Sarasota FL Homes with Pool For Sale

Homes with Pool For Sale In Sarasota FL

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Homes with Pool for Sale in Sarasota FL

$1,500,000
2 Beds ⋅ 2 Baths ⋅ Island House SubDv. ⋅ 34242 Zip Code
Best beachfront value on Siesta Key!!! This second-floor condo features two bedrooms and two bathrooms, including a primary ensuite with a king-size bed and a guest bedroom. The interior offers a spacious living area, a formal dining space, and a fully equipped kitchen with granite countertops. Residents and guests can enjoy spectacular views of the Gulf of Mexico and sunsets from the private lanai. The property has recently benefited from refreshed landscaping and updated outdoor furniture. On-site amenities include a year-round heated pool, private beach access with cabanas and lounge chairs provided. A beachfront courtyard with shuffleboard, cornhole, gas grills and shaded seating are ideal for relaxation while watching sunsets. The recreation room offers air hockey, ping pong and more. Located in Island House, well known to be the top rental income producer, this unit is not only a beautiful 2nd home or vacation destination but also a highly valuable, appreciating assest/investment property. While the 2024 and 2025 seasons were impacted by hurricanes resulting in an average rental income of $80,000 a year over the last several years, these units are capable of well over $100,000. With exceptional water views and professional on-site management, this property represents a marriage of functionality, income and beauty.

6146 Midnight Pass Road Unit 12S, Sarasota
$1,500,000
2 Beds ⋅ 2 Baths ⋅ Key Tower South SubDv. ⋅ 34236 Zip Code
Forever yours the unobstructed views of Sarasota Bay, Ringling Bridge and the Skyline of the City of Sarasota. Sip your morning beverage while watching the boats go by or dinner and the evening lights of the City. Beyond $200,000 has been invested to create this thoughtfully redesigned condo in floor to ceiling renovations to create this masterpiece with custom recessed lighting, porcelain flooring throughout, waterfall effect of quartz counters, contemporary sleek cabinetry designed kitchen, European spa-inspired Bathrooms designs and plumbed for your personal washer/dryer. Enjoy 2035 square feet of contemporary luxury in this light-filled 2-bedroom, 2-bath condominium with a versatile flex room currently used as a bedroom at Key Tower South directly on the soft quartz sands of the Gulf of Mexico on Lido Key. Expansive impact windows frame daily sightings of dolphins, seabirds, and shimmering water. Spa-inspired bathrooms feature premium fixtures. The open-concept floor plan offers excellent flow for entertaining or relaxed everyday living, enhanced by abundant storage and a flexible den ideal for a home office, 3rd bedroom or guest space. The building has recently undergone updates to its common areas, adding a fresh, modern aesthetic that complements the residence. Residents enjoy true beachfront living on Lido Key with immediate access to white sandy beaches and scenic waterfront walks. Just minutes away, St. Armands Circle offers world-class dining, boutique shopping, and vibrant coastal culture. This is a rare opportunity to own a luxury waterfront condo in Sarasota, perfectly positioned for both full-time living and seasonal enjoyment. Furnishings included with a few personal exceptions. Washer / Dryer hookup in the hall closet is ready for use.

1750 Benjamin Franklin Drive Unit 9F, Sarasota
$1,500,000
4 Beds ⋅ 3 Baths ⋅ Fox Creek Acres SubDv. ⋅ 34240 Zip Code
Welcome to a private 5 acre luxury estate, a rare multi residence retreat in the heart of Sarasota. Tucked behind a picturesque canopy of mature oaks and white ranch fencing, this exceptional property offers unmatched space, serenity, and versatility, featuring a beautifully maintained main residence, a fully equipped two story barn home with both upstairs and downstairs living accommodations, a sparkling saltwater pool, and acres of cleared usable land. The main home offers 3 bedrooms plus a large game room with a full closet that can serve as a fourth bedroom, office, or flex space depending on the buyer’s needs, along with multiple living areas and wide open spaces filled with natural light and peaceful views of the pool and surrounding acreage. Meaningful updates include appliances replaced in 2024, a whole house water softener system in 2024 including the apartment, septic pumped in 2024 with a new leech bed installed for both the home and apartment, a saltwater pool pump replaced in 2024, AC replaced in 2020, water heater replaced in 2019, and a durable metal roof from 2008. The expansive kitchen opens to the pool and living areas, complemented by a beautiful stone fireplace and a large bonus room perfect for a billiards room, playroom, gym, or hobby space. Outdoor living shines with a fenced saltwater pool and paver deck, ideal for sunny afternoons and relaxed evenings under the mature oak trees. The two story barn home is divided into two separate units, offering incredible flexibility for multigenerational living or rental income. The upstairs unit features 2 bedrooms and 1 and a half bathrooms, along with 2015 appliances and a private screened balcony overlooking the property. The downstairs unit includes 1 bedroom and 1 bathroom, updated flooring, granite counters, a 2020 stove and dishwasher, and a 2022 refrigerator. The barn also features a metal roof from 2006 and benefits from the recent septic upgrades. The full 5 acres are fully fenced and usable, perfect for horses, gardens, recreational vehicles, or future expansion, all accessed by a beautiful winding paved driveway and an oversized three car garage. This property offers peaceful privacy while still being close to shopping, dining, medical facilities, parks, I 75, and just a short drive to Siesta Key, Lido Key, and the world renowned Gulf Coast beaches.

