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4665 Tuscana Drive, Sarasota
$1,099,000
4 Beds ⋅ 5 Baths ⋅ Tuscana SubDv. ⋅ 34241 Zip Code
This is the one * QUALITY BUILT BY LEE WETHERINGTON HOMES * LOCATED BEHIND THE GATES OF RARELY AVAILABLE TUSCANA WHERE YOUR DREAM HOME AWAITS * 'A' RATED SCHOOL DISTRICT * PRIDE OF OWNERSHIP SHOWS * This IMMACULATE home will not disappoint * Your Family Estate is located on a PREMIUM LAKE FRONT LOT providing a natural oasis with its mature lush landscaping * The CASABLANCA model is one of the largest homes in the neighborhood with 4 Bedrooms that are ALL EN-SUITES + 5 Full Baths + a Private Den/Office * The heart of the home is undoubtedly the Chef's Kitchen with Custom Upgraded Wood Cabinets, NATURAL GAS COOK-TOP, Built-in Oven, Custom Range Hood & Walk-in Pantry * The GOURMET KITCHEN IS OPEN TO THE SPACIOUS FAMILY ROOM * Formal Living Room and Formal Dining Room * The Primary Suite is a sanctuary of comfort and a true retreat that features a Spa-style Bath with a Walk-in Shower, Garden Tub, Dual Vanities & Dual Walk-in Closets with Custom Built-ins * The 2ND BEDROOM ON THE MAIN FLOOR IS ALSO AN EN-SUITE PERFECT FOR GUESTS * UPSTAIRS IS ALSO PERFECT FOR FAMILY & GUESTS AS A PRIVATE GETAWAY WITH 2 EN-SUITES & A 23X17 BONUS ROOM PERFECT FOR A PLAYROOM, MEDIA ROOM OR 2ND DEN * Relax on your 2nd Story Screened Veranda * All of this wraps YOUR OUTDOOR OASIS with TWO COVERED LANAIS, ONE OF WHICH IS PRE-PLUMBED & READY FOR YOUR DREAM OUTDOOR KITCHEN * NEW POOL PUMP OCT 2026 * The Pool & Spa are Heated with a NEW HEATER * The Backyard is Fenced-in - perfect for the kids & pets * This is the perfect home for entertaining friends & family or for simply relaxing in your slice of paradise * 3 Car Garage * NEWER WHOLE HOUSE NATURAL GAS GENERATOR * Volume Ceilings * Crow Molding * Tray Ceilings * Well for Yard Irrigation * Beautiful Landscaping * Paver Brick Driveway + Sidewalk * Friendly GATED Neighborhood of only 99 homes * NO CDD FEES * LOW HOA DUES * Located in the heart of Sarasota and close to shopping, dining, golf courses & more * A short drive to World Famous Siesta Key Beach as well as UTC Mall * THIS TRULY OUTSTANDING HOME IS A MUST-SEE * One look & you'll fall in love *

