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4537 Chimney Creek Drive, Sarasota
$435,000
3 Beds ⋅ 2 Baths ⋅ Chimney Creek SubDv. ⋅ 34235 Zip Code
PRICE IMPROVEMENT!! Charming and spacious, this 3-bedroom, 2-bath home offers 2,112 square feet of comfortable living space in the desirable Chimney Creek community. The thoughtfully designed layout features both a formal living room and a welcoming family room, providing plenty of space for everyday living and entertaining. The open kitchen showcases beautiful quartz countertops, stainless steel appliances, and a seamless connection to the main living areas. A large laundry room adds convenience and functionality. Outside, enjoy an expansive 0.3-acre yard with a serene private preserve view—offering a peaceful backdrop and added privacy. Located in Chimney Creek, this home is tucked within a well-established neighborhood known for its quiet residential setting and convenient location, while still being close to shopping, dining, parks, schools, and the many amenities of the surrounding area. With its generous lot, peaceful views, and versatile interior spaces, this home offers a wonderful blend of comfort, privacy, and location.

4537 Chimney Creek Drive, Sarasota

1426 S Osprey Avenue, Sarasota
$2,999,000
4 Beds ⋅ 4 Baths ⋅ Matheneys Sub SubDv. ⋅ 34239 Zip Code
Welcome to an understated masterclass in coastal sophistication. Custom-built by renowned builder Jonas Yoder, this new construction residence offers over 3,000 square feet of impeccably crafted living space in one of Sarasota’s most desirable neighborhoods. From the instant you step toward the entrance—welcomed by the warm, flickering glow of a classic Bevolo gas lantern—it becomes clear that this home was curated for those who appreciate bespoke quality and timeless style. At the heart of the main floor lies a culinary haven engineered for both daily living and grand entertaining. The chef’s kitchen is outfitted with top-tier Thermador appliances, an integrated wine refrigerator, and a massive walk-in pantry equipped with custom built-in cabinetry. Adjoining the kitchen, the formal dining area is anchored by a striking sculptural light fixture, setting the stage for memorable dinner parties. Unwind in the generous great room, where a backlit feature wall with a unique fireplace serves as an eye-catching focal point. Sunlight pours into every corner, while expansive glass doors slide away to connect the interior with the outdoor oasis, mastering the seamless art of indoor-outdoor living. Positioned privately on the main level, the owner's suite is a light-drenched sanctuary designed for ultimate comfort. Framed by serene views of the backyard, this retreat features not one, but two expansive walk-in closets. The master bath resembles a high-end spa, beautifully appointed with classic finishes, double vanities, a deep soaking tub, and a spacious walk-in shower. Also on the first floor, a versatile fourth bedroom or dedicated office offers quiet flexibility for remote work or guests. Upstairs, two additional ensuite bedrooms with large closets provide private quarters for family or visitors, complemented by generous hallway storage. Step through the glass doors onto the covered porch, complete with automated screens that adjust for comfort and shade at the touch of a button. The backyard is a private resort designed for effortless outdoor living: take a dip in the sparkling pool, framed by a pristine, low-maintenance turf lawn illuminated by a low-voltage lighting system. A fully equipped outdoor kitchen boasting a gas grill, sink, and outdoor refrigerator promises endless evenings of effortless hosting under the stars. Location completes the story. Peacefully situated outside of high-risk flood zones, this property places you just steps from desirable Southside Village. Stroll to Morton’s Gourmet Market, explore boutique shopping, or sample approximately 17 nearby neighborhood restaurants. With vibrant downtown Sarasota and the quartz-sand beaches of Siesta and Lido Key only minutes away, this residence isn't just an incredible home it is a masterpiece of Sarasota living.

1426 S Osprey Avenue, Sarasota

170 Roosevelt Drive Unit 17, Sarasota
$325,000
1 Beds ⋅ 1 Baths ⋅ Pelican Gardens SubDv. ⋅ 34236 Zip Code
LIDO BEACH STUDIO EFFICIENCY — RENOVATED & IDEAL FOR PERSONAL USE OR INCOME Discover an excellent opportunity to own a completely renovated studio efficiency in one of Sarasota’s most desirable beachside locations. Located at 170 Roosevelt Drive, Unit 17, this charming property is just a short walk from beautiful Lido Beach, St. Armands Circle, and Ted Sperling Park, putting dining, shopping, recreation, and the beach lifestyle right outside your door. Completely renovated in 2025, the unit offers a fresh, updated space that is well suited for a personal beach getaway, investment property, or a combination of both. The property has been rented frequently since 2014, providing an established history of rental use. The listing agent is also the property manager and can provide prospective buyers with information regarding rental income and expenses. Whether you're looking for your own Sarasota retreat or an opportunity to generate rental income when you're not using it, this efficiently designed studio offers flexibility in a fantastic location. Enjoy easy access to the Gulf beaches, St. Armands Circle, parks, restaurants, shops, and everything that makes Sarasota's barrier-island lifestyle so appealing. A rare opportunity to own a renovated, low-maintenance beach-area studio in a highly sought-after location