1160 Wagon Wheel Drive, Sarasota
$1,499,999
2 Beds ⋅ 3 Baths ⋅ Bayso Sarasota Condo SubDv. ⋅ 34236 Zip Code
WELCOME to BAYSO Sarasota, perfectly positioned in The Quay Sarasota within Downtown Sarasota's coveted Waterfront District, one of Florida's most exciting luxury neighborhoods. As this vibrant destination continues to evolve with exceptional dining, waterfront attractions, luxury residences, and cultural experiences, ownership here offers the opportunity to be part of Sarasota's next iconic chapter. | BEAUTIFULLY curated and thoughtfully designed, this 2-bedroom + den, 3-bath residence offers 1,869 square feet of interior living complemented by a 254-square-foot private terrace. Perfectly positioned on the coveted 10th level with a desirable south-facing exposure, the home is filled with natural light while offering panoramic peek-a-boo views of Sarasota Bay by day and the sparkling lights of Downtown Sarasota by night. | EVERY detail reflects refined contemporary design. The den features York natural grasscloth wallcoverings, while the adjacent full bath showcases Cole & Son Palm Leaves wallcovering and floating shelves. Designer Thibaut wallcoverings enhance the guest bedroom and bath, complemented by floating shelves, Riva European Oak flooring in the guest bedroom and walk-in closet, and wood closet shelving. | THE chef's kitchen is appointed with Italian-crafted Italkraft cabinetry, contemporary brass hardware, polished Silestone quartz, an Island Stone matte glass mosaic backsplash, upgraded stainless-steel pull-out shelving, a Grohe gold faucet, beverage refrigerator with wine drawers, and three oversized designer glass pendants trimmed in gold. | THE great room is equally impressive with distinctive Belgian wallcoverings crafted from natural waterlilies, a dramatic sculptural European chandelier, and large-format 24" x 48" porcelain tile extending throughout the foyer, hallways, kitchen, and living areas. The primary suite offers Oak flooring, a charcoal designer accent wall, enhanced closet shelving, and a spa-inspired bath featuring Italian wallcoverings, upgraded pull-out cabinetry, and contemporary Grohe accessories. |ADDITIONAL upgrades include Hunter Douglas remote-controlled sun-filtering and room-darkening shades, Samsung Smart washer and dryer, matte glass mosaic laundry backsplash, laundry room osmosis water purification system, recessed media support boxes, dimmer switches throughout, and Fanimation ceiling fans in the bedrooms, den, and great room. | LIFE at BAYSO extends beyond the residence. The spectacular fifth-floor resort deck features a heated pool and spa, expansive sun terrace with chaise lounges, fire pit, outdoor grills, outdoor shower, lush landscaping, dog park, and dog washing station. The elegant Club Room is ideal for entertaining or enjoying resident wine tastings, card games, and community events. Additional amenities include a state-of-the-art fitness center, boardroom, private offices, 24-hour reception, and a secure building designed for effortless luxury living. | MORE than a residence, this is an invitation to experience Sarasota's premier waterfront lifestyle, where timeless design, exceptional amenities, and the energy of The Quay Sarasota come together in one extraordinary home. |PRIVATE showings available by appointment.

301 Quay Commons Unit 1009, Sarasota
$1,499,500
2 Beds ⋅ 3 Baths ⋅ Mark Sarasota Condominium SubDv. ⋅ 34236 Zip Code
Residence 1013 at The Mark Sarasota offers a rare combination of comfort, convenience, and newer construction in the heart of downtown. Built in 2019, this residence provides modern peace of mind with impact hurricane glass and exterior doors, along with soaring 10-foot ceilings and a bright, open feel throughout. The home includes two deeded side-by-side covered parking spaces located just 20 feet from the elevator, an exceptional convenience rarely found downtown. Positioned on the quiet and highly desirable side of the building, the residence enjoys southern exposure and beautiful views overlooking the pool, with sightlines extending toward Sarasota Bay and the Gulf of Mexico. Set on the 10th floor, this thoughtfully designed layout features two bedrooms plus a den and two-and-a-half baths across 1,577 square feet, along with a covered terrace that extends the living space outdoors. The split-bedroom floor plan provides privacy while maintaining an open, functional flow ideal for both everyday living and entertaining. Walls of glass fill the home with natural light and frame tranquil views over the treetops toward Paul Thorpe Park and the Mermaid Fountain. The kitchen blends style and function with imported cabinetry, stone countertops, designer backsplash, stainless steel appliances, and an upgraded induction cooktop. It connects seamlessly to the main living and dining areas, creating an inviting space to gather. A full-size utility room with additional storage adds everyday practicality. The primary suite opens directly to the terrace and features a spacious walk-in closet and a well-appointed bath with illuminated mirrors and refined finishes. The guest bedroom is privately situated, while the den offers flexibility as a home office or additional lounge space. A climate-controlled storage unit located just down the hall provides added convenience. Residents enjoy The Mark’s resort-style amenities, including a heated saltwater pool and spa, outdoor seating and grilling areas, club room with catering kitchen, billiards, fitness center, yoga studio, and spin room. The building also offers a pet-friendly environment, 24/7 front desk staffing, secure lobby access, and overnight roving security. Located in the center of downtown Sarasota, the residence places you just steps from the renowned Sarasota Farmers Market and only two blocks from Whole Foods Market. Cultural attractions including the Sarasota Opera House, Florida Studio Theatre, and Selby Public Library are all within easy reach, along with dining, galleries, and the waterfront. Surrounded by exciting new luxury developments, including the nearby Waldorf Astoria Residences Sarasota, this location continues to elevate as one of downtown’s most sought-after areas. Don’t miss the opportunity to own a newer-built residence in one of Sarasota’s most vibrant and walkable neighborhoods.

