Refine Search
Sort by
$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
Sanderling Club SubDv. 34242 Zip Code
Nestled within The Sanderling Club on South Siesta Key, this exceptional homesite offers a rare opportunity to create a private coastal estate in one of Sarasota’s most coveted and exclusive communities. Set on nearly one acre, with an extraordinary 400 feet of waterfront along Heron Lagoon, the property provides a breathtaking natural backdrop defined by tranquility, privacy, and unspoiled beauty. Fully cleared and ready for construction, this expansive parcel is a blank canvas for your vision—whether you’re dreaming of a modern coastal retreat or a timeless island-inspired residence. With plans available from Yoder Homes, you have the unique advantage of accelerating the building process while still tailoring finishes and design details to your personal style. The ability to move forward with a proven, high-end design concept allows you to get ahead—saving valuable time while ensuring a refined, luxury outcome. The setting itself is equally compelling. Positioned just moments from the Sanderling Club’s private beach access, residents enjoy the best of both worlds—peaceful lagoon-front living paired with easy access to Siesta Key’s world-renowned Gulf beaches. Imagine evenings spent taking in vibrant sunsets over the water, or mornings surrounded by lush natural landscapes and coastal breezes. This is more than just a homesite—it’s an opportunity to design and build a legacy property in a community known for its privacy, natural beauty, and timeless appeal. With its premier location, expansive lot size, and endless possibilities for customization, this offering represents one of the most compelling land opportunities on South Siesta Key. Create your vision. Build your dream. Live exceptionally.

7340 Pine Needle Road, 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
4 Beds 5 Baths Matheneys Sub SubDv. 34239 Zip Code
In the "heart" of the most popular West of Trail neighborhood, step into a rare piece of Sarasota history just a short stroll to Southside Village restaurants and shops, downtown and 2 blocks to Sarasota Memorial Hospital. Behind a classic white picket fence, this 1926 home welcomes you with a generous yard framed by mature landscaping and colorful gardens. A cozy front porch sets the tone for your entrance into timeless architectural details which blend seamlessly with modern updates. Wood floors run throughout the living areas with natural light pouring in through numerous windows. Tall ceilings are complimented by original wood trim. All the details we love in an older home yet with many updates. The main home offers 2,575 sq ft thoughtfully laid out for everyday living and entertaining. The main level features multiple living spaces, separate dining room, a guest bedroom, a dedicated office and laundry room. Upstairs, the spacious owner's suite plus an additional bedroom with ensuite bathroom provide comfort and privacy. The remodeled kitchen is beautifully appointed with granite counters and custom cabinetry AND....a charming 306 sf studio-style guest cottage that has its own entrance and patio. COME SEE THIS BEAUTY, you will LOVE it.

1751 Floyd Street, 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

$1,490,000
2 Beds 2 Baths Heron Lagoon Lodge Sub SubDv. 34242 Zip Code
Rare Opportunity: Last Unrestricted Deed Waterfront Property on Midnight Pass Siesta Key’s Heron Lagoon. Discover one of the most unique waterfront opportunities left on the Turtle Beach end of Siesta Key. This last unrestricted deed property on legendary Midnight Pass sits directly on the serene Heron Lagoon side, offering unparalleled flexibility with no HOA and endless possibilities for your dream coastal retreat. The existing home is a charming 2-bedroom, 1-bathroom Old Florida bungalow (966 sq ft) that has been thoughtfully remodeled while preserving its authentic island character. Oak trees frame the property, and the one story design blends seamlessly with the natural surroundings on this oversized 0.39-acre lot (approximately 47 ft of direct lagoon frontage). Step outside to your private dock complete with shower and electricity — perfect for kayaking, paddle boarding, straight into Heron Lagoon with quick, effortless access to the Gulf of America via Midnight Pass. Enjoy breathtaking west-facing sunsets every evening as the sky paints vibrant colors over the ocean — a year-round spectacle right from your backyard. Whether you envision keeping the classic bungalow, adding a pool, expanding the home, or building new under Siesta Key’s flexible zoning, this rare unrestricted parcel delivers the ultimate blank canvas. Property Highlights: 2 beds | 1 bath | 966 sq ft living area, 0.39-acre lot with direct Heron Lagoon frontage, Private boat dock with shower & electric, No HOA — unrestricted deed, West-facing Gulf sunsets, Remodeled Old Florida charm, Prime southern Siesta Key location on one of Florida’s most coveted barrier islands, and the recently opened Midnight Pass intercoastal passage to the Gulf. Don’t miss your chance to own a true piece of Siesta Key history and lifestyle. This one-of-a-kind waterfront gem will not last.

