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$100,000
1 Beds 1 Baths Glen Oaks Gdn Apts SubDv. 34232 Zip Code
Great Condo, Great Location, Great Neighbors. This 1 bedroom, 1 bath condo is waiting for you. Reasonably priced 55+ in Glen Oaks Garden...located close to the Downtown Arts District, marina, eateries, shopping, banks, hospitals, I-75, UTC Mall, Benderson Park, Airport and best of all our beautiful beaches - always rated among top beaches in the U.S. The complex has a great pool area, lots of activities and an ideal place to be for either a year-round resident or a home away from home. Bobby Jones Public Golf Course recently renovated with beautiful walking paths is right next door. Association says 55+, rentals allowed after 18 months residency and your pet is welcome. Welcome home to Glen Oaks Garden!

1310 Glen Oaks Drive E Unit 385E, Sarasota

$245,000
2 Beds 2 Baths Glen Oaks Ridge Villas SubDv. 34232 Zip Code
BEST VALUE HOME IN GLEN OAKS RIDGE. SKIP THE REST AND GO DIRECT TO THE BEST UNIT #147!! LOOKS LIKE A NEW MODEL HOME ON THE INSIDE! Open floor plan with tons of light and picturesque views of the mature tropical landscaping across the back of the home!! Large sliding doors lead to the lanai! Updated END UNIT Villa in Glen Oaks Ridge - 55+ A French Provincial style home. HOA includes cable TV, water/sewer. community pool & gym, exterior maintenance and ground maintenance. NEW HURRICANE RATED WINDOWS for $13,000 in April 2025 and NEW WINDOW TREATMENTS and washer/dryer can CONVEY, removed popcorn ceiling, NEWER UPDATED KITCHEN WITH NEW APPLIANCES, NEW landscaping! the home is professionally NEWLY painted including the walls, doors and trim! Kitchen cabinets were refinished, New light fixtures, Hot water heater is approx. 3 years old, and THE CLOSET REMODELED! This home has over 1,500 heated square feet that includes 2 bedrooms, 2 full bathrooms. Both bathrooms have been updated, Living room, dining room, den/study, Florida room plus a large laundry/utility room and it has a private driveway/carport not shared with others. Wait till you see this Beautifully updated kitchen that includes the removal of two walls to open it up, adding a breakfast bar, all new cabinetry, stone counters and backsplash. No carpet here...tile floors throughout plus updated lighting and crown molding. Out front you have a newly screened front breezeway, a small courtyard, 1 car carport and a driveway for another car and plenty of guest parking across the street! Glen Oaks Ridge is a pet friendly and active community with a wonderful HEATED pool overlooking a large lake with a fountain, clubhouse with a library, fitness room, billiards and shuffleboard. LOCATION, LOCATION, LOCATION...walk to two parks, Bobby Jones golf course, short drive to plenty of shopping, UTC, downtown Sarasota, I-75, St. Armand's, Lido Beach, etc.

1520 Lakeside Way Unit 147, Sarasota

$180,000
2 Beds 2 Baths Pinewood Village SubDv. 34231 Zip Code
Virtually Staged. Delightful 2-bedroom, 2-bath condo in an unbeatable Sarasota location! Beautifully maintained and move-in ready, this spacious home is just 15 minutes from the world-famous Siesta Key Beach and the vibrant dining, shopping, and cultural attractions of Downtown Sarasota. The recently renovated kitchen offers a fresh, modern feel, while the generous floor plan provides comfort, convenience, and easy Florida living. Additional updates include a new A/C (2023) for added peace of mind. The current tenant is scheduled to move out in September 2026, making this an excellent opportunity for a first-time homebuyer looking to move right in, while also offering investors immediate rental income until then. To provide even greater peace of mind, the seller is including a one-year home warranty, paid at closing. Whether you're searching for your first home, a seasonal retreat, or a smart investment, this Sarasota gem is one you won't want to miss.

2763 Woodgate Lane Unit 211, Sarasota

$5,329,000
3 Beds 4 Baths Ritz-Carlton Residences, Sarasota Bay SubDv. 34236 Zip Code
Virtually Staged. Pre-Construction. To be built. Residence #1204 at the Ritz-Carlton Residences offers over 3,800 square feet of refined, west-facing living in Sarasota’s Quay district. This three-bedroom, 3.5-bath plus den residence facing west to embrace stunning views, and capture breathtaking sunset and harbor views from expansive private terraces. Arrive via private elevator to soaring 12-foot ceilings, walls of glass, and a seamless indoor-outdoor design. The chef’s kitchen features European cabinetry, quartz countertops, and Wolf and Sub-Zero appliances. Residents enjoy elevated wellness and social amenities, all supported by the enduring strength of the Ritz-Carlton brand, whose uncompromising standards of service and maintenance protect lifestyle and long-term value. For moments of relaxation, the waterfront Wellness Center awaits, featuring hot and cold plunge pools, sauna and steam rooms, and private treatment rooms. Adding to the allure of the community is a spacious sports lounge with a golf simulator, providing endless entertainment options. Experience a life enriched by impeccable service, where every detail, from leisurely outings to special occasions, is meticulously attended to. Embrace effortless days immersed in the unparalleled luxury of Ritz-Carlton living.

555 Quay Cmns Unit 1204, Sarasota

$223,900
2 Beds 2 Baths Glen Oaks Ridge Villas SubDv. 34232 Zip Code
Welcome to Glen Oaks Ridge, a sought-after 55+ community where resort-style amenities meet a peaceful, natural setting minutes from the heart of Sarasota. This pristine, move-in ready 2 bed, 2 bath end-unit villa offers the space and privacy of a single-family home, without the upkeep. Step through the screened breezeway and etched glass front door into a home that feels warm and welcoming from the moment you arrive. Inside, an open floor plan and abundant natural light create an inviting feel, with living, dining, and kitchen areas connecting effortlessly. A light-filled Florida room and flexible bonus room/den add space to work, create or unwind. The primary suite offers a walk-in closet and private en-suite bath, and a second bedroom with full guest bath welcomes visitors. As an end-unit, there's no shared driveway and only a laundry wall connects you to your neighbor for true single-family privacy. Glen Oaks Ridge offers something for everyone including a clubhouse, fitness center, heated pool overlooking the lake, library, card rooms, shuffleboard, putting green, and a newly added lawn bowling facility. Residents enjoy a full calendar of social activities, from game nights to group outings. The community is adjacent to Bobby Jones Golf Course and its new recreation complex with nature trails, and just a short drive to UTC Mall, downtown Sarasota, St. Armands Circle, and the beach.