111 S Pineapple Avenue Unit 1013, Sarasota
$1,499,000
2 Beds ⋅ 3 Baths ⋅ Bayso Condo SubDv. ⋅ 34236 Zip Code
Experience luxury downtown Sarasota living in this impeccably upgraded 15th-floor residence at Bayso. Perfectly positioned with coveted southern exposure, this 1,578-square-foot home offers panoramic views of Sarasota Bay, the Gulf, the marina, and the city skyline from its expansive 20 x 10 private terrace. This cosmopolitan two-bedroom, two-and-a-half-bath residence features a versatile den with a private door, easily serving as a third guest room, home office, or media room. Designer finishes include 10-foot ceilings, Italian cabinetry, quartz countertops, premium stainless steel appliances, GROHE fixtures, electric remote blinds, and upgraded designer lighting throughout. Ownership includes two dedicated parking spaces and access to Bayso's exceptional amenities, including a resort-style pool and spa, outdoor kitchen, fitness and flex spaces, dog park, private offices, 24-hour front desk attendants, controlled access, and on-site management. Located in the heart of downtown Sarasota, you're just steps from world-class dining, shopping, entertainment, the waterfront, and The Bay Park. Combining spectacular views, luxury finishes, and an unbeatable location, this residence offers the very best of Sarasota's modern coastal lifestyle.

301 Quay Unit 1507, Sarasota
$1,499,000
4 Beds ⋅ 4 Baths ⋅ Preserve At Heron Lake SubDv. ⋅ 34241 Zip Code
This Preserve at Heron Lake Estate Home was built by Arthur Rutenberg in 2008 by the owners. Pride of ownership abounds. On a ¾-acre corner lot with four bedrooms, 3 ½ baths, the split floor plan offers plenty of space to spread out and live large! The home has an open kitchen/family room, bar area, walk-in pantry and eat-in dining area with an aquarium window looking out onto the saltwater pool and spa, complete with travertine decking. A formal dining room, living room with fireplace and family room that opens out to the pool deck with triple sliding doors that pocket, creating indoor/outdoor living. The kitchen has a Viking cooktop, GE Profile appliances, double convection ovens, built-in microwave and a double drawer under-island refrigerator. The owner’s suite is something to behold with sitting area space, large dual custom closets, owners bath with tub and Roman walk-in shower, dual vanity sink areas and private water closet. New luxury vinyl plank in owner’s suite and Jack and Jill bedrooms. Custom closets, soft-close custom cabinetry and custom lighting throughout, wood plantation shutter window treatments. Four-tray ceilings with Venetian plaster. Entire exterior painted in 2023. Leaf Guard gutter system. Zoned for three AC. Garage has built-in cabinetry and air conditioner has been added. Owners customized the three-car garage, a closet in the owner's suite and the formal dining area, all are larger than original floor plan.