170 Roosevelt Drive Unit 17, Sarasota

4625 Summerwind Drive Unit 13, Sarasota
$165,000
2 Beds ⋅ 2 Baths ⋅ Summer Wind SubDv. ⋅ 34234 Zip Code
Tucked at the back of the sought-after Summer Wind community, this 2-bedroom, 2-bath villa backs directly to North Water Tower Park — and a private gate right off the community leads straight into it. Morning coffee on the screened lanai comes with a view of green space instead of a neighbor's fence, and the park itself brings a playground, pavilion, picnic tables, disc golf, and walking trails within easy reach. Leashed pets are welcome throughout the park too. Inside, the villa has been freshly painted throughout and updated with new Luxury Vinyl Plank flooring laid in August 2026. The primary suite is where this home really sets itself apart: a striking stained-glass window connects the primary bath to the bedroom — a genuine piece of history salvaged from an old English barn and sourced at Renninger's Antiques and Collector's Extravaganza in Mount Dora. The primary bath continues the custom feel with a hand-set marble mosaic tile marble floor, and a concrete countertop crafted by Ben Nettles Concrete Design in Sarasota. The second bathroom has also been refreshed with a new vanity, toilet, light fixture, and accessories, along with custom Italian stone tile sourced locally in Sarasota. Major systems are in great shape, too — the roof was replaced in 2023, and the AC unit is approximately 6 years old. Location is a true highlight: Summer Wind sits just minutes from Ringling College of Art and Design, and the community pool offers a relaxing spot to unwind close to home. This one blends character, craftsmanship, and a rare direct connection to green space — worth seeing in person. Ringling students are current tenants and their lease ends at the end of May. The seller is charging a discounted amount of $1600 per month.

4625 Summerwind Drive Unit 13, Sarasota

1808 Fender Lane, Sarasota
$469,000
3 Beds ⋅ 3 Baths ⋅ Nautique/Waterside SubDv. ⋅ 34240 Zip Code
Welcome to one of the most desirable opportunities in all of Sarasota County. This beautifully upgraded 3-bedroom, 2.5-bathroom townhome is located in Nautique at Waterside, right in the heart of the award-winning, master-planned community of Lakewood Ranch. Built for comfort, style, and peace of mind, this home features all hurricane-impact windows and doors, an enclosed and fully screened-in lanai, and an attached two-car garage complete with epoxy-sealed flooring and paver driveway. Inside, the floor plan lives large with an open-concept great room, a full-size kitchen and 3 dining areas one at the L-shaped bar and another at the island and designated dining room. Upstairs, the primary suite is truly impressive, stretching 17 ft wide by 14 ft deep. You'll enjoy a spacious en-suite bathroom with walk-in shower and a custom built-in closet designed for maximum efficiency. Two additional guest bedrooms are located on the same floor with their own designated full-size bathroom featuring a tub. This home has been thoughtfully enhanced with approximately $20,000 in upgrades, including brand new luxury vinyl plank floors and 5 1/4” baseboards on the main level, new lighting fixtures and dimmers, modern ceiling fans, upgraded faucets, new kitchen sink and hardware throughout, soft close and pull out drawers, a gorgeous marble kitchen backsplash, a stylish great room wall decal and fresh paint, plus custom designer wallpaper behind the great room TV and bar. The laundry room also offers custom cabinetry, folding shelf and hanging rack for added convenience. If the home itself isn't enough, its location is unmatched. You're just a short walk to the community's resort-style amenities: pool, dog park, pickleball courts, playground, and the brand-new dock with a water taxi that takes you straight to Waterside Place. Speaking of Waterside Place you're only a 15-minute walk from some of the best restaurants and local experiences in the area, including Osteria 500, Kore, Good Liquid Brewing Company & Distillery, Deep Lagoon, Allswell and Agave Bandido. Enjoy coffee shops, a gourmet Italian market, retail, a beer and wine bar, and endless events every week. Waterside Place hosts the #1 farmers market in the United States every Sunday, Ranch Night on Wednesdays, and live music every Friday and Saturday plus seasonal festivals and celebrations. You're also just 5 minutes to Lakewood Ranch Main Street, 10 minutes to University Town Center (UTC) and the brand-new Mote Marine Aquarium, 25 minutes to Downtown Sarasota and 30 minutes to Lido Key and Siesta Key. This location is as good as it gets closer to Sarasota and its beaches than any other area within Lakewood Ranch. Reach out today to secure your showing!

1808 Fender Lane, Sarasota

839 42nd Street, Sarasota
$405,000
3 Beds ⋅ 1 Baths ⋅ Phillips Joseph H Sub SubDv. ⋅ 34234 Zip Code
PRICE IMPROVEMENT ALERT! Unlock incredible potential in the heart of Sapphire Shores with this solid concrete block home situated on an expansive 0.26-acre lot. Zoned RMF2 (Multi-Family), this property offers rare versatility for investors or owner-occupants looking to build "sweat equity" in one of Sarasota’s most desirable coastal enclaves. The 3-bedroom layout features easy-care tile flooring throughout, a one-car garage, and a dedicated laundry room. With a proven rental history of $2,100/month, the home serves as a reliable income generator or a functional canvas for a custom renovation. The oversized lot provides ample space for expansion or creating a private outdoor retreat, all within Flood Zone X and free from HOA restrictions. The 868 Heated Sq Ft does not include the one car garage and the additional laundry room attached to it. Roof 2008 and A/C 2015. Live in it. Improve it. Rent it. Or bring your vision. Clean, ready to show and full of possibilities.