3828 Blue Stone Way Unit 77, Sarasota

$4,159,000
3 Beds 4 Baths Ritz-Carlton Residences, Sarasota Bay SubDv. 34236 Zip Code
Virtually Staged. Pre-Construction. To be built. Welcome to branded luxury living at The Ritz-Carlton Residences, Sarasota Bay, ideally in Sarasota’s vibrant cultural district at The Quay. Residence #505 offers over 4,600 square feet with three bedrooms, 3.5 baths and a den. On the north side of the tower, this exceptional home captures panoramic north, west and east views, enhanced by dramatic 12-foot ceilings and three private terraces. Enjoy breathtaking Gulf sunsets from the western terrace and sweeping Sarasota Bay and Bayfront Park views from the north. The primary suite is a private retreat with its west-facing terrace, floor-to-ceiling water views, an oversized soaking tub and glass-enclosed shower. A secured private elevator opens to your personal foyer. The chef’s kitchen features European cabinetry, quartz countertops, and premium Wolf and Sub-Zero appliances. Residents enjoy a full suite of resort-style amenities, including a state-of-the-art fitness center, waterfront wellness facilities with hot and cold plunges, sauna and steam rooms, private treatment areas, and a sophisticated Sports Lounge with golf simulator. What distinguishes this opportunity is the enduring strength of the Ritz-Carlton brand, a long-term commitment to excellence in service, operations, and meticulous maintenance that protects your investment and preserves the level of luxury you expect.

555 Quay Common Unit 505, Sarasota

$695,000
4 Beds 4 Baths Skye Ranch Neighborhood Four North SubDv. 34241 Zip Code
Welcome to this beautifully designed, move-in-ready HOME in the perfect Cassia neighborhood of Skye Ranch — one of Sarasota’s premier master-planned, gated community! Highly rated Sarasota County School District. Built in 2022 on a spacious CORNER LOT WITH WATER VIEW. This two-story residence offers approximately 2940 sqft of bright, open living space with 4 bedrooms + 3.5 baths + 1 LOFT upstairs + 1 versatile Media/Game Room upstairs + 1 Study/Office Room downstairs with thoughtful upgrades throughout. All 8-feet height interior doors throughout the home. Step inside to an inviting open-concept layout perfect for today’s lifestyle. The gourmet kitchen features a large island, graded stainless steel appliances, ample cabinetry. It flows effortlessly into the dining and gathering areas, creating a warm and welcoming atmosphere. Main-level den/office — perfect for remote work or a quiet retreat. Spacious primary suite with tray ceiling, en-suite bath, two vanities, walk-in shower and closet. Three additional bedrooms upstairs, one with private full bath. One large media/game room for multifunctional usage with French door and stunning water views of the backyard. One additional loft bonus space for great entertainment and second living space. Covered lanai overlooking the sizable back yard ideally ready for your future private pool and outdoor oasis with serene water view. It is the Florida dream living in this resort-style gated community. Enjoy a massive 25,000+ sqft HUB amenity center with resort pools, resort style lagoon, junior olympic pools, splash pad, state-of-the-art fitness center, indoor basketball court, rock climbing, event lawn, café, playgrounds, sports fields, dog park, miles of trails, and more. Perfectly the Turner Park is also on front of the community providing soccer fields, baseball fields, tennis, basketball, parks, trails, etc. Conveniently located just minutes from SR 72, I-75, upscale shopping, dining, and a short drive to Siesta Key Beach and all the best of Sarasota. Schedule a showing today!

10141 Milky Way Circle, Sarasota

$585,000
1 Beds 2 Baths Lido Regency SubDv. 34236 Zip Code
Spectacular Waterfront Living with Panoramic Views! Experience the best of Sarasota's coastal lifestyle in this beautiful, fully furnished, move-in-ready 10th-floor condominium, offering breathtaking, unobstructed views of the nature preserve, Sarasota Bay, and the city skyline. Thoughtfully designed, this spacious 1-bedroom, 1½-bath residence features an open floor plan that maximizes natural light and showcases the stunning scenery from nearly every angle. The inviting living area offers ample space for relaxation and entertaining, while a dedicated home office provides the ideal setting for remote work, complete with a wall of built-in cabinets for ample storage. An elegant dining area flows seamlessly into the fully equipped kitchen, which features electric appliances and a generous kitchen island. Designed for comfort and peace of mind, the residence features hurricane-impact windows, a new HVAC system, and a new water heater. The building has undergone numerous recent upgrades, further enhancing its value and appeal. Located on a premier private beachfront on Lido Key, the community offers residents resort-style amenities, on-site management, secure building access, and assigned covered parking. It is just minutes from the renowned shops and restaurants of Saint Armands Circle and the vibrant cultural and entertainment district of downtown Sarasota. Whether you're seeking a year-round residence, a seasonal retreat, or an investment opportunity, this exceptional condominium offers stunning views, modern updates, and an unbeatable location within one of Sarasota's most desirable beachfront communities.

1700 Benjamin Franklin Drive Unit 10F, Sarasota

$279,000
2 Beds 2 Baths Hunters Walk - Hamlets SubDv. 34235 Zip Code
Welcome home to 4515 Winston Ln — where "totally updated" actually means it! This light, bright 2-bedroom, 2-bath villa has been refreshed from top to bottom in 2026, so you can skip the to-do list and start enjoying lake views instead. Step inside to wide-plank LVP flooring flowing throughout, a cozy fireplace for movie nights, and a stunning kitchen featuring butcher block counters and all-new appliances (with a new fridge on the way!). The big-ticket stuff is already done too — new roof, new AC, and new water heater in 2026 — so all that's left for you to do is move in. Plus, an in-unit washer and dryer means laundry day just got a whole lot easier. Love the outdoors? You'll have not one but two patios to choose from, including a serene spot overlooking the community lake — perfect for morning coffee or evening unwinding. And when you're ready to be social, the amenities are just steps away: take a dip in the community pool, rally on the pickleball or tennis courts, or mingle at the clubhouse. Covered parking included, because nobody wants a hot steering wheel in Florida. This isn't just a villa — it's a lifestyle upgrade. Come see why 4515 Winston Ln checks every box!