7522 Conservation Court, Sarasota
$1,499,000
3 Beds ⋅ 4 Baths ⋅ Kanaya SubDv. ⋅ 34236 Zip Code
Welcome to Kanaya, where luxury, lifestyle, and location come together in one of Sarasota’s most desirable boutique condominium residences. This exceptional building offers the privacy and exclusivity of only 32 residences within 15 floors, creating an intimate community with impressive amenities, attentive management, and friendly neighbors. For buyers seeking a downtown Sarasota condominium with strong financials, a well-funded association, and a successfully completed milestone inspection with outstanding results, this is a rare opportunity. Located on the third floor and directly on the amenity level, this remarkable end-unit residence offers approximately 3,003 square feet of elegant living space, featuring three bedrooms, three-and-a-half bathrooms, a private office/den/study, two terraces, and an extraordinary 1,075-square-foot private owner’s patio available exclusively to this residence. The beautifully appointed kitchen showcases a stainless-steel KitchenAid appliance suite, granite countertops, and a spacious walk-in pantry. The luxurious primary suite includes a private 13’ x 10’ study, a corner bedroom with northern and western exposures, direct access to the expansive balcony, and a spa-inspired bathroom featuring a soaking tub, separate shower with transom window, water closet, dual vanities, and a custom-built walk-in closet. Two additional ensuite bedrooms are located on the opposite side of the residence, each offering private baths and balcony access. Additional features include a formal foyer, powder room, crown molding, wet bar, large laundry room with cabinetry and utility sink, abundant storage, and modern impact-resistant glass windows and doors throughout. Residents enjoy an impressive array of amenities, including a stunning 16th-floor rooftop terrace with entertainment areas, lounge seating, and breathtaking views of downtown Sarasota, holiday fireworks, Sarasota Bay, the barrier islands, and the iconic bridges. Additional amenities include a 65-foot heated pool, expansive sun deck, shower and sauna, yoga room, fitness center, and clubhouse with kitchen. This residence includes two side-by-side assigned parking spaces in the secure garage, the option for electric vehicle charging, three private storage units, and access to community bicycle storage. The Kanaya has recently completed extensive exterior maintenance, including sealing, caulking, and painting within the past two years, and benefits from impact glass throughout plus a backup generator providing partial building power during outages. With two full-time superintendents on-site and a proactive association, Kanaya represents exceptional downtown Sarasota living. Offered at $1,499,000, this extraordinary residence delivers a rare combination of space, privacy, luxury, and peace of mind in the heart of Sarasota.

505 S Orange Avenue Unit 301, Sarasota
$1,499,000
5 Beds ⋅ 4 Baths ⋅ Granada Park SubDv. ⋅ 34239 Zip Code
Between North Siesta Key and Oyster Bay, this coastal craftsman contemporary residence offers the leisure of a maintenance-free lifestyle in a desirable location. Visit nearby shopping and dining, or just a quick drive to Siesta Key Beach or downtown Sarasota. Positioned across from the community pool, the home offers easy-care landscaping complemented by a charming herb garden. Built of solid concrete block construction for lasting durability, recent improvements include new UV purification in air-conditioning units, a new roof and fresh exterior paint. The well-designed floor plan offers four bedrooms and three baths, with a flowing open layout that connects the great room, dining area and kitchen beneath high ceilings filled with natural light. A private guest suite above the garage provides flexible space for multi-generational living, a studio or fitness retreat. Throughout the home, refined details like solid-wood cabinetry, deep-trimmed windows and fine millwork reflect craftsmanship and quality. The great room impresses with a two-story ceiling and fireplace, while the kitchen showcases shaker cabinetry, quartz countertops, a center island, stainless-steel appliances and a walk-in pantry. Living in Granada Park provides the ease of a lock-and-go lifestyle in a gated, established neighborhood. This pleasant haven is conveniently just .3 miles from Publix, .5 miles to CineBistro, 1.3 miles to Southside Village, two miles to Sarasota Memorial Hospital, 2.6 miles to downtown Sarasota and five miles to Siesta Key Beach. It’s the best of Sarasota living, wrapped in a maintenance-free, West of Trail lifestyle.

1775 Stapleton Street, Sarasota
$1,499,000
3 Beds ⋅ 3 Baths ⋅ Ringling Park SubDv. ⋅ 34237 Zip Code
Pre-Construction. To be built. Incredible option to build new on this corner lot facing Belvoir -OR- Jefferson Blvd. Beautiful design offering the perfect blend of modern and coastal feel. PERMIT READY...price includes LOT & NEW BUILD. (see attachments) THREE BEDROOM/ 2.1 BATH...1814 sf, ONE-LEVEL living. Pull your car up the pavered driveway into the TWO-CAR - SIDE ENTRY GARAGE. Lots of natural light and seamless flow to the outdoors. Once outside, you will enjoy your heated, salt-water POOL. IMPACT WINDOWS & DOORS, and METAL ROOF. This design is READY TO GO VERTICAL.. building can start right away. Be a part of the new builds happening within Ringling Park! Incredible location just minutes from downtown, restaurants, area beaches, and the Marina. Great combination of convenience and coastal lifestyle. (Other Home Designs Available, Larger design plan in attachments & a few photos)