839 42nd Street, Sarasota

3424 Old Oak Drive, Sarasota
$997,000
3 Beds ⋅ 2 Baths ⋅ Shoreland Woods SubDv. ⋅ 34239 Zip Code
A private garden retreat in one of Sarasota’s most coveted West of Trail locations.** Nestled among lush tropical gardens and mature landscaping, 3424 Old Oak Drive is a captivating Sarasota bungalow where privacy, character, and effortless coastal living come together. From the moment you arrive, the home unfolds through a collection of intimate, inviting spaces. A charming front patio beneath a mature, vine-covered pergola offers a welcoming setting for morning coffee or an evening glass of wine. Winding garden paths and established tropical foliage create the feeling of a secluded sanctuary. The outdoor living experience continues around the heated pool, surrounded by greenery for exceptional privacy. A hot-and-cold outdoor shower adds resort-style convenience—ideal after a relaxing afternoon poolside or a day at nearby Siesta Key Beach. Multiple outdoor gathering areas invite you to follow the sun, unwind in a quiet garden corner, or entertain beneath the Florida sky. Inside, the three-bedroom, two-bath residence is filled with warmth and personality. Vaulted ceilings enhance the sense of openness, while a wood-burning fireplace creates an unexpected and inviting focal point. French doors connect the interior living spaces to the gardens and pool, creating a seamless flow between indoor and outdoor living. The home’s distinctive character is matched by its exceptional West of Trail location. Just over the North Bridge from Siesta Key, you are minutes from its renowned beaches while remaining conveniently close to Southside Village, Sarasota Memorial Hospital, downtown Sarasota, dining, shopping, arts, and entertainment. 3424 Old Oak Drive offers something increasingly difficult to find: an established tropical setting, mature gardens, exceptional privacy, and authentic Sarasota charm. In a location that keeps the best of the city and coast within easy reach.

3424 Old Oak Drive, Sarasota

5178 Oakmont Place, Sarasota
$2,795,000
3 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
For the buyer who believes the best of Siesta Key is experienced by boat, 5178 Oakmont Place delivers an exceptional combination of deep-water canal frontage, estate-sized privacy, refined island living, and effortless access to Sarasota Bay. Set on more than half an acre along Siesta Key’s coveted Grand Canal, this tastefully updated custom residence pairs Caribbean-inspired architecture with 93 feet of waterfront, a private dock, and impressive 30,000-lb boat lift—creating a true luxury retreat for boating enthusiasts just minutes from the bay. A winding paver driveway introduces the private tropical setting, leading to a gracious residence by award-winning builder Lee Wetherington. Inside, high ceilings, substantial crown molding, elegant archways, tray ceilings, recessed lighting, and expansive windows create an airy sense of scale, while warm bamboo flooring brings natural sophistication throughout the primary living spaces. Designed for relaxed island living and entertaining, the open great room is anchored by a striking coral stone gas fireplace and framed by French doors connecting the interior to the expansive covered veranda. The updated kitchen features crisp white cabinetry, granite countertops, stainless steel appliances, breakfast-bar seating, generous storage, and an adjacent service bar, complemented by a separate dining area for effortless entertaining. The spacious primary suite overlooks the tropical grounds, pool, and waterway and features a tray ceiling, two walk-in closets, dual vanities, large shower, and jetted soaking tub. A desirable split-bedroom floor plan provides two additional bedroom suites, while a large private office offers flexibility for working from home, a media room, or additional lounge space. Outdoor living is a defining feature of this Siesta Key waterfront home. The wide covered veranda provides generous spaces for dining and lounging while overlooking the private swimming pool and lush tropical landscape. Beyond the pool, a pathway leads directly to the Grand Canal and an outstanding boating setup featuring approximately 93 feet of deep-water frontage, a large dock, and 30,000-lb boat lift. Cruise to Sarasota Bay, waterfront dining, or Gulf waters before returning home to enjoy sunset along the canal. Built with quality and longevity in mind, the residence was constructed above base flood elevation and includes hurricane shutters, UV window film, foil roof insulation, floored attic storage, central vacuum, and construction to Miami-Dade standards. An oversized three-car garage offers excellent space for vehicles, bikes, kayaks, paddleboards, fishing equipment, and additional storage. Despite its private, estate-like setting, the home is ideally positioned near Siesta Village, world-famous Siesta Key beaches, boating, dining, and island attractions, with downtown Sarasota approximately 15 minutes away by car. For the luxury buyer seeking a Siesta Key waterfront pool home with deep-water boating access, substantial boat lift, oversized private lot, and proximity to Sarasota Bay, 5178 Oakmont Place offers an extraordinary opportunity to embrace the coastal Florida lifestyle

5178 Oakmont Place, Sarasota

4626 Ringwood Meadow Unit 25, Sarasota
$169,000
2 Beds ⋅ 2 Baths ⋅ The Meadows SubDv. ⋅ 34235 Zip Code
Pinebrook Hollow is tucked away in the "heart" of the Meadows Community. 4626 is a first floor 2 bedroom 2 bath unit (The Pinebrook Hollow design has accordion wall that pulls across to make 2nd bedroom). Some owners have removed accordion wall and enclosed permanently, or put in french doors to complete an office area for easy access and no stairs. The community pool is set within greenbelt courtyard with very easy access from screened lanai. Large living room and tiled lanai. Private master bedroom with newer shower. Guest bath has been remodeled as well. Tile floors in kitchen and entry. New kitchen cabinets with granite counters new cabinets, remodeled ceiling. Newer White Frigidaire appliances. New closet doors, and shutters in master bedroom. Impact sliders and windows installed. This property would make a great Seasonal retreat, private residence or rental income producing property. Its always a "Great day in the Meadows" Benderson Park, UTC, multiple restaurants, Downtown Sarasota and the beaches are all very close and easy to get to.