4515 Winston Lane N Unit 47, Sarasota

$225,000
3 Beds 2 Baths Vintage Grand SubDv. 34238 Zip Code
Welcome to one of the most thoughtfully updated condos in all of Sarasota — where every detail has been done *for* you, so you can move right in and start living. Step inside this **second-floor gem** and you're immediately greeted by soaring vaulted ceilings and an abundance of natural light that makes the space feel open, airy, and larger than life. The COMPLETELY RENOVATED KITCHEN is an absolute showstopper — featuring a LARGE PENINSULA WITH GENEROUS SEATING, stunning QUARTZ COUNTERTOPS with a POP UP OUTLET to make cooking or charging a breeze, and Stainless Steel APPLIANCES JUST 2 YEARS OLD, all ready for your morning coffee routine or weekend entertaining. Plus you have an actual Dining Room Area. Both bathrooms have been fully renovated as well, and the NEW FLOORING flows seamlessly throughout, giving the entire unit a clean, modern feel. A BRAND NEW HOT WATER HEATER means the big ticket items are already handled. And did I mention an IN-UNIT large LAUNDRY room and pantry! Step out onto your PRIVATE BALCONY for a quiet morning or an evening wind-down — because yes, second-floor living means peace and quiet without sacrificing convenience. The association has done the heavy lifting too. We're talking a COMPLETE EXTERIOR RENOVATION — BRAND NEW ROOFS, IMPACT WINDOWS AND SLIDERS, NEW STUCCO AND FRESH PAINT. The MAIN POOL HAS BEEN FULLY RENOVATED with a HOT TUB and tons of patio lounge chairs, and it's just a one-minute walk from your front door. A SECOND POOL IS CURRENTLY UNDERGOING RENOVATION as well. Beyond the pools, enjoy OUTDOOR GRILLS, a COMMUNITY GARDEN, BASKETBALL COURT, TENNIS COURTS, BIKE STORAGE, CAR WASH STATION, and a BEAUTIFUL INDOOR COMMUNITY AREA — this association is truly resort-style living. And the location? This is where it gets *really* exciting. Building One sits right near the **Sarasota Square Blvd entrance** — easy in, easy out, no hunting for your turn. Just steps away is the highly anticipated **SRQ Square development**, set to begin opening this **late summer 2026**, bringing a **Trader Joe's, Whole Foods, and a curated lineup of restaurants and shopping** to your doorstep. This corridor is one of the most talked-about growth areas in all of Sarasota right now, and you have the chance to get in before the buzz fully arrives. When you need a moment of calm, take a stroll along the community's SCENIC WALKING PATHS alongside a beautiful large pond — where the turtles are always out and the pace slows down just enough. This one is special. Call today before it's gone.

4002 Crockers Lake Boulevard Unit 21, Sarasota

$420,000
2 Beds 2 Baths Windward/Lakewood Ra Ncii Ph I SubDv. 34240 Zip Code
Welcome to Windward at Lakewood Ranch, a gated, resort-style community offering a clubhouse, fitness center, community pool, lap pool, tennis courts, pickleball courts, playground, dog park, walking paths, and golf-cart-friendly streets. Built in 2023, this beautifully maintained villa offers more than 1,500 square feet of thoughtfully designed living space with 2 bedrooms, 2 bathrooms, a versatile den with french doors, and a 2-car garage. The open-concept interior is filled with natural light and extends to a screened lanai, perfect for enjoying Florida’s year-round outdoor lifestyle. Situated on a quiet cul-de-sac, the home also features attractive curb appeal, a paved driveway, and a screened front entry. Conveniently located near Fruitville Road and I-75, residents enjoy easy access to Waterside Place, UTC, downtown Sarasota, shopping, dining, top-rated schools, and the Gulf Coast beaches. Ideal for full-time or seasonal living, this like-new home offers comfort, convenience, and an exceptional Lakewood Ranch lifestyle.

2918 Butterfly Jasmine Trail, Sarasota

$6,999,000
3 Beds 4 Baths Ritz-Carlton Residences, Sarasota Bay SubDv. 34236 Zip Code
Virtually Staged. Pre-Construction. To be built. Prepare to be wowed. This 20-story Ritz-Carlton Residences tower under construction enjoys a prime waterfront location in the heart of Sarasota's accessible downtown cultural district. Estate 1704 with 13-foot ceilings optimizes beautiful vistas of Quay Harbor, The Bay Park, Sarasota Bay and the Gulf of Mexico. It's an impressive estate. Residence E's design features soaring walls of glass that create an expansive and luxurious great room experience. This spacious area is accentuated by a wraparound terrace with a summer kitchen. The primary bedroom offers a breathtaking bay view through your own private terraced space, complemented by two generous walk-in closets. The spa-style bath boasts a deep soaking bathtub, a double shower and a double vanity. Additionally, two guest bedrooms each come with private en-suite baths and access to separate east-facing terraces. In the Ritz Carlton global tradition of peerless service, this private residence will enjoy a dedicated on-site team that takes pride in anticipating every need and fulfilling every wish. A 24-hour dedicated staff and concierge, food and beverage services available from a private, on-site service kitchen, dedicated 24-hour valet, housekeeping services and an impressive array of private amenities overlooking the sparkling yacht harbor. In addition to the exceptional private amenities and services available exclusively to our tower residents, membership in The Harbor Club provides access to nearly 20,000 square feet of amenities dedicated to socializing, health and wellness.