201 Jefferson Avenue, Sarasota
$1,498,900
4 Beds ⋅ 4 Baths ⋅ Prestancia M N & O Amended SubDv. ⋅ 34238 Zip Code
This Fantastic Prestancia home, nestled in the heart of TPC Prestancia—a distinguished, gated golf community in Sarasota—boasts 4 spacious bedrooms, an office, and 3.5 bathrooms. Spanning almost 4,000 square feet, this elegant residence offers a luxurious living experience. Set on a serene, lakefront lot over half an acre, the custom estate home presents granite countertops, an extra-large pantry, and a sprawling master suite with a sitting area and an oversized bathroom. From the striking foyer entry, discover a home with a well-thought-out floor plan, high ceilings, a gourmet kitchen awaiting your personal touch, and marble flooring. Formal living and dining rooms lead to a vast kitchen area, setting the stage for your dream culinary space. The family room, enhanced by a gas fireplace, alongside two bedrooms with walk-in closets and a shared Jack & Jill bathroom, and a fourth bedroom with an en-suite that provides pool access, adds to the home's allure. The property also features a master bathroom with dual sinks, a separate shower and tub, a cozy den/office, and a guest half-bath. Step outside to the extensive screened pool area, where tranquility meets leisure with stunning lake views, a pool, and a spa. An oversized three-car garage adds convenience. Prestancia offers an optional two 18th golf courses or social membership, your option. Located minutes away from the pristine beaches of the Gulf of Mexico (Siesta Key, Nokomis….) to the Sarasota downtown with its theaters and Opera House. Costco, Public library, farm market, shopping, restaurant and publix parks are all nearly. Easy access and quick connection to I-75. Don't miss the opportunity to make this exceptional residence your own.

3718 Boca Pointe Drive, Sarasota
$1,498,000
2 Beds ⋅ 3 Baths ⋅ Queen Palms SubDv. ⋅ 34236 Zip Code
Experience unrivaled downtown Sarasota luxury living at Bayso in this impeccably upgraded 10th-floor G residence. Postioned as one of Bayso's most appealing ownership opportunities, this residence combines luxury, water and skyline views, and exceptional value. This beautifully appointed home presents a rare opportunity to own within one of downtown Sarasota’s premier luxury condominium communities. Ideally positioned with coveted southern exposure, this 1,578-square-foot condominium showcases breathtaking panoramic views of Sarasota Bay, the Gulf, the marina, and the city skyline from its expansive 222-square-foot private terrace, perfect for outdoor dining, entertaining, or enjoying Sarasota’s iconic sunsets. This sophisticated two-bedroom, two-and-a-half-bath residence plus den/flex space offers a refined contemporary design with 10-foot ceilings and immaculate attention to detail. The home features designer-selected Italian cabinetry, quartz countertops, a custom glass tile backsplash, premium stainless steel appliances, elegant GROHE fixtures throughout, and custom electric remote blinds and upgraded lighting fixtures in the main living areas and bedrooms. The spacious owner’s suite provides a private retreat with custom California Closets and a spa-inspired bath. Enjoy the premier downtown Sarasota lifestyle with two dedicated parking spaces and access to Bayso’s impressive collection of resort-style amenities, including an elevated pool and spa, entertainment areas, outdoor kitchen with gas grills, dog park, flex office and boardroom spaces, 24-hour front desk attendants, controlled-access entry, and on-site property management. Perfectly located in the heart of downtown Sarasota, Bayso places you steps from acclaimed dining, boutique shopping, theaters, entertainment, and the revitalized waterfront. Enjoy nearby access to the Bay Conservancy Park with outdoor activities, kayaking, and scenic waterfront spaces. With stunning views, ultra luxurious finishes, and a prime downtown location, this Bayso residence offers the best of Sarasota’s modern coastal lifestyle.

301 Quay Commons Unit 1007, Sarasota
$1,495,000
3 Beds ⋅ 3 Baths ⋅ Sansara SubDv. ⋅ 34236 Zip Code
Boutique downtown living takes on a new level of sophistication at Sansara, an exclusive 10-story building with only 17 private residences in one of Sarasota’s most walkable and vibrant locations. Just moments from Burns Court’s cafés, eclectic boutiques, galleries, and the Sarasota Bayfront, this address offers both convenience and a sense of quiet retreat. Residence 302 captures a peaceful, elevated perspective with views of tropical greenery, the glistening pool, and the city skyline beyond. Encompassing nearly 2,300 SF, the home is thoughtfully designed with expansive walls of glass that invite in abundant natural light, rich hardwood flooring, tailored cabinetry, elevated lighting selections, and automated window treatments. The kitchen serves as a stylish centerpiece, appointed with sleek European cabinetry, quartz countertops, premium Bosch appliances plus wine refrigerator, and a spacious island ideal for gathering. The open-concept living area extends effortlessly to a private terrace; an inviting space to start the day or relax in the evening while overlooking the pool below. A well-designed split floor plan provides both comfort and privacy. The primary suite is a serene escape with terrace access, custom walk-in closet, and a spa-like bath featuring dual vanities and a walk-in shower. Two additional guest suites, one perfectly suited for a home office or den, offer versatility for a variety of lifestyles. Additional highlights include impact-rated windows and 10-foot disappearing sliders, multiple outdoor spaces, custom dry bar for effortless entertaining, generously sized laundry room with storage, customized closets, and secure elevator access. Residents of Sansara enjoy a collection of boutique amenities, including a heated saltwater pool and spa, cabana areas, fire pit lounge, outdoor kitchen and grill, a fitness studio, and secure building access. All designed to complement a relaxed yet refined downtown lifestyle. The residence is offered with the option to be sold partially furnished.

