABLE

5381 Palos Verdes Drive, Sarasota
2303 Constitution Boulevard, Sarasota
$1,250,000
3 Beds ⋅ 2 Baths ⋅ Phillippi Gardens SubDv. ⋅ 34231 Zip Code
Imagine buying a waterfront home, safe from the elements of Florida, but close to sandbars and dockside dining. Picture driving less than 7 minutes to everything, shops, hair salons, grocery stores. Think about how nice it would be to just go on the boat without dragging a trailer, without exorbitant marina fees. Then, of course, you'd want it to be renovated without any work to do. The roof you'd want to be new, the windows you'd want to be hurricane rated, and with affordable insurance costs. You'd want to be in a good school district, even if you don't have kids. I think we both know you just clicked on your dream home, it's ok to admit you were hooked within the first 5 pictures.

2303 Constitution Boulevard, Sarasota
1780 Phillippi Shores Drive Unit A3-5, Sarasota
$77,900
Phillippi Harbor Club SubDv. ⋅ 34231 Zip Code
OWNER FINANCING AVAILABLE! This inside boat storage rack measures 32' L x 10'W x 9.5'H and can accommodate a boat with dimensions UP TO APPROXIMATELY: 32'L x 9'W x 8'H. Height is measured from the bottom of the keel up to the highest fixed point on the boat. Phillippi Harbor Club is your answer to truly enjoying boating on our beautiful Sarasota waters! This is a boating gamechanger! Simply call the friendly PHC staff and ask them to "splash" your boat, show up and enjoy your day on the water. Return to the dock where the staff will pull your boat, wash & rinse the outside, flush the engine(s), and store it back in your rack for next time. The marina has fuel on site, and an inside storage locker is included. There are plenty of work racks and on-site mechanics almost daily. This is a hurricane category 3-rated building with the latest in fire equipment and enhanced security monitoring. Phillippi Creek is around 4' at mean high tide and is about a 6-minute ride to the Intracoastal Waterway. The racks are in incredible rental demand! Stop towing your boat and own your own rack today...Stop on down and see the operation! Ask about owner financing.

1780 Phillippi Shores Drive Unit A3-5, Sarasota
4723 Thomas Hoby Place, Sarasota
$725,000
4 Beds ⋅ 3 Baths ⋅ Bent Tree Village SubDv. ⋅ 34241 Zip Code
Welcome to an extraordinary golf course estate in the gated community of Bent Tree Village, where luxury, privacy, and design come together on an oversized cul-de-sac lot overlooking the 4th green. Completely reimagined through a renovation, this stunning residence offers the perfect blend of indoor living and resort-style outdoor amenities, creating a Sarasota lifestyle. Positioned on a rare pie-shaped homesite with no rear neighbors, the property enjoys breathtaking golf course views and an unparalleled sense of privacy. What sets this home apart is its two distinct outdoor living environments, offering the flexibility to entertain, relax, and enjoy Florida living year-round. One backyard retreat features a heated pool with a newer PebbleTec finish, expansive paver deck, covered lanai, cabana bath, green space, and panoramic fairway views. Multiple access points from the home create seamless indoor-outdoor flow, making it ideal for entertaining family and friends. The second outdoor sanctuary provides a more intimate setting with a screened lanai, electric fireplace, tongue-and-groove wood ceiling, ambient LED lighting, and golf course vistas, offering the feeling of having two private backyards in one exceptional property. Inside, the open-concept floor plan showcases designer finishes and meticulous craftsmanship throughout. The show-stopping kitchen serves as the heart of the home, featuring a large center island, custom soft-close cabinetry, Calacatta-inspired quartz countertops, porcelain backsplash, premium stainless steel appliances, and a custom recessed illuminated vent hood. The kitchen opens seamlessly to a spacious family room highlighted by soaring ceilings, a striking shiplap feature wall, built-in wet bar, designer lighting, and a modern fireplace that creates a warm yet elegant atmosphere. The thoughtfully designed split-bedroom layout offers privacy and flexibility, including two luxurious primary suites and two additional bedrooms, making it ideal for multigenerational living, guests, or growing families. Every bedroom features a walk-in closet, with custom built-ins and cedar-lined storage in several rooms. The primary owner's retreat delivers a spa-inspired experience with a marble walk-in shower, dual vanities, private water closet, and oversized cedar-lined walk-in closets. Virtually every major component of the home has been updated, providing true peace of mind for years to come. Recent improvements include a completely remodeled kitchen and all three bathrooms, luxury vinyl plank flooring throughout, new interior doors, dual HVAC systems and ductwork, PEX plumbing, updated electrical panels, enhanced insulation, two water heaters including a tankless system, impact-rated garage door, gutters, remodeled laundry room, impact-resistant windows and sliding doors, and extensive LED lighting throughout. The roof was replaced in 2016. Bent Tree Village offers a secure gated setting surrounded by mature landscaping, natural preserves, and abundant wildlife, all within one of Sarasota's most desirable school districts. Residents enjoy convenient access to UTC shopping and dining, Nathan Benderson Park, Lakewood Ranch, downtown Sarasota, SRQ International Airport, and the world-renowned beaches of Siesta Key. This is more than a home—it is a private golf course retreat, an entertainer's dream, and a rare opportunity to own a renovated luxury property in one of Sarasota's most established and desirable communities.