8456 Midnight Pass Road, Sarasota

$1,489,000
4 Beds 3 Baths Greenwich SubDv. 34239 Zip Code
Incredible price improvement! Open and spacious and chock full of Old Florida charm in the heart of historic Arlington Park! Gorgeous and sprawling for it's kind, this 4 bedroom, 3 bath Florida bungalow was once ubiquitous throughout the sought-after neighborhood of Arlington, but is now becoming a rare GEM. Curb appeal galore, this home has been truly loved by it's current owners and is evident once you drive up. Located on a cul-de-sac, enjoy the peace of a truly quiet, low traffic street with friendly neighbors and lovely homes. This picturesque coastal abode is perfectly nestled under a vast canopy of healthy Live Oaks that have been diligently maintained by a certified Arborist, providing protection, shade and that sought after Gulf Coast aesthetic. A breezy front porch adds that Southern charm so fitting for this cottage under the Oaks. Generous in size and fully screened in, it adds a whole other living space for those that love the sound of birds while having their coffee or enjoy the evening breeze after dinner. After entering the double glass doors, the entire home opens up in front of you. Large spacious rooms in a home like this are hard to come by, but are what define this property. One (of 2!) En-suite Primary bedrooms has an attached bedroom that can be used as a nursery or home office. A kitchen made for gathering, including a proper dining space, opens to an enormous living room, all with gorgeous views of the pool and backyard. The close proximity to excellent schools, and the incredible restaurants, cafes, and shopping that Southside Village has to offer has made having a golf cart a fun and practical mode of transportation for the current Owners. Massive updates have been completed on this home, including: - BRAND NEW PLUMBING SYSTEM, NO CAST IRON! Brand new Impact pocketing sliders now open up the entire back of the home to a STUNNING, pool and spa (2025) along with an incredibly spacious screen enclosure and added room for outdoor kitchen. Entire property has had a recent landscaping overhaul that included a brand new concrete driveway and high-end turf laid throughout the yard (no mowing!). Tons of lush and tropical plants have been thoughtfully installed around the home and provide a gorgeous and verdant, but low maintenance, backdrop to this quintessential "Old Florida" bungalow. BRAND NEW Primary Bathroom with soaking tub, walk in closet and Impact sliders. New Flooring throughout (2022), Whole house water filtration system (2024), Roof (2017) with hurricane straps, added insulation, two A/C units (2017) new ductwork, three new water heaters, interior/exterior paint, lighting fixtures, blinds, hardware, and decorative features. The yard is fully enclosed (2016/2023) with beautiful white vinyl fencing. HUGE well-constructed Storage Shed (2024) for all the toys. I cannot say enough about this gem of a home, tucked away, in beautiful Arlington Park. If a breezy, charming, unique Florida bungalow is what you're looking for, this is the one.

2215 Hibiscus Street, Sarasota

$1,485,000
Lido Beach SubDv. 34236 Zip Code
Stop searching for the perfect home and build it. This premium vacant lot is offered with a spectacular proposed luxury estate, featuring high-end architectural concepts, an expansive open-concept layout, and top-tier finishes designed for modern sophistication. Why this property stands out: The Canvas: A beautiful, ready-to-develop lot in a coveted enclave. There is a permit in place obtained by Eason Builders Group. The Vision: Seamless indoor-outdoor integration, gourmet chef’s kitchen concept, and a lavish primary retreat. The Location: Exceptional privacy without sacrificing proximity to top-tier dining, shopping, and entertainment and just 2 blocks to the Lido public beach. Survey, site plans, and proposed renderings are available upon request. Secure the land, finalize the details, and claim your piece of luxury. Ideally suited for weekly vacation rentals with annual income projected between $350,000.00 and $425,000.00