300 S Pineapple Avenue Unit 302, Sarasota
$1,495,000
2 Beds ⋅ 3 Baths ⋅ Plat Of Sarasota SubDv. ⋅ 34236 Zip Code
Under Construction. The Private Courtyard Collection at The Gallery Sarasota offers a distinctive approach to downtown living for buyers who value generous outdoor space, privacy, and the ability to host comfortably. This 2-bedroom, 2.5-bath residence offers 1,586 square feet of interior living space and is centered around 620 square feet of luxurious private outdoor living space—an expansive courtyard designed to extend everyday life outdoors. Designed for single-level living, the layout intentionally separates the primary suite and main living areas from the guest suite, creating privacy for both owners and visitors. The separate guest suite with private entry makes the residence especially well suited for frequent guests, extended stays, or shared ownership. Multiple entrances add convenience and flexibility, while 13-foot ceilings and full-height windows bring natural light, volume, and a sense of openness throughout. Inside, the spacious kitchen features a large contemporary island for everyday living and entertaining. The primary suite offers a walk-in closet and freestanding soaking tub, creating a quiet retreat within the home. The result is a private, expansive residence that feels more like an everyday getaway right in your own backyard. The Gallery Sarasota is an iconic 6-level, 60-residence boutique mid-rise located above the floodplain in a highly walkable downtown setting near the bay, Whole Foods, Main Street, The Bay Park, and the Rosemary District. Residents enjoy direct-to-outdoors entries, impeccably crafted Italian finishes, deeded private garage parking and storage, a rooftop terrace pool and social lounge with bay views, and a two-room fitness center with yoga studio. Schedule a private hardhat tour to experience the architecture, amenities, and downtown lifestyle of The Gallery Sarasota firsthand.

1305 4th Street Unit 101A, Sarasota
$1,480,000
4 Beds ⋅ 3 Baths ⋅ Windward/Lakewood Ranch Ph 1 SubDv. ⋅ 34240 Zip Code
Luxury Waterfront Living in WINDWARD at Lakewood Ranch | Neal Communities | COASTAL SERIES | Savannah II | Flood Zone X Set on one of Windward's most sought-after waterfront homesites, this 2023-built Savannah II by Neal Communities pairs long lake views with over $220,000 in builder upgrades — offering a move-in-ready alternative to building new. Located in Flood Zone X, where flood insurance is typically not lender-required, the home sits on a premium lot with no rear neighbors. This 2,868-square-foot single-story plan offers four bedrooms, three full baths, a formal den, a flexible Tech Space, an oversized three-car garage, and the rare convenience of two primary suites. Interior Highlights Coastal architecture, a paver driveway, tile roof, and lush professional landscaping set the tone at arrival. Inside, tray ceilings, oversized porcelain tile, designer lighting, and walls of glass frame water views throughout the main living areas. The gourmet kitchen features ceiling-height cabinetry with soft-close doors and drawers, quartz countertops, an oversized island, designer tile backsplash, a built-in wall oven and microwave, natural gas cooktop with custom vent hood, a walk-in pantry, and a coffee/beverage station overlooking the lake. The owner's suite offers panoramic water views, a recessed tray ceiling, two walk-in closets, and a spa-inspired bath with dual vanities, a freestanding soaking tub, and a corner walk-in shower. A second suite with its own en-suite bath and walk-in closet adds flexibility for guests, while two additional bedrooms, a Tech Space, and a formal den suit a home office, media room, or fitness use — with the option to convert one bedroom into a club room for entertaining. Outdoor Living The screened lanai centers on a custom heated saltwater pool and raised spa, an oversized paver deck, covered entertaining space, and a fully equipped outdoor kitchen — all overlooking the water, ideal for Florida sunsets year-round. Additional Features Impact-resistant windows and doors, 8-foot interior doors, premium cabinetry throughout, quartz surfaces, natural gas service, foam insulation, designer lighting and plumbing fixtures, and a whole-home water treatment system with filtration, conditioning, UV purification, and reverse osmosis drinking water. Community Windward is one of Lakewood Ranch's premier gated, maintenance-included, natural gas communities, offering an exceptional collection of resort-style amenities including two resort-style pools, a dedicated lap pool, state-of-the-art fitness center, elegant clubhouse, tennis courts, an expansive pickleball complex, dog parks, playground, event lawn, scenic walking and biking trails, and a full-time lifestyle director coordinating an active year-round social calendar. Ideally located just minutes from Waterside Place, University Town Center, downtown Sarasota, world-renowned Gulf Coast beaches, championship golf, Sarasota-Bradenton International Airport, and an endless selection of shopping and dining, this home places the very best of Southwest Florida at your doorstep.