4723 Thomas Hoby Place, Sarasota
5361 Myakka Valley Trail, Sarasota
$899,000
3 Beds ⋅ 3 Baths ⋅ Myakka Valley Ranches SubDv. ⋅ 34241 Zip Code
New Price - Great Opportunity! Seller is ready for the next owner to enjoy this beautifully updated home in sought-after Myakka Valley! Situated on nearly 6 picturesque acres, this fully updated estate property offers the perfect blend of peaceful country living and modern luxury just minutes from Lakewood Ranch, UTC, I-75, top-rated dining, shopping, Sarasota’s world-famous beaches and A RATED schools This move-in ready home has been thoughtfully updated with a new metal roof, modern finishes, updated systems, and an open-concept design ideal for everyday living and entertaining. The stunning chef’s kitchen features oversized waterfall quartz countertops, custom cabinetry, smart appliances, and a massive island overlooking the spacious living and dining areas. Step outside and enjoy wide-open green space, majestic oak trees, privacy, and endless possibilities. Bring your horses, RVs, boats, work vehicles, and outdoor toys — there’s room for it all! The property offers ample space for a future barn, detached workshop, guest house, pool, or additional garages. Enjoy the rare combination of usable acreage, privacy, and convenience in one of Sarasota’s most desirable country communities. Myakka Valley Ranches is known for its large estate parcels, equestrian-friendly lifestyle, private roads, community parks, and direct access to nature, all while remaining close to everyday conveniences. Whether you’re looking for a family compound, peaceful retreat, entertaining property, or modern country lifestyle, this exceptional property delivers a rare opportunity to own nearly 6 acres of updated Sarasota paradise. Additional bonus, If buyer uses the sellers preferred lender, the lender will pay for a 1% rate buydown for the first year.