555 Quay Common Unit 1704, Sarasota

$510,000
3 Beds 2 Baths Villa Rosa SubDv. 34233 Zip Code
Tucked within a secure gated enclave in Sarasota’s highly desirable 34233 area, this beautifully reimagined Spanish Mediterranean residence blends timeless architecture with a refined, modern interior designed for effortless coastal living. A classic tile roof and elegant exterior detailing set the tone for what awaits inside—soaring ceilings and thoughtfully designed tray accents create a sense of volume and light throughout the home. The open-concept layout has been fully transformed to meet today’s lifestyle expectations, offering seamless flow between the main living spaces while still preserving a sense of warmth and sophistication. At the heart of the home, the chef-inspired kitchen showcases rich wood cabinetry, brushed brass fixtures, and a clean, elevated design that pairs beauty with functionality. A dedicated dining area provides the perfect setting for both intimate dinners and effortless entertaining. The spacious primary suite serves as a private retreat, complete with a well-appointed en-suite bath featuring dual vanities and a generous walk-in closet. Secondary bedrooms are notably oversized, offering flexibility for guests, family, or dedicated work-from-home spaces. Designed for low-maintenance living, the HOA maintains the general area landscaping, allowing more time to enjoy the lifestyle this location is known for. An attached two-car garage adds everyday convenience and storage. There is also a screened-in back porch where you can spend your quiet time, as the home backs onto preserved land, so you can enjoy your privacy with no neighbors at the back to worry about. Perfectly positioned less than 8 miles from the world-renowned Siesta Key Beach, consistently ranked among the best beaches in the United States, this home offers the rare combination of architectural charm, modern updates, and unbeatable proximity to Sarasota’s most coveted coastal experiences. A true lock-and-leave opportunity where elegance, comfort, and location come together in one exceptional offering.

4315 Reflections Parkway, Sarasota

$585,000
2 Beds 2 Baths Sarasota Harbor East SubDv. 34236 Zip Code
Enjoy a million-dollar view without a million dollar price tag! Sarasota Harbor East is one of the most sought-after locations in Sarasota, just minutes from St Armand's Circle, Lido Beach, downtown Sarasota, and directly across the street from the Sarasota Yacht Club. You'll fall in love with the spectacular views the turquoise waters of Sarasota Bay, the Ringling Causeway as it lights up at night, and be spellbound by the fireworks over Sarasota Bay during July 4th and New Year's Eve. This lovely 2-bedroom/2-bath condo is offered turnkey furnished, with ceramic tile, an open-concept floor plan, renovated kitchen/baths, and an enclosed lanai, with a shared laundry room right next door. Recent updates include new hurricane-impact windows and sliders, a Nest thermostat, keyless front-door entry, and newly refinished cabinetry. Each unit includes a covered parking space and a storage unit on the 3rd floor. Community amenities include a clubhouse, community pool with sweeping views of the bay, shuffleboard courts, a community gas grill, a secured bicycle shed, and a kayak storage rack. The community's free boat slips are available on a first-come, first-served basis, are commonly available, accommodating both sail boats and powerboats up to 30'. Sarasota Harbor East is a 55+ community that allows rentals after one year of ownership. The second floor unit is accessible by elevator and stairs.

777 John Ringling Boulevard Unit 24, Sarasota

$1,199,000
2 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
Experience full gulf-front views and the lifestyle of island living on the world-renowned Siesta Key beach. This beautiful fifth-floor end-unit residence is in the south tower of Whispering Sands, a community in the heart of Siesta Key Village. This property offers the ideal blend of serenity and convenience. Residents enjoy private beach access and 800 feet of quartz sand beach, yet you are just a short distance from all the shops, boutiques and restaurants of the village. With open-air hallway corridors, you will feel the island breeze as you enter the front door of the residence. An abundance of natural light immediately welcomes you from the windows and large wall of glass sliders in the living and dining area, designed to showcase the dreamy turquoise water views of the Gulf. This two-bedroom, two-bath unit features light and bright neutral tones providing a warm yet coastal feel. The highlight of this unit is the 25-foot terrace accessible through two sets of hurricane/impact rated floor-to-ceiling glass sliders with remote-controlled shades. Here is where you will want to sit, relax and take in the expansive and postcard-worthy beach views. The kitchen has been upgraded with granite countertops, breakfast bar, new cabinets, stainless steel appliances, a built-in desk area and a closet pantry. From your primary suite, you will enjoy views of the turquoise water by day and golden sunsets by night through the floor-to-ceiling glass sliders. This cozy retreat also offers an updated en-suite bath, generous walk-in closet and a wall of custom built-in drawers. The guest bedroom is versatile and large enough for two queen beds or could be used as a den or home office. Whispering Sands is a 55-plus community and is resort-inspired, featuring two heated pools with new travertine decks, canoe/kayak storage, shuffleboard, a beachside tiki hut with barbecue grills and lush landscaped grounds. The main clubhouse, featuring a fitness center, community room and lounge area, is undergoing a complete remodel with an expected completion date of late 2026. When you are ready to venture out beyond the sandy beaches, you’ll be just a short drive to downtown Sarasota and its world-class arts, dining and culture scene. This property is more than just a condominium, it’s a lifestyle. Come live it today!

20 Whispering Sands Drive Unit 501, Sarasota

$450,000
2 Beds 2 Baths Cascades At Sarasota SubDv. 34243 Zip Code
Two bedrooms, a den, and water views in one of Sarasota's most active 55+ communities — and no CDD fees. This home in Cascades at Sarasota has been well cared for and is completely carpet-free, with tile and luxury vinyl plank throughout. The layout works: an eat-in kitchen with updated finishes, a separate dining area, two comfortable bedrooms, and a den that works well as a home office or hobby room. The extended screened lanai has water views, sunsets, and enough room to actually entertain — not just two chairs and a side table. Cascades is a gated, maintenance-free community with lawn care included and no CDD fees. The 25,000-square-foot clubhouse was recently renovated and includes a heated indoor-outdoor pool, fitness center, banquet hall, six Har-Tru tennis courts with a full-time pro, pickleball, bocce, and an arts and crafts room with two pottery kilns. There's a full activity calendar if you want it, or you can keep to yourself — the community supports both. Location-wise, you're about 15 minutes from downtown Sarasota, the Ringling Museum, and Selby Gardens. Siesta Key, Lido Key, and Longboat Key are all within easy reach. UTC Mall and St. Armands Circle are close for shopping and dining, and Sarasota International Airport is convenient for traveling.