2641 Butterfly Jasmine Trail, Sarasota
$1,468,000
4 Beds ⋅ 4 Baths ⋅ Fishermens Bay SubDv. ⋅ 34231 Zip Code
Live the Dream in Fishermen’s Bay – Private Bayfront Paradise with Deeded Boat Slip & Designer Touches. Welcome to a rare opportunity in the exclusive gated enclave of Fishermen’s Bay, a serene waterfront community of just 20 custom luxury homes, perfectly situated West of the Trail on the shimmering shores of Little Sarasota Bay. Tucked away at the end of a quiet cul-de-sac and nestled on a lush half-acre tropical estate, this Key West-style masterpiece offers over 3,200 square feet of elegant indoor living and expansive outdoor spaces designed for the ultimate Florida lifestyle. Enjoy Sarasota Bay views, water access, and a deeded boat slip, and private gate leading to Vamo Park for easy kayak launching just steps away. Crafted by renowned Yoder Construction, the home is a stunning blend of craftsmanship, comfort, and coastal sophistication. Step inside to discover wood floors, crown moldings, and stone countertops throughout. The chef’s kitchen is a dream, featuring a Viking range, Sub-Zero refrigerator, Fisher & Paykel dishwasher, quartz countertops ideal for entertaining. The main living and dining area opens through sets of French doors to a screened-in deck where you can relax and soak in the tranquil views of the bay and your private heated pool with sun shelf and 5-person spa (installed in 2020). Whether you’re enjoying your morning coffee or hosting sunset dinners, the setting is simply magical. The 3rd-floor master suite is a private sanctuary complete with a fireplace, dual walk-in closets, updated spa bath, and a private balcony offering serene water views. On the ground floor, a large bonus area opens to lush, Selby Garden-style landscaping with rambling paver walkways, and plenty of storage for kayaks and beach toys. Enjoy peace of mind with electric hurricane shutters, a 3-zone A/C system, engineered walls, and a sprinkler system fed by your own well. Additional Highlights: • Deeded boat slip with quick access to the Intracoastal • kayak launch • 2 fireplaces • Screened and covered porches for year-round enjoyment • 2-car garage with ample storage • Minutes to Siesta Key Beach, Pine View School, shopping, and dining This is more than a home—it’s a lifestyle. Discover the timeless charm of Old Florida with every modern luxury you could desire. Paradise is calling in Fishermen’s Bay!

8963 Fishermens Bay Drive, Sarasota
$1,459,000
2 Beds ⋅ 3 Baths ⋅ Plat Of Sarasota SubDv. ⋅ 34236 Zip Code
Under Construction. The Elevated Living Collection at The Gallery Sarasota is designed for buyers drawn to dramatic architectural volume, light-filled interiors, and a more distinctive downtown living experience. This 2-bedroom, 2.5-bath residence with dedicated office offers 1,556 square feet of interior living space, defined by extraordinary 24-foot ceilings and full-height windows that introduce scale, light, and vertical drama rarely found in boutique downtown living. Open, connected living areas create an impressive setting for everyday living and entertaining, while private spaces are designed for comfort and retreat. A sweeping signature open staircase adds sculptural impact, while a private in-suite floor-to-floor elevator provides effortless access between levels. Glass-railed terraces extend the residence outdoors, including a secondary entertaining area or office with its own private terrace. Inside, the modern kitchen is anchored by a 13-foot gathering island, creating a natural centerpiece for entertaining. The primary suite offers a walk-in closet and freestanding soaking tub, adding a refined sense of retreat. The result is expansive, architectural, and distinctly modern—defined by light, volume, and ease. The Gallery Sarasota is an iconic 6-level, 60-residence boutique mid-rise located above the floodplain in a highly walkable downtown setting near the bay, Whole Foods, Main Street, The Bay Park, and the Rosemary District. Residents enjoy direct-to-outdoors entries, impeccably crafted Italian finishes, deeded private garage parking and storage, a rooftop terrace pool and social lounge with bay views, and a two-room fitness center with yoga studio. Schedule a private hardhat tour to experience the architecture, amenities, and downtown lifestyle of The Gallery Sarasota firsthand.