4626 Ringwood Meadow Unit 25, Sarasota

1001 Point Of Rocks Road Unit 310, Sarasota
$798,000
1 Beds ⋅ 1 Baths ⋅ Siesta Sands Resort (Timeshare) SubDv. ⋅ 34242 Zip Code
The ONLY one-bedroom residence in the entire building! Investors, take notice: maximize your cap rate with this high-performing, consistently booked beachfront rental at Siesta Sands! With a strong rental history, future reservations already on the books, and the flexibility of 3-day minimum rentals, Unit 310 presents a rare opportunity to own an income-producing property directly on world-famous Siesta Key Beach. Located on the third floor, this fully furnished, turnkey residence features a private balcony with sweeping Gulf views, refreshing tropical breezes, and spectacular sunsets year-round. Whether you’re looking for a profitable investment, a personal beachfront escape, or the best of both worlds, this unique one-bedroom condominium delivers. Siesta Sands is an intimate, gated beachfront community with just 31 residences and an impressive collection of resort-style amenities. Owners and guests enjoy exclusive access to the powdery white sands of Crescent Beach, complimentary beach lounge chairs and umbrellas, two heated pools, community Wi-Fi, a poolside gazebo, gas grills, an exercise room, and the tranquil Bamboo Lounge. The shops, restaurants, and entertainment of Siesta Key’s South Village are just steps away. An established on-site rental office makes ownership effortless, handling rentals while you’re away and allowing you to enjoy the property whenever you choose, subject to existing reservations. With only one one-bedroom unit in the building, a proven rental history, and future bookings already secured, Unit 310 offers a compelling opportunity for investors seeking strong rental income in one of Florida’s most desirable beachfront destinations.

1001 Point Of Rocks Road Unit 310, Sarasota

5031 Brandeis Circle S, Sarasota
$409,000
3 Beds ⋅ 2 Baths ⋅ University Pines SubDv. ⋅ 34243 Zip Code
Welcome to 5031 Brandeis Circle S, a well-maintained 3-bedroom, 2-bath home offering 1,556 square feet of comfortable Florida living in the desirable University Pines area of Sarasota. From the moment you arrive, you'll appreciate the home's inviting curb appeal, paver driveway and bright, open interior. Inside, the spacious floor plan offers plenty of room for both everyday living and entertaining. The kitchen features white cabinetry, granite countertops, generous workspace and a convenient breakfast bar that opens to the dining and living areas. Tile flooring throughout the main living spaces provides easy maintenance, while abundant natural light gives the home a bright and welcoming feel. The primary suite offers comfortable space, an en-suite bath and plenty of privacy, while two additional bedrooms provide flexibility for family, guests or a home office. Step outside to the screened lanai—an ideal spot for morning coffee, evening relaxation or enjoying Florida's year-round outdoor lifestyle. The generously sized backyard offers plenty of room to entertain, garden or create your own outdoor retreat. Additional highlights include an attached two-car garage and a convenient Sarasota location with easy access to University Parkway, shopping, dining, entertainment, UTC, SRQ International Airport and the area's renowned Gulf Coast beaches. Whether you're looking for a full-time residence, seasonal Florida getaway or investment opportunity, 5031 Brandeis Circle S offers space, location and versatility. Schedule your private showing today!

5031 Brandeis Circle S, Sarasota

1141 W Peppertree Drive Unit 1141, Sarasota
$669,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Discover effortless Siesta Key living in this beautifully updated and fully furnished 2-bedroom, 2-bath condo in the highly desirable Peppertree Bay community. Located on the Gulf side and just steps from the tennis and pickleball courts, heated pool, and private beach access, this second-floor residence offers a peaceful setting with scenic pond views. The interior has been thoughtfully updated with a renovated kitchen and bathrooms, crown molding, fresh paint, new impact windows on lanai and new flooring throughout. The spacious primary suite easily accommodates a king-size bed and features a generous walk-in closet. Additional conveniences include a full-size washer and dryer, tankless water heater, dedicated parking space, and a private storage unit located just outside the front door. Offered fully furnished and truly move-in ready, this condo makes it easy to begin enjoying the Siesta Key lifestyle from day one. Peppertree Bay offers an exceptional Gulf-to-Bay lifestyle with private beach access, a fishing pier, tennis and pickleball courts, two heated pools, two clubhouses, BBQ areas, beach chairs, car wash stations, on-site management, and a rental program. The fitness center and clubhouses are currently being renovated, adding even more to this amenity-rich community. This beautifully maintained residence is an excellent opportunity for a full-time home, seasonal retreat, or Siesta Key getaway. Just bring your suitcase and start enjoying island life!

1141 W Peppertree Drive Unit 1141, Sarasota

5721 Sweet Leaf Way, Sarasota
$995,000
4 Beds ⋅ 3 Baths ⋅ Hammock Preserve On Palmer Ranch SubDv. ⋅ 34238 Zip Code
Virtually Staged. Nestled in one of Palmer Ranch's finest gated communities. This Pulte innovative Summerwood floorplan has high ceilings and 8 foot doors. 4 bedrooms, 3 Baths. Spacious great room. Separate den/office. A wonderful chefs kitchen with 5 burner gas top range and stainless range hood. White solid wood cabinets are accented by quartz counters, stainless appliances, and pendant lighting. Large primary suite downstairs, with soaking tub, double sinks with quartz counters, white cabinets, walk in shower and large walk in closet. Two additional bedrooms and full bath. The large laundry room has extra storage under staircase. Upstairs you will find the huge loft and 4th bedroom, and full bath. Perfect for media room, playroom or exercise room. Step outside to a private setting overlooking sparkling heated, salt water pool. A great area to enjoy friends and family gatherings while preparing your favorite meals with your built in outdoor kitchen. Hammock Preserve is a gated maintenance free community. Amenities include: tennis, pickle ball, bocce ball, tropical community pool, tiki bar, fitness center, club house, dog park. This is a prime location minutes to the Legacy Trail, Costco, New Mall, Trader Joes, Whole Foods, fine dining, and World class beaches.