514 S Blvd Of The Presidents, 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

$1,450,000
3 Beds 2 Baths Hudson Bayou SubDv. 34236 Zip Code
FULLY FURNISHED SHORT TERM RENTAL PROPERTY. Experience the best of "West of Trail" living in this impeccably maintained, renovated pool home situated on an OVERSIZED LOT. The interior features include refinished HARDWOOD FLOORS, double-paned windows, and an UPDATED KITCHEN equipped with custom cabinetry, granite countertops, and stainless-steel appliances. The inviting main living area is highlighted by a tray ceiling, gas fireplace and French doors leading to a private outdoor area and SALTWATER POOL, perfect for the Florida lifestyle. The fully FENCED professionally landscaped yard includes a PUTTING GREEN. Significant improvements offer peace of mind and long-term value, including a new standing seam METAL ROOF (2025), NEWER A/C system (2022)/mini-split (2024), and completely REPLUMBED with PVC. The air-conditioned TWO-CAR GARAGE features new epoxy flooring and is currently utilized as a versatile game room. Ideally located in the sought-after Southside Elementary district, this residence provides quick access to Southside Village, downtown Sarasota, and the renowned beaches of Siesta and Lido Key. This property has a great rental history (over $83,000 in the first year) along with $27,000+ in future bookings, please inquire for more details

1931 High Point Circle, Sarasota

$1,450,000
3 Beds 2 Baths Sylvan Shores SubDv. 34234 Zip Code
An exceptional opportunity awaits to create your dream waterfront retreat in one of Sarasota’s most desirable locations. This unique property offers the rare chance to either complete the existing structure to your exact specifications or design and build a custom home tailored to your vision. Set on a private, serene lot surrounded by lush greenery, the property provides a peaceful, tucked-away feel while still being remarkably close to everything Sarasota has to offer. Enjoy excellent boating water with direct access to Sarasota Bay and the Gulf, making it a true paradise for boating and water sport enthusiasts. The property is already equipped with a dock and boat lift, so you can start enjoying the waterfront lifestyle right away. Located on a quiet, tree-lined street, this homesite combines tranquility with convenience. You’ll be just minutes from Bayfront Park, downtown Sarasota’s vibrant shops and restaurants, the Ringling Museum, Sarasota-Bradenton International Airport, and the University Town Center. Whether you envision a modern coastal masterpiece or a timeless waterfront estate, this is a rare chance to bring your vision to life in an unbeatable location with outstanding boating access and exceptional privacy.

1040 Sylvan Drive, Sarasota

$1,450,000
6 Beds 5 Baths Bay Haven SubDv. 34234 Zip Code
A Rare Piece of Sarasota History. Four turn-key furnished residences. Three City Lots. One Extraordinary Piece of Sarasota History. Welcome to 941 Virginia Drive, a truly unique historic property originally built by John Ringling Jr., offering vintage Sarasota charm paired with modern flexibility and lucrative income. Set on three city lots, this 125-foot-long masonry residence creates an extraordinary private compound with four distinct living spaces. The main residence features two bedrooms, one and a half bathrooms, and an office or den, highlighted by timeless architectural details including stone porches, arched doorways, pecky cypress paneling, tall vaulted beamed ceilings and a wood-burning fireplace. Modern updates complement the historic character with stainless steel appliances, granite countertops, and updated fixtures. The property is designed for lifestyle, opportunity and flexibility for extended family, guests or continued successful short-term rental business. In addition to the main home, the estate includes three separate guest residences providing privacy and versatility. There are two in-law suites that feature full kitchens, a private pool, hot tub, outdoor shower, patio access and a private bathroom; one offers one bedroom and the other two bedrooms. There is an additional one-bedroom dwelling with a convenient kitchenette, private bathroom and laundry. Located just two miles north of downtown Sarasota, the property offers easy access to Lido Key, Longboat Key, St. Armands Circle, and the vibrant dining, arts, and cultural scene of downtown Sarasota. Whether you envision a private historic estate, a multi-generational compound or a unique established vacation rental business, this rare property offers exceptional character, privacy and opportunity in one of Sarasota’s most desirable locations. Don’t miss this opportunity to Own a Piece of Ringling History — A Private Sarasota Compound with Vintage Charm and Resort-Style Living.