4211 64th Avenue E, Sarasota

$8,000,000
Siesta Properties Inc SubDv. 34242 Zip Code
An Extraordinary Gulf-Front Estate Opportunity There are few opportunities remaining to create a legacy estate directly on the Gulf of Mexico. At 7740 Sanderling Road, nearly one acre of pristine beachfront offers an exceptional canvas for a world-class custom residence in one of Florida's most exclusive coastal communities. Positioned along the sugar-white sands of Siesta Key, this rare Gulf-front homesite presents an unparalleled opportunity to design a private waterfront retreat with sweeping panoramic views of the Gulf of Mexico, spectacular year-round sunsets, and direct access to one of the world's most celebrated beaches. With expansive frontage and generous dimensions, the property invites limitless architectural possibilities—from a contemporary coastal masterpiece to a timeless estate designed for generations to enjoy. Located within the prestigious Sanderling Club, this exceptional property enjoys the distinction of being part of Siesta Key's only private, gated Gulf-front community with 24-hour manned security. Originally envisioned by renowned Architect Paul Rudolph, Sarasota School of Architecture, Sanderling Club has long been recognized as one of Sarasota's most coveted residential enclaves, where privacy, natural beauty, and architectural excellence come together in a setting unlike any other on Florida's Gulf Coast. Residents enjoy an exclusive collection of amenities, including a private beachfront clubhouse overlooking the Gulf, tennis and pickleball courts, a marina with boating access to Sarasota Bay, scenic nature canopy roads , and beautifully maintained grounds that preserve the community's tranquil coastal character. The neighborhood's low density and commitment to preserving its natural environment have made Sanderling Club one of the region's most enduring luxury addresses. Beyond the gates, Siesta Key offers an internationally acclaimed lifestyle defined by its powder-soft quartz beaches, turquoise Gulf waters, and relaxed sophistication. From waterfront dining and boutique shopping in Siesta Key Village to boating, paddleboarding, fishing, and endless days on the water, the island offers an effortless blend of recreation and refinement. Just minutes away, downtown Sarasota provides a vibrant cultural scene that rivals much larger metropolitan destinations. Residents enjoy world-class performing arts, acclaimed restaurants, private clubs, championship golf, luxury shopping, art galleries, marinas, and exceptional healthcare. From evenings at the Sarasota Opera or the Van Wezel Performing Arts Hall to waterfront dining at Marina Jack and shopping at St. Armands Circle, Sarasota continues to rank among the nation's premier luxury lifestyle destinations. Large Gulf-front homesites of this caliber have become exceedingly rare. Combining nearly an acre of buildable beachfront, extraordinary privacy, direct Gulf frontage, and the prestige of Sanderling Club, 7740 Sanderling Road represents an opportunity to create an iconic waterfront estate in one of the most desirable addresses on Florida's Gulf Coast. This is more than a homesite—it is the foundation for a legacy.

7740 Sanderling Road, Sarasota

$15,900,000
4 Beds 5 Baths Sanderling Club SubDv. 34242 Zip Code
Inspired by the timeless grandeur of Louisiana's legendary Oak Alley Plantation, this extraordinary Gulf-to-lagoon estate is one of the most architecturally distinctive residences on Siesta Key. Positioned on a rare 1.97-acre Gulf-to-bay homesite within the private gates of The Sanderling Club, this home evokes the sophistication of a Southern manor while embracing the relaxed sophistication of Florida's Gulf Coast. A sweeping palm-lined drive, stately columned façade, and symmetrical architecture create a memorable first impression, echoing the enduring beauty that inspired its design. Constructed by Christner Bros., the residence encompasses approximately 8,209 square feet under air with four bedrooms, four full baths, one half bath, elevator access, and an oversized five-car collector's garage with dedicated workshop space. Designed for both grand-scale entertaining and refined everyday living, the home showcases soaring ceilings, handcrafted millwork, marble flooring, and a dramatic curved staircase that anchors the elegant interiors. Expansive living and dining rooms flow effortlessly onto an exceptional wraparound covered terrace, creating seamless indoor-outdoor living while framing panoramic views of the Gulf of Mexico, Heron Lagoon, and the surrounding tropical landscape. The chef's kitchen is equally suited for intimate gatherings and large-scale entertaining, featuring custom cabinetry, granite countertops, Wolf and Sub-Zero appliances, double wall ovens, generous preparation areas, and direct terrace access. A richly detailed executive office with custom built-ins, an extensive butler's pantry, media room, and abundant utility spaces further enhance the home's thoughtful design. The primary suite is a private sanctuary with terrace access, generous sitting areas, and a spa-inspired bath featuring dual vanities, extensive custom cabinetry, a walk-in shower, and abundant natural light. Three additional guest suites, each with en-suite baths, provide luxurious accommodations while overlooking the estate's lush tropical grounds. The lower level offers exceptional flexibility with expansive bonus space ideal for a wellness center, fitness studio, golf simulator, game room, collector's gallery, workshop, or additional recreational living. Impact-rated windows and doors, hurricane shutters and screens, a security system, and a newer 24-kW Kohler generator contribute to the home's enduring quality and peace of mind. The estate's setting is equally remarkable. With approximately 150 feet of pristine Gulf frontage and 150 feet of frontage along tranquil Heron Lagoon, opportunities to own a true Gulf-to-lagoon property are exceedingly rare. Launch a kayak or paddleboard from the private dock, spend afternoons on the secluded beach, or experience spectacular sunsets over the Gulf from your own backyard. Residents also enjoy the exclusive amenities of The Sanderling Club, including a private beach, marina, tennis courts, clubhouse, and one of Siesta Key's most private and prestigious waterfront communities. Just beyond the gates await Siesta Key's internationally acclaimed quartz-sand beaches, the boutiques and restaurants of Siesta Village, and the arts, dining, and cultural attractions of downtown Sarasota. 8132 Sanderling Road is a legacy estate where inspired architecture, timeless elegance, and one of Florida's rarest Gulf-to-lagoon settings come together to create an offering of exceptional significance.