5721 Sweet Leaf Way, Sarasota

6085 Clubside Drive, Sarasota
$299,900
2 Beds ⋅ 2 Baths ⋅ Clubside At Palm-Aire SubDv. ⋅ 34243 Zip Code
Virtually Staged. "GOLF-COURSE VILLA UNDER $300K! Welcome to 6085 Clubside Drive, a beautifully updated 2-bedroom, 2-bath villa set directly along the fairway at Palm Aire, offering expansive golf-course views, soaring vaulted ceilings and an exceptionally spacious, light-filled floor plan. One of the standout features of this home is the fully opened-up kitchen, thoughtfully redesigned from the more traditional enclosed layout found in many villas in the community. The result is a bright, connected space that flows seamlessly into the dining and living areas—perfect for entertaining and everyday living. The updated kitchen features generous cabinetry, ample counter space, stainless-steel appliances and peninsula seating. The main living and dining area feels remarkably open and airy, with dramatic vaulted ceilings and abundant natural light. Just beyond, the sunroom overlooks the fairway and provides an additional flexible living space—the perfect spot for morning coffee, reading or simply enjoying the peaceful green setting. The spacious primary suite continues the light and relaxed feel of the home, with beautiful views, generous storage and a renovated private bath. A comfortable second bedroom and updated guest bath provide plenty of space for visitors, a home office or additional living needs. An oversized garage offers valuable storage and added functionality rarely found in condo-style living. Enjoy a low-maintenance Florida lifestyle with access to the community pool and amenities in the established Palm Aire community. Palm Aire Golf & Country Club membership is completely OPTIONAL—there is no required golf or country-club membership associated with the HOA. Golf enthusiasts can choose to join, while homeowners can still enjoy the beautiful fairway setting without mandatory club dues. Conveniently located near shopping, dining, University Town Center, Lakewood Ranch, Sarasota-Bradenton International Airport and everything the Sarasota area has to offer. With its fairway location, fully opened-up kitchen, renovated baths, vaulted ceilings, expansive living spaces, oversized garage and price under $300,000, 6085 Clubside offers an exceptional opportunity to enjoy the Sarasota lifestyle. Schedule your private showing today.

6085 Clubside Drive, Sarasota

387 S Shore Drive, Sarasota
$7,595,000
4 Beds ⋅ 4 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
SRQ Builders completed this Sapphire Shores waterfront estate in 2022. It has 117 feet of frontage on a protected yacht basin with views of Sarasota Bay. On 0.52 acres, the residence has four bedrooms, three full baths and one half bath in 5,592 square feet of air-conditioned living space, with 9,065 square feet under roof. The main floor holds all four bedrooms, three of them en-suite, along with the half bath. The lower level adds a game room, a second living area and flex space, and a private elevator serves both levels. Ceilings reach 18 feet over a stone feature wall with a 60-inch fireplace. The kitchen has two curved granite waterfall islands, a full Thermador package and a walk-in pantry. The primary suite looks out on the bay and has a 70-inch soaking tub and California Closets. Outside are two covered lanais, two outdoor kitchens, a tiki hut, a fire pit and a gas-heated pool and spa with a sun shelf and swim-up bar. The gated Trex dock has a 13,000-pound boat lift and a 10,000-pound personal watercraft lift. The home also has impact windows, smart-home technology, three air-conditioning systems and five garage spaces. Downtown Sarasota, The Ringling and St. Armands Circle are a short drive away.

387 S Shore Drive, Sarasota

2874 Davis Boulevard, Sarasota
$530,000
3 Beds ⋅ 2 Baths ⋅ Patricia Manor SubDv. ⋅ 34237 Zip Code
Reimagined from top to bottom under a fully permitted renovation, completed in 2021- This move-in-ready home blends modern updates with an unbeatable location on a quiet dead-end street. The open-concept layout is anchored by a kitchen featuring custom cabinetry, a large island and granite countertops, with a full suite of Samsung stainless steel appliances. Two sliding doors provide access to a fully screened lanai where you can relax, overlooking a fenced yard that opens onto a wide green corridor along the west side-offering exceptional sunset views and privacy. Both the primary en suite and guest bathrooms feature custom vanities with quartz tops. Big-ticket items are completely done: hurricane impact window and doors throughout, full interior re-pipe, upgraded electrical panel, luxury vinyl flooring throughout, 2019 Roof, 2018 HVAC, and 2021 water heater make this property a real standout with a rare combination of upgrades and updates. The renovation included full interior and exterior paint, all-new doors and sliders, new garage door and opener with a battery back-up. Smart-homes features include a smart thermostat, video doorbell and keyless entry controlled with a hub or smartphone. Ideally located just minutes from downtown Sarasota, the Bayfront, and world-famous Siesta Key beaches. With strong rental and resale fundamentals in a fast-appreciating ZIP, this turnkey home is ready for its next owner. Schedule your showing today!

2874 Davis Boulevard, Sarasota

4925 Remington Drive, Sarasota
$584,900
3 Beds ⋅ 4 Baths ⋅ Sapphire Heights SubDv. ⋅ 34234 Zip Code
Welcome to this beautifully designed 3-bedroom, 3.5-bath home in the desirable West of the Trail/Museum Area neighborhood, where an open-concept layout and thoughtful updates create a comfortable and inviting living experience. The split-bedroom floor plan offers two spacious en-suite bedrooms, while a third bedroom provides flexibility for guests, an office, or additional living space. The heart of the home is the open kitchen and great room, where the kitchen overlooks a spacious living and dining area. Recessed lighting, crown molding, and long sightlines to the fenced backyard enhance the sense of space and connection throughout the main living areas. A large paver patio just off the dining area provides an ideal setting for outdoor dining and entertaining. A solid and colorful front yard canopy protects ones vehicle from the sun, while the 10 year old roof, and well and consistently maintained 8 year old AC keeps all safe and comfortable inside. The kitchen features a stainless-steel appliance package, crisp cabinetry, marble countertops, a convenient marble breakfast bar, and updated fixtures. A unique dry bar with a wine refrigerator adds an elegant touch and makes entertaining effortless. Additional features include fashionable plank-style tile flooring throughout and a convenient interior laundry closet. Ideally situated in a desirable area west of the Trail and above the flood zone, this home offers an exceptional Sarasota lifestyle. Enjoy easy access to Sunset Park and Bayfront Park, where you can take in beautiful evening sunsets over Sarasota Bay. Downtown Sarasota is just two miles away, placing you close to the city's renowned cultural, dining, shopping, and entertainment destinations. The home is also conveniently located near some of Sarasota's most significant cultural and educational institutions, including the John and Mable Ringling Museum of Art, Asolo Repertory Theatre, Sarasota Ballet, Florida Studio Theatre, University of South Florida Sarasota-Manatee, and Ringling College of Art and Design. The University Parkway corridor is also nearby, providing convenient access to Sarasota-Bradenton International Airport and the UTC shopping and entertainment district. Offering an appealing combination of location, space, functionality, and lifestyle, this home is an excellent opportunity to enjoy all that IS Sarasota. Having the home come furnished is negotiable.