941 Virginia Drive, Sarasota

$1,450,000
2 Beds 3 Baths Marina Tower SubDv. 34236 Zip Code
Virtually Staged. Welcome to Marina Tower, a waterfront residence located in the heart of downtown Sarasota. This beautifully appointed condo offers 1,940 square feet of thoughtfully designed living space, featuring two spacious bedrooms, two and a half bathrooms, and a versatile office nook ideal for working from home or quiet reading. Floor-to-ceiling glass sliders frame expansive views of Sarasota Bay, the marina, and the Gulf of Mexico, allowing natural light to fill the home throughout the day. The open layout flows seamlessly to a private balcony overlooking the water, creating a calm extension of the interior living space. The setting offers a rare level of walkability. Bayfront Park, Marina Jack, downtown restaurants, coffee shops, theaters, art galleries, and Sarasota’s cultural venues are all within easy walking distance, providing everyday convenience and connection to the city without reliance on a car. Marina Tower is a full-service, pet-friendly building offering 24-hour concierge and security, a heated pool and spa, fitness center, gated parking, convenient storage, and a beautifully maintained guest suite on the lobby level available for residents’ visiting family and friends. Residents also enjoy direct access to the garage and attentive on-site services that support comfortable daily living. This residence brings together gorgeous waterfront views, thoughtful design, and effortless downtown walkability in one of Sarasota’s most established bayfront locations. MOTIVATED SELLER - CALL TODAY!

1233 N Gulfstream Avenue Unit 401, Sarasota

$1,449,000
5 Beds 3 Baths Hidden Oaks Estates SubDv. 34232 Zip Code
Discover your own acre of paradise in the serene Hidden Oaks community! This charming country estate, set on a spacious 1-acre lot, offers tranquility with a lake and community tennis courts just across the street and no neighbors to the south. A circular driveway and side-entry garage provide ample parking, while the custom speakeasy front door with sidelights welcomes you into a stunning interior. Step into the great room, where 15-foot vaulted ceilings and a cozy wood-burning fireplace create an inviting atmosphere. Sliding doors in the great room and foyer disappear for seamless indoor-outdoor entertaining, opening to a screened paver lanai and sparkling pool. The gourmet kitchen is a chef’s dream, featuring custom cabinetry, granite countertops, an 8-foot island with bar seating, premium appliances, and a built-in desk in the breakfast nook. Hardwood floors are throughout the living area. From the entry foyer, a hallway leads to three bedrooms—one currently a den—and a full bathroom. The master suite, with direct pool access, boasts a luxurious full bathroom and walk-in closet. An additional bedroom, now a media room, and another full bathroom with pool access complete the main level. Crown molding adorns every room, adding elegance throughout. Upstairs, a versatile loft serves as an office, craft space, or playroom, with access to an air-conditioned 8x20 storage area. The nearly 600-sf side-entry garage is a standout, featuring an oversized 18-foot door, an 8x6 work area, polyaspartic flooring, and a dedicated split A/C system—perfect for car enthusiasts or hobbyists. The front porch and sidewalks, also finished with low-maintenance polyaspartic coating, enhance curb appeal. A 2021 metal roof with skylights brightens the covered lanai, while the beautifully landscaped grounds, dotted with oak trees and vibrant orchids, create a picturesque setting. The one acre home site is a Florida Certified Wildlife Habitat. The pool cage was replaced in 2024. Located just 4.6 miles from downtown Sarasota and 6 miles from pristine beaches, this Hidden Oaks estate blends country charm with urban convenience. Embrace the best of both worlds in this meticulously designed home, complete with a pool and stunning natural surroundings. Your private paradise awaits! Sellers will give a$25,000 credit at closing towards buyer closing costs(tile insurance, lender fees, rate buydown, etc).