5361 Myakka Valley Trail, Sarasota
1921 Monte Carlo Drive Unit 603, Sarasota
$425,000
2 Beds ⋅ 2 Baths ⋅ Phillippi Landings SubDv. ⋅ 34231 Zip Code
Virtually Staged. Price Adjustment! An exceptional value for the view, location, and lifestyle—this sixth-floor, two-bedroom, two-bath residence is a rare opportunity that should not be overlooked. From the moment you enter, expansive water views command your attention, setting the tone for this open and inviting floor plan where water surrounds you in every direction. The spacious, light-filled kitchen offers abundant storage and serves as a natural gathering place for guests. Just beyond, you’ll find a convenient laundry closet, a full guest bath, and a generously sized second bedroom—ideal for visitors or a home office. The main living area easily accommodates both comfortable seating and a formal dining arrangement, flowing seamlessly into the great room and out to the oversized screened balcony. This elevated vantage point is perfect for relaxing, entertaining, and taking in sweeping waterfront views that are increasingly hard to find at this price point. The owner’s suite is thoughtfully positioned for privacy and features direct access to the lanai, allowing you to wake up to tranquil water views each morning. Two walk-in closets and a spacious en-suite bath with both a soaking tub and separate shower complete this retreat. This unit has a deeded parking space under cover in the garage. There is also a storage unit assigned to this unit for seasonal accents. Set within a beautifully maintained 10-acre waterfront community, residents enjoy resort-style amenities including a heated pool and spa, fitness center, clubhouse, and an expansive promenade along the water—ideal for sunset strolls. There is a Kayak launch access and private storage racks offer direct connection to Phillippi Creek for boating and nature lovers. The location further elevates the value: minutes from The Landings Shopping Center, Southside Village, downtown Sarasota, UTC Mall, and the white-sand beaches that define Florida’s Gulf Coast. When combined with the views, amenities, and low-maintenance lifestyle, this residence represents an outstanding opportunity—offering coastal living at a price that is increasingly rare for this setting.

1921 Monte Carlo Drive Unit 603, Sarasota
4407 S Shade Avenue, Sarasota
$899,000
Sarasota-Venice Co River SubDv. ⋅ 34231 Zip Code
One of the Very Last Phillippi Creek Waterfront Estate Size Lots Left w/100 Feet of Waterfrontage close to Downtown Sarasota just East of the Trail. Easy access to the Intercoastal Waterway. Build your Custom Dream Home on this Gorgeous .86 Acre Quiet and Peaceful Lot that includes a New (2022) 30FT Boat Dock w/Lift Pilings in Place, Private Non-Deed Restricted Zoning, Features Include: Private Easement Access Road, Wooded Setting w/Live Oak Trees, Banyan Tree, Giant Bamboo, Old Florida Style Oasis Drainage Pond, Completed Soils Engineering Report, Serviced by Public Water and Sewer Utilities at Street, Peaceful Creek Frontage Setting, RSF-1 Zoning, Sarasota County Jurisdiction, Lot Size 100 X 351. Survey Complete w/Topo, Elevations and Trees Located. All the Trees have been Arborist Trimmed. Seller has a Full Set of British West Indies Style Building Plans w/Infinity Pool Available for Separate Purchase. Property is Ready to Go!

4407 S Shade Avenue, Sarasota
1780 Phillippi Shores Drive Unit F1-44, Sarasota
$169,000
Phillippi Harbor Club SubDv. ⋅ 34231 Zip Code
Welcome to the exciting waterfront lifestyle at Phillippi Harbor Club in Sarasota! This rarely available 1st Level T-top height rack measures 28Lx9.5Wx17.3H. Fits Boats Up To: 28’ L x 8.5’ W x 15.3’ H, the tallest 28ft rack in the facility. Imagine the convenience of having your boat ready to go whenever you are, thanks to the friendly and efficient staff. Hurricane-protected building ensures that your boat stays safe and secure, while you enjoy peace of mind. With reasonable monthly fees, you can enjoy all the perks of the PHC without breaking the bank. But that's not all! Phillippi Harbor Club also offers valet services, discounted fuel, wash stations, shower room, service racks, full detailing services, and private assigned lockers. The location on protected waters with no bridges to the Intracoastal Waterway means that your boating adventures are just moments away. Nestled on the picturesque Philippi Creek, PHC offers more than just a place to keep your boat; it's a community of passionate boaters. This boat rack facility is approximately 4 minutes to the Intracoastal Waterway and about 20 minutes to the Gulf of Mexico.

1780 Phillippi Shores Drive Unit F1-44, Sarasota

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