1305 4th Street Unit 403B, Sarasota
$1,450,000
3 Beds ⋅ 3 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code
Tucked away on a quiet cul-de-sac on north Siesta Key, this Key West-inspired canal-front retreat captures the ease of casual island living with boating water, inviting outdoor spaces and easy access to Siesta Village, the famous white quartz sands of Siesta Beach and the azure waters of the Gulf. Set along 95 feet of private canal frontage just off the Grand Canal, the property offers a dock, a covered 5,000-pound boat lift and direct access to the Intracoastal Waterway, creating an ideal setting for those who want to enjoy the water from their own backyard. Designed for effortless indoor-outdoor living, the home features an expansive elevated deck and contemporary cable railings overlooking the canal and surrounding natural scenery, a heated pool with a cascading stone waterfall, a covered bar area and a fenced, low-maintenance yard surrounded by tropical landscaping. Whether hosting friends, relaxing after a day on the boat or enjoying the island breeze, the outdoor areas offer a private, versatile setting for everyday enjoyment. Inside, vaulted ceilings, a neutral palette and an open-concept layout create a light, comfortable atmosphere. The kitchen is positioned at the heart of the home and features granite countertops, stainless steel appliances, dual sinks, a center island with a JennAir cooktop and a breakfast bar that connects easily to the main living and dining areas. A wood-burning fireplace adds warmth and character to the gathering space. The primary suite offers a peaceful retreat with sliding glass doors opening to a screened lanai, along with an en-suite bath featuring dual vanities, a walk-in shower and a charming window seat. Two additional bedrooms are thoughtfully positioned in their own wing with a full bath and convenient laundry room nearby. Additional features include impact glass on most openings, hurricane-rated doors, metal roof, Nichiha siding, Trex decking, cable railings, two garages and a full pool bath, bonus room and storage area on the ground level. Positioned at one of the highest elevations on the street, the home offers added peace of mind in storm season. Just a short distance from Siesta Key’s renowned beaches, vibrant Village dining, boutiques and nightlife, this move-in-ready waterfront home offers exceptional flexibility as a full-time residence, seasonal getaway or investment opportunity in one of Sarasota’s most beloved island communities. Close to the Out-of-Door Academy’s lower school and only 15 minutes by car to vibrant downtown Sarasota’s restaurants, shopping and entertainment.

521 Cummings Street, Sarasota
$1,450,000
3 Beds ⋅ 2 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
Beautifully reimagined and thoughtfully updated, this modern coastal residence on Siesta Key offers the relaxed island lifestyle so many buyers are seeking, with a wonderful blend of style, comfort and low-maintenance living. Set on an oversized lot in a peaceful neighborhood near the world-famous white quartz sands of Siesta Beach and the charm of Siesta Village, this move-in-ready home feels private, inviting and easy to enjoy. A handsome approach with tropical landscaping, a large circular driveway and a Brazilian wood pergola creates a welcoming first impression. Contemporary wood-and-glass entry doors open to a light-filled interior where hand-scraped wood floors, clean architectural lines and warm designer details give the home a fresh, sophisticated feel. The open great room, dining area and custom kitchen flow beautifully together for everyday living and effortless entertaining, with illuminated tray ceilings, striking wood beam accents and a stunning kitchen featuring custom cabinetry, Calcutta quartz countertops, a herringbone backsplash, stainless Viking appliances, pendant lighting and an oversized waterfall-edge island with shiplap detail and generous seating. Recent enhancements include a new built-in pantry, and a family room with a new electric fireplace and custom built-ins, creating a comfortable gathering space for quiet evenings or casual entertaining. The thoughtful floor plan includes three spacious bedrooms and two beautifully appointed baths with custom tilework and carefully selected finishes. Outdoors, lush tropical landscaping creates a private, Zen-like setting around the screened lanai and freeform pool. Begin your day with coffee on the pool deck while enjoying brilliant sunrises and end the evening with Siesta Key’s vibrant sunsets just minutes away at nearby Siesta Beach. The backyard has also been updated with no-maintenance faux grass for an attractive, easy-care outdoor space in this high and dry lot. Additional features include impact windows and sliding doors, a metal roof and generous parking. Ideally located near Siesta Key’s renowned beaches, the boutiques and dining of Siesta Village and vibrant downtown Sarasota’s cultural amenities just 15 minutes away, this stylish island residence is ready to be enjoyed.

622 Tropical Circle, Sarasota
$1,450,000
10 Beds ⋅ 5 Baths ⋅ Grove Park SubDv. ⋅ 34231 Zip Code
LOCATION LOCATION LOCATION! Sarasota's hottest zip code is Presenting a strong multifamily investment opportunity just minutes from Siesta Key, this 5-unit hotel/ motel property offers current income, flexible rental options, and long-term upside in one of Sarasota’s most desirable rental markets. Located in a non-flood zone approximately 4 miles from Siesta Key Beach, the property is well positioned for long-term tenants, seasonal rentals, or potential short-term rental strategies. The building includes five 2-bedroom, 1-bath units, each offering broad tenant appeal and turnkey convenience. Long-term tenants are currently in place, while the property has the availability to hold a motel/hotel license, creating additional flexibility for future ownership and rental operations. Investor-friendly features include individually metered utilities, public water and sewer, paved parking, no required flood insurance, and reported general liability insurance of approximately $460. Recent improvements include exterior paint in 2024, remodeled kitchens in Units 2, 3, and 4 in 2024, updated bathrooms, major plumbing replacement completed in 2009 and 2010, roof replacement in 2014, blown-in roof insulation. The property also offers private amenities that help set it apart from typical multifamily options, including a heated and cooled swimming pool, screened patio room, and tropical outdoor space designed to enhance tenant or guest enjoyment. With current income, multiple rental strategy options, turnkey units, and a prime Sarasota location near Siesta Key, this property is a compelling opportunity for investors seeking cash flow, flexibility, and long-term appreciation potential. Schedule your private showing today.

4001 Groveland Avenue, Sarasota
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