8132 Sanderling Road, Sarasota

$439,000
2 Beds 2 Baths Treetops At North Forty SubDv. 34243 Zip Code
Step through the front door and into a light-filled, open great-room layout where vaulted ceilings, walls of windows, and dual sets of French doors blur the line between indoor and outdoor living. This updated 2-bedroom, 2-bath home with a flex den/office is tailor-made for both relaxed daily living and unforgettable gatherings. Stylish, Ready-to-Entertain Interior Kitchen redone in 2014: stainless-steel appliances, granite counters, breakfast bar, pantry, and a sunny nook with slider to the garden. Tile floors throughout—zero carpet for allergy-friendly, easy maintenance. Split-plan privacy: the airy primary suite enjoys pool access, dual sinks, and frameless tile shower, while the guest wing shares an upgraded bath with the den nearby. Outdoor Oasis Slide open the French doors and savor the Florida lifestyle on the screened, covered lanai overlooking a sparkling saltwater pool. Host cookouts, sip morning coffee amid the side garden, or toast another brilliant Gulf-coast sunset. Peace-of-Mind Updates & Storage Roof 2015 • Water heater 2020 Oversized 2-car garage with built-in storage shelves for toys and tools alike. Resort-Style Amenities & Prime Location Residents of Tree Tops at North Forty enjoy a community pool and tennis court, all moments from world-class golf, dining, shopping, and downtown Sarasota’s arts scene. This is the move-in-ready, low-maintenance pool home you’ve been waiting for—schedule your private tour today! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

7716 Geneva Lane, Sarasota

$460,000
2 Beds 2 Baths Stoneybrook Veranda Greens SubDv. 34238 Zip Code
Impressive 1ST floor ABBEY model, in sought after Stoneybrook Golf & Country Club in Palmer Ranch! Entire condo has been updated to today's designer tastes. And to make it even more desirable...all the windows and glass doors are HURRICANE IMPACT for extra peace of mind and energy efficiency. There are views from every window as this is an END unit, so you can see all of the #4 tee boxes from different windows of the home and amazing, and expansive views from the the back lanai of the 4th hole and lake, where nature abounds with birds, and wildlife. The impact glass secures peace and quiet inside, and brings in loads of natural light. Windows are adorned with classic plantation shutters and shades. The updated kitchen is stunning, showcasing all granite counters, tiled back splash, soft close drawers, SS appliances and an eat-on bar for entertaining guests or sit at the casual dinette overlooking yet another tiled and screened in lanai to relax and enjoy the fresh air all year round. Both bathrooms have been tastefully updated with walk-in, tiled glassed showers, and raised stone vanities. The thoughtful split-bedroom floor plan provides privacy for both owners and guests, while the DEN offers flexibility as a home office, reading room, or additional guest space, and enjoys a double door for more privacy. Additional highlights include a detached one-car garage with plenty of storage for your golf and beach gear. Veranda Greens has its own heated pool and grill area just steps out your front door, this is the ease of first-floor living with no stairs! Stoneybrook Golf and Country Club just completed their new 18 hole golf course designed by Arthur Hills and Kipp Schulties and is said to be one of the best on the West Coast! Other top-notch amenities include Lighted Har-Tru tennis/pickle ball courts, pro-shop, well-equipped fitness center, bocce court, putting greens, driving range, fitness studio, sharing library, additional heated pool/spa, full service restaurant/bar, meeting rooms, catering facility, outdoor dining patio, walking/biking trails, fishing, planned activities like yoga, mahjong, line dancing, and so much more! Stoneybrook Golf and Country Club is a prime location close to the Legacy Trail, area Beaches, Costco, Lowes, restaurants and all Sarasota and Venice has to enjoy! Experience the perfect blend of comfort, style, and resort-style living—schedule your private showing today!

9540 High Gate Drive Unit 1411, Sarasota

$525,000
2 Beds 2 Baths Windwood SubDv. 34240 Zip Code
Do you catch yourself daydreaming about moving to Florida or owning a seasonal home, but feel overwhelmed by all the logistics and investment involved in designing, furnishing, and stocking a home for everyday living? If so, you may want to consider this beautifully furnished, open-concept villa being offered turnkey. Giving you the opportunity to simply bring your personal belongings and immediately begin enjoying the community's resort-style pools, morning walks or sunsets at the beach, making new friends at the community's pickleball courts, or year-round outdoor grilling and dining. This beautifully designed, move-in-ready villa is situated on a prime lot in the gated community of Windward at Lakewood Ranch. You'll appreciate the oversized paver driveway and added privacy from having no homes directly across the street. Upon entering this fully furnished and thoughtfully appointed villa, you will discover wood-look tile flooring throughout (no carpet), plantation shutters, ample recessed lighting, impact-rated windows/doors, and a purification system on the A/C. You will also enjoy efficiency from the many smart home features and the security system. For your comfort the living room windows/sliding glass doors have been tinted to reduce sun glare and UV heat. The kitchen, open to the main living and dining areas, features quartz countertops, a gas range, soft-close wood cabinetry with pull-out shelves, GE stainless steel appliances, pendant lighting, a complementing backsplash, a built-in pantry, and a spacious island ideal for casual dining. The living room showcases a tray ceiling and a pocket sliding glass door that creates a seamless transition between the indoor/outdoor living spaces. Outside, you'll enjoy a paver screened lanai with no rear neighbors. The lanai is pre-plumbed for an outdoor kitchen and a spot to mount a TV. A motorized shade can be lowered at the touch of a button to cover the sliding door. The primary and guest bedrooms are located on opposite sides of the home, providing privacy and comfort for residents and guests. The primary suite offers two closets, including a walk-in closet, dual vanities with quartz countertops, a walk-in shower with floor-to-ceiling tile, and a private water closet. The guest bedroom includes a walk-in closet, while the guest bathroom offers quartz countertops and a soaking tub/shower combination. The den, complete with French glass doors, provides flexibility as a home office, media room, workout space, or temporary bedroom. For added convenience, there is a dedicated laundry room with a side-by-side washer/dryer, along with additional storage. This amenity-rich community offers two pools (one a lap pool), hot tub, clubhouse, fitness center with yoga studio, pickleball/tennis courts, dog park, walking trails, and numerous gathering areas including cornhole/fire pit locations. An on-site activities director coordinates community events and social opportunities. Waterside Place is just a short bike ride away and features dining, entertainment, and weekly events. Grocery stores, retail shopping, and I-75 are only minutes away, while Downtown Sarasota, Gulf beaches, The Mall at University Town Center, numerous golf courses, and parks are all within a short drive. Skip the stress of furnishing a new home or coordinating deliveries from afar. Simply bring your clothes and a toothbrush, then add your personal touches over time while immediately enjoying the year round Florida lifestyle.