4925 Remington Drive, Sarasota

2048 5th Street, Sarasota
$324,900
2 Beds ⋅ 1 Baths ⋅ Park East Mhp Tpp SubDv. ⋅ 34237 Zip Code
Sweet Downtown Sarasota Cottage with Timeless Southern Charm - Charming, inviting, and full of character, this delightful 2-bedroom, 1-bath cottage captures the essence of old-Florida living in the heart of Downtown Sarasota. Framed by a classic picket fence and welcoming front porch, this is the kind of home that immediately feels special. Picture yourself relaxing with a glass of sweet tea on the porch, enjoying the easy pace of cottage living, then strolling to some of Sarasota’s wonderful restaurants, shops, galleries, and cultural destinations just beyond your doorstep. Inside, timeless details and thoughtful improvements create a warm and comfortable atmosphere. Beautiful hardwood floors grace the main living spaces, while built-in kitchen features add the character and charm that are increasingly hard to find in today’s homes. With 8-foot ceilings and an inviting layout, the home offers an appealing blend of vintage personality and everyday functionality. Numerous updates provide peace of mind, including new windows (2021), new refrigerator (2019), new washer and dryer (2019), new ceiling fans (2019), added insulation (2019), and new vinyl fencing (2019), roof is few years old and electric totally updated. Whether you’re searching for a charming primary residence, a Sarasota getaway, or an income-producing property, this cottage offers exceptional versatility. Located within Sarasota’s Downtown Neighborhood (DTN) district, the property is surrounded by the energy and convenience of downtown while retaining the intimate feel of a true neighborhood. There is no HOA and no CDD fee, and the property is located in the X flood zone, meaning flood insurance is not required by the lender based on the information provided. Enjoy downtown dining, shopping, art, entertainment, and cultural attractions virtually at your doorstep, with convenient access to bus routes and the beautiful Gulf beaches.

2048 5th Street, Sarasota

2212 Vinson Avenue, Sarasota
$309,900
2 Beds ⋅ 1 Baths ⋅ Sarasota Springs SubDv. ⋅ 34232 Zip Code
Charming Updated Bungalow in the Heart of Sarasota – 2212 Vinson Ave Move right into this beautifully renovated 2-bedroom, 1-bathroom home in a convenient Sarasota location. Wall-to-wall plank tile flooring flows throughout, giving the interior a clean, contemporary feel that's both stylish and low-maintenance. The open living area connects seamlessly to the kitchen and also offers a den with access to the back yard, making everyday living and entertaining a breeze. The fully renovated bathroom features updated fixtures and finishes, while both bedrooms offer generous closet space and abundant natural light. Outside, the fenced yard on a spacious 0.18-acre lot provides plenty of room to relax, garden, or entertain under the Florida sun, complemented by a 1-car garage for parking or storage. Families will love the location — Brentwood Elementary School sits right on the same street, making it an easy walk from home. This home is also just minutes from shopping, dining, and everyday conveniences, with easy access to downtown Sarasota, local parks, and the Gulf Coast's world-famous beaches. Whether you're a first-time buyer, downsizer, or investor, this move-in-ready gem checks all the boxes. Schedule your showing today — homes like this in this location don't last long!

2212 Vinson Avenue, Sarasota

3217 Sandleheath Unit 45, Sarasota
$349,990
2 Beds ⋅ 2 Baths ⋅ Sandleheath SubDv. ⋅ 34235 Zip Code
Whether you are seeking a carefree Florida retreat or a full-time resort lifestyle, this charming villa in Sandleheath delivers. Nestled within The Meadows Golf and Country Club community (membership optional), the home sits amid lush landscaping and offers peaceful surroundings with convenient access to everyday conveniences and recreation. The open floor plan features soaring vaulted/cathedral ceilings that create a bright, spacious feel. The updated kitchen includes a serving bar that opens to the dining and living areas, ideal for easy entertaining. The extended living space features hurricane impact-rated doors that provide easy access to the community pool. The primary suite offers an updated master bath, while a second bedroom and full bath provide additional comfortable living. A one-car garage completes the practical layout. Residents of The Meadows enjoy 14 miles of biking and hiking trails, a clubhouse with social activities, fitness center, junior Olympic pool, pickleball courts, dining options, three pay-to-play 18-hole golf courses, and a tennis complex with Har-Tru courts. Community fees typically cover ground maintenance, exterior, roof, cable, and the community pool. The location places you near Nathan Benderson Park, University Town Center shopping and dining, Mote Marine Aquarium, award-winning beaches, and a short drive to downtown Sarasota’s arts and culture scene, with easy I-75 access. This move-in-ready villa is ready for its next chapter. Be sure to view the virtual tour featuring a 3D walkthrough and aerial tour. Schedule your private showing today.