4737 Stone Ridge Trail, Sarasota

$1,449,000
6 Beds 4 Baths Sarasota Town Of SubDv. 34240 Zip Code
A Private 12-Acre Sarasota Estate Designed for Multi-Generational Living and Complete Privacy Discover a rare opportunity to own a true Sarasota retreat — 12 private acres offering space, freedom, and the ideal layout for multi-generational living. Located in the peaceful Old Miakka area, this expansive property provides exceptional privacy while remaining just minutes from Sarasota’s beaches, dining, and culture. The 4,125 sq ft residence features 6 bedrooms and 3.5 baths, creating natural separation for extended family, guests, or dual-household living. Multiple living areas, a theater room, and a large game room provides flexible spaces for gathering or privacy, making the home perfectly suited for families who want to live together while maintaining independence. With no deed restrictions, you have the freedom to design the lifestyle you want — whether that means a family compound, hobby farm, workshop space, or simply a peaceful sanctuary away from the noise of the city. A large pool area provides a central gathering space for sunny Florida days, while the surrounding acreage ensures the quiet, private environment that rural-estate buyers value most. Properties with this level of privacy and multi-generational potential are rarely available in Sarasota. If you’ve been searching for space, freedom, and a home that can truly accommodate multiple generations, 1510 Lena Lane offers a unique opportunity to create your own private retreat.

1510 Lena Lane, Sarasota

$1,440,000
3 Beds 4 Baths Townhomes/Orange Club SubDv. 34236 Zip Code
Welcome to luxury urban living in the heart of downtown Sarasota. Located in the highly sought-after Townhomes of Orange Club, this stunning three-story residence offers approximately 2,300 square feet of thoughtfully designed living space just steps from the charm and culture of Burns Court. This beautifully appointed townhome features three spacious bedrooms, each with its own private ensuite bathroom, providing comfort and privacy for both residents and guests. A private elevator services all levels, seamlessly blending convenience with sophistication. Designed for both everyday living and entertaining, the home is crowned by an expansive rooftop deck—your own private retreat in the city—perfect for sunset gatherings, outdoor dining, or simply enjoying the vibrant downtown skyline. With its premier location, modern design, and rare rooftop living, this residence embodies the very best of Sarasota’s downtown lifestyle.

620 Rawls Avenue, Sarasota

$1,429,900
3 Beds 4 Baths Artistry Sarasota SubDv. 34240 Zip Code
EXCEPTIONAL LUXURY LAKEFRONT LIVING IN ARTISTRY Experience refined Florida living in this 2025-built lakefront residence, perfectly positioned on an oversized 0.578-acre homesite within the highly desirable Artistry community. This extensively upgraded home combines exceptional design, craftsmanship, and lake views. The thoughtfully designed floor plan features 3 ensuite bedrooms, a powder room, private office, bonus room, and split 3-car garage with an AC in a two car portion with an expoxy floor. Soaring ceilings, 8-foot doors and custom wood flooring throughout, wood ceiling beams, handcrafted wood plantation shutters, and upgraded interior paint create a warm and elegant atmosphere. Every closet features custom wood shelving, while the primary bedroom closets features a custom wood organization system and pocket doors. Additional enhancements include lighted vanity mirrors in each bathroom, tinted impact-resistant windows and doors, a whole-house water filtration system, gas tankless water heater, and an advanced 8-camera security system. The gourmet kitchen is a true showpiece, featuring quartz countertops, custom cabinetry, an extended island, two dishwashers, a pot filler above the gas cooktop, and a complete suite of Thermador appliances, including custom built-in column refrigeration and freezer. The custom-designed, gas-heated pool features lighted water bowls and built-in umbrella sleeves, surrounded by an upgraded paver deck and generous outdoor living areas—all overlooking the tranquil lake. It is an exceptional setting for entertaining, relaxing, and enjoying Sarasota’s year-round indoor-outdoor lifestyle. Additional upgrades include spray-foam insulation within the block construction for enhanced sound and thermal performance. Artistry offers a resort-style community lifestyle with amenities including a clubhouse, state-of-the-art fitness center, resort pool, pickleball and walking trails, playground, and beautifully maintenance free community. Ideally located near Lorraine Road and Palmer Boulevard, the community provides convenient access to Downtown Sarasota, Waterside Place, UTC, Lakewood Ranch, championship golf, dining and shopping, cultural attractions, and the renowned Gulf Coast beaches. This is a rare opportunity to own a nearly new luxury residence offering an extraordinary combination of premium custom upgrades, an oversized lakefront homesite, and resort-style living in one of Sarasota’s most desirable communities. Schedule your private showing and experience firsthand why this remarkable home truly stands apart.