2321 Blue Mahoe Lane, Sarasota

$284,500
3 Beds 2 Baths Tallywood Condos SubDv. 34237 Zip Code
Welcome to Tallywood, one of Sarasota's desirable 55+ villa communities! Nestled beneath a canopy of mature trees, Tallywood extends a peaceful setting just minutes from downtown Sarasota, UTC, Lido Key, St. Armand's Circle, the Baltimore Orioles Spring Training stadium, the renovated Bobby Jones Golf Club, and the expansive 96-acre Sarasota County park featuring walking trails, recreational amenities, and ongoing enhancements. This spacious villa features the largest floor plan in Tallywood, offering nearly 1,700 square feet of living space plus a dedicated carport and private storage room. The thoughtfully designed layout includes a first-floor primary suite, a guest bedroom and full guest bath, soaring cathedral ceilings in the living and dining areas, a generously sized kitchen, and an upstairs loft that can serve as a third bedroom, home office, hobby room, or additional guest space. Abundant storage is found throughout the home. Recent improvements include hurricane-impact-rated windows and sliding glass doors throughout, a water heater approximately three years old, and most kitchen appliances replaced within the last three to six years. For additional peace of mind, a transferable home warranty is included and extends through the end of 2026. Relax in the private screened lanai, enjoy the convenience of your covered carport and storage room, and take advantage of ample guest parking nearby. Residents of Tallywood enjoy an outstanding selection of amenities, including an Olympic-size swimming pool, clubhouse, fitness center, library, community kitchen, shuffleboard courts, and an active social calendar. Offering exceptional value at $284,500, this beautifully maintained villa combines generous living space, quality updates, and an outstanding Sarasota location. Schedule your private showing today!

3412 Tallywood Circle Unit 7018, Sarasota

$364,000
1 Beds 1 Baths Pointe On Midnight Pass SubDv. 34242 Zip Code
At the very end of Midnight Pass Road—where tranquility, water, and lifestyle take over. The Pointe is a private, gated, park-like condominium community situated on the southernmost tip of Siesta Key, where Midnight Pass Road ends and a remarkable waterfront lifestyle begins. Surrounded by water, wildlife, and natural beauty, residents regularly enjoy sightings of dolphins, manatees, pelicans, herons, egrets, and active osprey nests, while kayakers and paddle boarders quietly pass through the surrounding waterways. Set on more than five acres and surrounded by over 900 feet of seawall, The Pointe combines a private gated setting, Gazebo Island, boat slips, kayak launches, abundant wildlife, and immediate access to Sarasota Bay and the Gulf—an exceptionally rare combination of amenities and natural beauty found in very few condominium communities in Southwest Florida. Unit 903S is one of only 16 one-bedroom residences within the entire community and is currently the only available one-bedroom opportunity at The Pointe. Positioned on the 9th floor, the residence enjoys wonderful sunrise views over Little Sarasota Bay and evening sunsets toward the Gulf. During much of the year, fresh Gulf breezes flow naturally through the residence, creating the relaxed coastal lifestyle that attracts owners to Siesta Key. The residence has been thoughtfully refreshed and furnished in a clean coastal-contemporary style with designer furnishings selected through The Pamaro Shop. The presentation emphasizes light, openness, comfort, and surrounding water views while still allowing future owners the flexibility to personalize the residence according to their own tastes. The Pointe is recognized for its strong ownership structure, professional on-site management, and completion of all required post-Champlain engineering and structural requirements. Major building improvements have been completed and paid for, providing buyers with confidence in the community's long-term stewardship and financial stability. WATERFRONT LIFESTYLE & AMENITIES • Largest condominium swimming pool on Siesta Key (heated year-round)• 12-person in-ground spa• Tennis and pickleball court• Three BBQ and outdoor gathering areas, including the covered island gazebo• Boat slips available for owners• Kayak and paddle board storage racks and launch areas• Less than five minutes by boat or kayak to the Gulf via Midnight Pass• Private Gazebo Island with BBQ facilities and park benches overlooking mangrove preserves and Sarasota Bay• Multiple garden sitting areas and park benches throughout the property• Seawall features a lighted concrete waterfront walkway, ideal for morning walks, sunset strolls, fishing, wildlife viewing, and enjoying the ever-changing beauty of Sarasota Bay• The Cottage Community Center with fireplace, full kitchen, social gathering areas, and community events• On-site Property Manager, Maintenance Manager, Maintenance Technician, and fully equipped maintenance workshop. The Pointe maintains a three-month minimum rental policy, preserving a quiet, owner-oriented environment without constant short-term rental turnover. Whether enjoying morning coffee overlooking the Bay, a sunset over the Gulf, boating through Midnight Pass, or simply relaxing in one of Siesta Key's most peaceful waterfront communities, Unit 903S offers a rare opportunity to enjoy the very best of coastal Florida living.