3217 Sandleheath Unit 45, Sarasota

295 Londonderry Drive, Sarasota
$525,000
3 Beds ⋅ 3 Baths ⋅ Tatum Ridge SubDv. ⋅ 34240 Zip Code
Welcome to this spacious 3 bedroom PLUS an office, 3 bathroom home offering nearly 2,400 square feet of interior living space and a 3 car garage in the gated community of Tatum Ridge. Built by Centex Homes, this beautifully maintained neighborhood features mature landscaping, scenic lakes, sidewalks, and abundant greenspace throughout. Step inside the foyer, where vinyl plank flooring flows into the dining and living areas, highlighted by high ceilings and ample natural light. The kitchen features espresso cabinetry, granite countertops, stainless steel appliances, and a breakfast nook overlooking the lanai. The oversized owner’s suite offers tray ceilings, plush carpeting, private lanai access, and a large walk-in closet with a custom organization system. The ensuite bathroom includes dual sinks set in a granite-topped vanity, a soaking tub, and a separate glass-enclosed shower. Two additional generously sized bedrooms and two full bathrooms provide plenty of space and privacy. An indoor laundry room provides added convenience. Step through the sliding glass doors to the screened-in lanai and spacious backyard, where there is plenty of room to add a pool and the permitting process has already been started. Additional features include a 2018 roof, 2025 generator, 2025 water heater, whole-house water filtration system installed in 2026, and newer refrigerator and dishwasher. Residents enjoy a maintenance-free lifestyle with landscaping, irrigation, and exterior pest control included in the HOA fee, plus no CDD fees. Located less than 4 miles from Waterside Place and just seconds from Fruitville Road, this home offers easy access to I-75, downtown Sarasota, UTC, SRQ Airport, grocery stores, restaurants, fitness centers, and the area’s renowned Gulf beaches. Schedule your showing today!

295 Londonderry Drive, Sarasota

1703 N Tamiami Trail Unit 210, Sarasota
$374,999
1 Beds ⋅ 2 Baths ⋅ The Strand Of Sarasota SubDv. ⋅ 34234 Zip Code
Established short-term rental performance, excellent guest reviews, and the option to retain current management make Unit B210 at The Strand of Sarasota a compelling opportunity for investors seeking documented rental history in a desirable waterfront community. From 2023 through 2026 YTD, the property has generated more than $174,000 in platform payouts under current management, including approximately $40,000 in 2023, $55,000 in 2024, $41,000 in 2025, and $38,000 in 2026 YTD. The unit has earned Guest Favorite recognition on short-term rental platforms, with an outstanding average guest rating of 4.95 out of 5 stars. This established performance and guest feedback provide valuable insight into its appeal to Sarasota visitors and vacation renters. Buyers may retain current management for continuity in rental operations. Rental history, ratings, and payout figures are provided for informational purposes only; past performance does not guarantee future rental income or results. B210 enjoys a desirable and more private setting overlooking beautifully maintained gardens, with views of the resort-style pool, fitness center, and spa. Its location offers convenient enjoyment of the amenities without the heavier foot traffic often associated with residences directly facing the main amenity areas. Inside, this well-maintained condo features a comfortable and inviting layout ideal for vacation stays, a seasonal Sarasota retreat, or a full-time residence. Buyers have the flexibility to pursue rental use, personal enjoyment, or a combination of both. The Strand sits along Whitaker Bayou, which connects to Sarasota Bay and onward to the Gulf. This waterfront setting allows residents and guests to enjoy kayaking and the coastal lifestyle right from home. Owners residing at The Strand may also purchase boat docks as they become available for sale from other owners. Resort-style amenities enhance the community's appeal to residents and vacation renters alike. Enjoy the pool and spa, fitness center, onsite dog park and dog run, fire pit and outdoor gathering areas, BBQ grills, beautifully maintained grounds, and a kayak launch providing convenient access to Whitaker Bayou. These amenities complement Florida's year-round outdoor lifestyle. The Strand places owners and guests just minutes from Downtown Sarasota and the Rosemary District, with convenient access to St. Armands Circle, Sarasota-Bradenton International Airport, shopping, dining, entertainment, cultural attractions, and popular Gulf Coast beaches. Enjoy easy access to Lido Key, Siesta Key, Longboat Key, Sarasota Bay, and the attractions that make Sarasota a desirable coastal destination. For investors, B210 combines documented rental performance, strong guest satisfaction, resort-style amenities, privacy, and a prime Sarasota location. For buyers seeking a seasonal getaway or full-time residence, it offers waterfront living with an established rental history and added flexibility. Garden and pool views, reduced foot traffic, a waterfront community, onsite dog park, kayak launch, resort-style amenities, a 4.95/5 guest rating, Guest Favorite recognition, and more than $174,000 in historical platform payouts come together in one exceptional property. Schedule your private showing to explore B210's investment potential and experience The Strand lifestyle.

1703 N Tamiami Trail Unit 210, Sarasota

1685 6th Street, Sarasota
$1,595,000
5 Beds ⋅ 5 Baths ⋅ Gillespie Park Sub SubDv. ⋅ 34236 Zip Code
LOCATION, LOCATION, LOCATION! If you are seeking a premier home which is steps from the dining, culture, boutiques, and waterfront recreation of Downtown Sarasota/Main St, The Bay Park, the Rosemary District, Five Points Park, and Gillespie Park, this is the one! This beautifully renovated, Key West–inspired 5-bedroom, 2938 sf pool home welcomes you with a magnificent oak tree and gorgeous tropical landscaping. Inside, the chef-owner’s kitchen is a culinary dream complete with a professional Forno gas range, custom soft-close cabinetry, and sleek quartz countertops. High-end finishes elevate the open living areas, including rich hardwood floors, an electric fireplace, and a custom temperature-controlled wine room. A flexible downstairs bonus area with a half bath and closet can easily convert to a luxurious primary suite/5th bedroom. A 600 sf guest apartment, The Pineapple Loft, is consistently ranked 5 stars on Airbnb and features a vaulted ceiling, full kitchen, induction cooking, laundry, and a private balcony— fully qualifying for high-demand weekly rentals! The exterior features a screened courtyard lanai and a heated pool with a waterfall, while the local 10-acre park provides tennis, pickleball, walking trails, and a lively neighborhood scene. Don't miss this perfect blend of historic character, modern luxury, and ultimate flexibility in an incredible location.