4584 Cedron Court, Sarasota

$1,425,000
4 Beds 3 Baths Tahiti Park SubDv. 34240 Zip Code
Laurel Oak Estates, this premier golf course homesite, features an exceptional residence that offers breathtaking views and a resort-style pool and spa, creating the ideal setting for relaxing or entertaining. The spacious primary suite features hardwood flooring, a detailed tray ceiling, a bay window and two walk-in closets with built-in shelving. A luxurious bath with dual vanities, a soaking tub, double walk-in showers and a private garden wall. The well-appointed gourmet kitchen boasts granite countertops, abundant wood cabinetry, stainless steel appliances, a walk-in pantry, a compactor, extra 11-by-7 storage and a bright dinette with an aquarium window. Three distinctive themed guest rooms with hardwood flooring add charm and comfort. The gathering room has a gas fireplace and 11-foot sliders overlooking the pool area. Roof replaced (2020), ACs (2021). The garage is 3.5 spaces with a circular driveway. Located near shopping, churches, The Classical Academy and public schools. Located in the guard-gated Laurel Oak Estates, with optional Country Club memberships offering two championship golf courses, 12 Har-Tru tennis courts, pickleball, dining, a junior Olympic pool and an active social calendar. Live the Lifestyle!

2528 Tom Morris Drive, Sarasota

$1,425,000
3 Beds 4 Baths Phillippi Gardens SubDv. 34231 Zip Code
Virtually Staged. Brand new build in 2017. No HOA Fee or restrictions. Tucked away on nearly an acre in the desirable Phillippi Gardens area, this private 3-bedroom, 3.5-bath estate offers a rare blend of space, security, and classic Florida charm. Enclosed by a full concrete perimeter wall with an electronic gate, the property provides exceptional privacy and peace of mind in a prime location just minutes from Siesta Key, downtown Sarasota, shopping, dining, and top-rated schools. Designed for both comfort and efficiency, the home features hurricane-impact windows and doors, a durable metal roof, and solar panels with net metering available for energy savings. Additional upgrades include propane service, plantation shutters, and a comprehensive exterior security system with 11 surveillance cameras. Inside, the home offers a warm and inviting layout with spacious living areas, custom details, and seamless indoor-outdoor flow ideal for everyday living and entertaining. Step outside to your own private retreat featuring a sparkling pool surrounded by mature landscaping and expansive yard space. Car enthusiasts, hobbyists, and those needing extra storage will appreciate the detached, air-conditioned garages along with an RV hookup. Ample room to store your boat or RV. Set on nearly an acre with room to expand or simply enjoy the space, this unique property boasts privacy and convenience.

5618 Britannia Drive, Sarasota

$1,400,000
3 Beds 3 Baths Shoreview/Larewood Ranch Water SubDv. 34240 Zip Code
Experience luxury, maintenance free living in Shoreview at Waterside. This award-winning 3-bedroom, 3-bath home with a den and private pool & spa sits on an oversized lot bordered by greenways on two sides, offering exceptional privacy with no neighbor to the right. This former designer model earned 2nd Place in Transitional Design by the American Society of Interior Designers (2023) and was featured in Home & Design Magazine (Suncoast Edition, Fall 2023). The thoughtfully designed interior showcases a gourmet kitchen with quartz countertops, a large island, KitchenAid stainless steel appliances, and a wine bar, flowing into an elegant great room and dining area. The spacious primary suite features a custom walk-in closet, while two guest bedrooms—including a private ensuite—and a versatile den provide comfort and flexibility. Outside, enjoy your own private oasis with a saltwater pool and spa, outdoor kitchen, firepit, and peaceful greenway views. Additional highlights include designer lighting, custom window treatments, premium finishes throughout, hurricane shutters, and a whole-house generator. This exceptional designer home is beautifully appointed and ready for immediate enjoyment.

809 Sigsbee Loop, Sarasota