9397 Midnight Pass Road Unit 903, Sarasota

$1,100,000
2 Beds 2 Baths Gulf & Bay Club SubDv. 34242 Zip Code
Welcome home to a fully updated, fully furnished 2 bedroom 2 bathroom beach oasis! Located in the heart of Siesta Key at the exclusive upscale Gulf & Bay Club. Featuring costal decor with modern neutral colors.This unit is nestled in B Building with direct beach access which is just steps away from your front door. Enjoy breath taking sunsets from your personal balcony or head down to the private beach for an up close view of the #1 beach in the US. The sandy white powder stretches 800 feet across this pristine 32 acre meticulously cared for tropical community. You will be impressed with world class amenities offered at Gulf & Bay Club. Enjoy the comfort of 24 hour gated security, heated pools, a fitness center, dry saunas, hot tub, tennis courts, just to name a few. Multiple barbecues and tiki hut picnic areas are great for entertaining your guests. The amenities don’t stop there, the club house has a library, bar, pool table and TV's all for your enjoyment. Not to mention the electric car charging stations and car wash on grounds. You are moments away from Siesta Village to enjoy alfresco dining with live music, specialty shopping and more! Take a short trip to the mainland and discover theater, art and fine dining. This is the island resort lifestyle you have been looking for, don't let your chance of fine beach living slip away.

5780 Midnight Pass Road Unit 407, Sarasota

$650,137
2 Beds 2 Baths Excelsior Beach To Bay SubDv. 34242 Zip Code
Experience the ultimate island lifestyle in this beautifully appointed 2-bedroom, 2-bathroom condo on world-famous Siesta Key. Located just steps away from the powdery white quartz sands of Siesta Beach, this property grants you your own private deeded beach access where loungers are waiting for you. With the vibrant dining and shopping of the Village, this location cannot be beat. You can be picked up right at the front of the building with free transportation on the island. The split bedroom living space area features Italian porcelain tile flooring, crown molding, abundant natural light, hurricane impact windows throughout, NO popcorn ceilings here-smooth as butter, seamlessly flowing onto a private lanai where you can enjoy your morning coffee with a peaceful view of the courtyard, pool, pond, a peak of the Bay, and beautiful grounds. The community offers resort-style amenities, including two heated pools and hot tubs (one on the Bay side and one on the Gulf side), tennis courts, pickleball courts, a fitness center, shuffle board, fishing dock, grilling stations, library and a community room. You will have an assigned covered parking space under the building, ample additional parking for your guests and a storage unit for your beach toys. Excelsior Beach to Bay also has a management company on site to rent your unit while you are away for your convenience, if you choose to do so. You will love this close knit community and all the fun social events offered throughout the season. Call for your private showing today.

6267 Midnight Pass Road Unit 306, Sarasota

$209,000
2 Beds 2 Baths Vintage Grand SubDv. 34238 Zip Code
INVESTORS DREAM!! Current tenant would like to stay and is willing to sign long term lease! Excellent income potential! This as-is two bedroom, two bath condominium is in a peaceful community, yet close to all of your needs. The community boasts, large parking areas, walking trails, lakes, beautiful landscaping, tennis courts, basketball court, playground, fitness center, and oversized swimming pool with plenty of deck area. Easy access to all shopping and retail needs, walk or ride! Directly across from Costco and the New Sarasota Square Mall Project, as well as Target, Publix and Lowe's just to name a few. Centrally located in Sarasota County, this easy to rent unit is perfect to secure your place in the area.

4001 Crockers Lake Boulevard Unit 21, Sarasota

$799,000
4 Beds 3 Baths Turtle Rock SubDv. 34238 Zip Code
Located behind the gates of the meticulously maintained and highly sought-after community of Turtle Rock in Palmer Ranch, with its miles of scenic trails, beautiful vistas, and no CDD fees, this exceptional residence offers the ideal blend of privacy and Florida lifestyle. Set in the estate section on a generously sized lot, this impressive home features 4 bedrooms, 3 bathrooms, a dedicated home office, a spacious 3-car garage, and a large screened-in pool area designed for year-round enjoyment. From the moment you arrive, the great curb appeal and lush landscaping set the tone for what awaits inside. At the heart of the home, the open kitchen with granite countertops and stainless steel appliances is perfectly positioned for both everyday living and effortless entertaining. Soaring ceilings fill the home with natural light, while aquarium windows frame beautiful views of the large covered lanai and inviting pool. Well maintained and comfortable as it is, this home also presents a wonderful opportunity for a new owner to gradually update and tailor the interiors to their own taste, further enhancing its value and appeal. A brand new roof (June 2026) adds significant peace of mind. Residents of Turtle Rock enjoy a vibrant lifestyle with access to a heated community pool, a clubhouse, two tennis courts, a basketball court, all complemented by direct proximity to the Legacy Trail—perfect for biking, walking, and enjoying Florida’s outdoor living year-round. Ideally located just minutes from world-class dining, shopping, and entertainment, with Siesta Key Beach nearby, this home truly offers the best of Sarasota living in Palmer Ranch. Make your appointment today for a private showing. 3D tour and floorplan are available.

8315 Deerbrook Circle, Sarasota

$199,000
2 Beds 2 Baths Village Gardens Apt SubDv. 34234 Zip Code
Virtually Staged. Welcome to easy Sarasota living in the desirable Village Gardens community! This beautifully maintained two-bedroom, two-bath villa offers a combination of comfort, convenience and low-maintenance living in an unbeatable location. Go inside to discover soaring ceilings, abundant natural light, fresh interior paint, and new plush carpeting that create a bright and inviting atmosphere throughout. The spacious floor plan features an open living and dining area, while the in-unit washer and dryer provide everyday convenience. Enjoy your morning coffee or unwind in the evening on the covered and screened lanai, surrounded by lush, mature landscaping that enhances the peaceful setting. Hurricane-impact windows, with exception of the sliding glass doors, provide added protection and peace of mind, while your private covered carport offers convenient parking near your front door. Village Gardens residents enjoy an active lifestyle with exceptional amenities including a community pool, clubhouse, tennis and pickleball courts, and bocce ball. Best of all, exterior landscaping maintenance is included in the HOA fee, allowing you to spend more time enjoying everything Sarasota has to offer. Ideally just minutes from SRQ Airport, Ringling College of Art & Design, Indian Beach, downtown Sarasota, and the University Town Center (UTC) shopping and dining district, this villa places world-class beaches, cultural attractions, restaurants and entertainment within easy reach. Whether you're seeking a year-round residence, seasonal retreat or investment opportunity, this move-in ready villa is must-see. Schedule your private showing today and experience the charm and convenience of Village Gardens for yourself.

4877 Village Gardens Drive Unit 193, Sarasota