1685 6th Street, Sarasota

2839 Olympic Street, Sarasota
$379,900
3 Beds ⋅ 2 Baths ⋅ Sarasota-Venice Co Sub SubDv. ⋅ 34231 Zip Code
Beautiful!! Completely rehabbed with nice finishes throughout,New Ac and much more , this move-in-ready home offers modern updates, quality craftsmanship, and a bright, welcoming interior. Ideally located near top Sarasota schools, shopping, and dining, and just minutes from Siesta Key Beach, this property delivers both comfort and convenience in one of Sarasota’s most desirable areas. The neighborhood features new construction homes selling at significantly higher prices, making this an exceptional value. Enjoy a spacious, fully fenced patio—including the front yard—for absolute privacy, with plenty of room for an RV, multiple vehicles, or a boat. Schedule your showing today and explore the possibilities for yourself.

2839 Olympic Street, Sarasota

3305 Joe Louis Drive, Sarasota
$240,000
2 Beds ⋅ 2 Baths ⋅ Newtown Estates SubDv. ⋅ 34234 Zip Code
This 2-bedroom, 1.5-bath home located in Newtown Estates. Offering a comfortable and functional layout, this home features a combination of vinyl and ceramic tile flooring throughout, along with an updated kitchen that provides a fresh, inviting space for everyday living. The property sits on a nicely sized lot with a large backyard offering plenty of room for outdoor entertaining, pets, gardening, or simply enjoying the Florida sunshine. Conveniently located near shopping, dining, schools, Downtown Sarasota, and area amenities, this home presents an excellent opportunity for a first-time homebuyer looking to make homeownership a reality or an investor searching for a solid addition to their rental portfolio. Affordable, updated, and centrally located.

3305 Joe Louis Drive, Sarasota

7767 Alister Mackenzie Drive, Sarasota
$1,588,000
4 Beds ⋅ 4 Baths ⋅ Laurel Oak Estates SubDv. ⋅ 34240 Zip Code
**SPACE TO LIVE. ROOM TO ENTERTAIN. A PRIVATE GOLF-COURSE LIFESTYLE.** There are homes that are beautiful—and then there are homes that make you immediately imagine the people you'll invite over. Set along the 11th tee of Laurel Oak's Jones Course, this **3,903-square-foot, one-story residence on more than 2/3 of an acre** was designed for exactly that kind of living. Whether you're raising a family and need room to spread out, or you're ready for a home where friends and family can gather with ease, this is a house that gives everyone space without ever feeling disconnected. Inside, soaring ceilings, 8-foot doors, clerestory windows, wood floors, and light-filled living spaces create an elegant but welcoming atmosphere. The open layout flows naturally from the kitchen and breakfast nook into the main living areas, while three additional bedrooms offer privacy. The spacious primary suite is its own retreat, with walk-in closets, plantation shutters, automated blackout shades, and a spa-inspired bath with soaking tub and bidet. And then there's the entertaining. A **central wet bar sits at the heart of the home, ready for everything from a casual evening with friends to a full dinner party. Built-in speakers, a wood-burning fireplace, generous bar seating, and multiple gathering spaces make entertaining feel effortless rather than formal. The kitchen is equally well equipped, with quartz countertops, a breakfast nook overlooking the pool, a convenient in-kitchen pantry with slide-outs, and a large walk-in pantry/appliance garage that can handle everything from everyday storage to your next Costco run. Beyond the glass, the Florida lifestyle takes over. * The expansive screened lanai overlooks the golf course and opens to a HEATED SALTWATER POOL AND SPA, shaded entertaining area, outdoor grilling space, retractable awning, and color-changing LED lighting.** There's room to dine, lounge, swim, or simply enjoy a quiet morning overlooking the fairway. A fenced side yard for furry friends or gardening and a backyard citrus cocktail tree add the finishing touches. For the golf enthusiast, the setting is hard to beat. For everyone else, it provides something equally valuable: **space, long views, and a beautiful gated community. The home also delivers the kind of behind-the-scenes features that make a property at this level easier to own. **Impact windows, new impact garage doors, hurricane curtains enclosing the lanai, solar panels, and a Tesla Powerwall** provide added protection and energy flexibility. The oversized 3-car garage features epoxy floors, an EV charger hookup, insulation, and its own freestanding A/C—ideal for vehicles, recreational equipment, or even a private golf simulator. All of this is set within **Laurel Oak Estates**, an established, guard-gated community known for mature landscaping, natural preserves, golf-cart-friendly streets, wide sidewalks and a welcoming neighborhood atmosphere. Residents have the option to join the private club—but **club membership is not required to live here.** With **NO CDD**, guarded entry, patrolled security, and access to Sarasota-area schools, 7767 Alister Mackenzie Drive offers an exceptional balance of privacy, space, recreation, and everyday livability. **If you've been searching for a Sarasota home where you can spread out, entertain beautifully, enjoy the golf-course setting, and make the most of every season of life, this one deserves to be seen in person.**

7767 Alister Mackenzie Drive, Sarasota

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