4665 Tuscana Drive, Sarasota

1650 Assisi Drive Unit 16, Sarasota
$1,349,000
4 Beds ⋅ 4 Baths ⋅ Portofino On The Bay SubDv. ⋅ 34231 Zip Code
Nestled within Portofino on the Bay, an intimate gated Mediterranean-inspired enclave of just 20 residences in the Sarasota/Vamo area, this beautifully updated four-bedroom home combines privacy, resort-style outdoor living and convenient access to Little Sarasota Bay. The community offers waterfront access with a dock, kayak storage and launch. An assigned boat slip with lift—one of only six available within the community—is also available for purchase separately for an additional $120,000. Double entry doors open to a dramatic two-story foyer and an inviting open-concept floor plan. Soft neutral finishes are complemented by custom window and door trim, crown molding on both levels and plantation shutters throughout the home—even in the garage, which also features durable epoxy flooring. The main living room is anchored by a striking floor-to-ceiling stone gas fireplace, creating a natural centerpiece for entertaining and everyday living. The adjoining kitchen features bright soft-close cabinetry, a built-in cooktop, stainless steel appliances and a convenient closet pantry. The first-floor Owner’s Retreat provides a private wing of the home and features a tray ceiling, French doors opening directly to the pool patio and its own dedicated A/C zone—one of three independent systems in the residence. The ensuite bath includes dual sinks, a makeup vanity, walk-in shower, bidet, soaking tub and generous walk-in closet with custom built-ins. Also on the main level is a den with tray ceiling, ideal for a home office, library or flex space, along with a guest half bath. A wrought-iron staircase leads upstairs to a central loft and three additional bedrooms, each accented by tray ceilings. Two guest bedrooms open directly onto the renovated second-floor balcony overlooking the pool and backyard, while the fourth bedroom features soaring ceiling height and abundant natural light. The second floor is served by its own dedicated A/C zone. The backyard has undergone an extensive renovation designed to create a true Florida outdoor-living retreat. Improvements include a newly refinished pool surface, expansive travertine pool deck and patio, brand-new panoramic pool cage, and renovated second-floor balcony overlooking the outdoor living area. At the center is the heated saltwater pool and spa, complemented by a convenient pool half bath and outdoor shower. The result is a spacious, low-maintenance setting for entertaining, swimming and enjoying Sarasota's year-round outdoor lifestyle. Located in an X Flood Zone and with no prior hurricane damage, the home is approximately six miles from world-renowned Siesta Key Beach and nine miles from Downtown Sarasota's dining, arts, entertainment and shopping. Everyday conveniences are equally accessible, including Costco and the redevelopment of nearby Sarasota Square, bringing additional retail and services to the area. For boating enthusiasts, the opportunity is particularly rare: an assigned boat slip with lift, one of only six within Portofino on the Bay, is available separately for an additional $120,000.

1650 Assisi Drive Unit 16, Sarasota

1740 S Orange Avenue, Sarasota
$5,500,000
5 Beds ⋅ 6 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code
Pre-Construction. To be built. UNDER CONSTRUCTION — HEMINGWAY LUXURY MODEL BY COURTYARD MODERN HOMES- OR BUILD TO SUIT STARTING AT $4,500,000.00 -- A striking new expression of modern luxury is taking shape in Harbor Acres. Courtyard Modern Homes introduces the **Hemingway**, a sophisticated custom residence designed to capture the essence of Sarasota living with bold architecture, refined finishes, expansive interiors, and a seamless connection to the outdoors. This exceptional 5-bedroom, 5-bath luxury home is thoughtfully designed for both impressive entertaining and comfortable everyday living. The dramatic great room serves as the heart of the residence, featuring soaring ceilings, architectural detailing, and walls of glass that open the home to a spacious covered lanai, resort-style pool, and fully equipped outdoor summer kitchen. At the center of the open floor plan is a beautifully appointed chef’s kitchen featuring premium appliances, custom cabinetry, generous stone countertops, and an oversized island overlooking the great room and dining areas. The result is one expansive living environment where indoor and outdoor spaces come together effortlessly. The main-level primary suite is designed as a private retreat with expansive walk-in closets and a luxurious spa-inspired bath. A separate guest suite provides privacy for visitors, while a dedicated home office and additional bonus space offer flexibility for today's lifestyle. Upstairs, three generously sized bedrooms are complemented by a spacious game room and loft, creating an ideal second living area for family and guests. A three-car garage and substantial homesite complete the residence. Located in Harbor Acres, one of Sarasota's most established and sought-after neighborhoods, the Hemingway offers an exceptional combination of luxury, location, and lifestyle. Just moments from Southside Village, Sarasota Memorial Hospital, Marie Selby Botanical Gardens, downtown Sarasota, and the bayfront, the home also provides convenient access to St. Armands Circle and the celebrated beaches of Lido Key and Siesta Key. Currently under construction by Courtyard Modern Homes, the Hemingway represents an opportunity to own a brand-new luxury residence in one of Sarasota's premier neighborhoods—where contemporary design, exceptional craftsmanship, and the best of Sarasota living come together.

1740 S Orange Avenue, Sarasota

9297 Tequila Sunrise Drive, Sarasota
$1,354,000
5 Beds ⋅ 5 Baths ⋅ Skye Ranch Neighborhood Four North SubDv. ⋅ 34241 Zip Code
This amazing Florida lifestyle welcomes you with room to breathe on a private lot, with a fabulous pool and spa under an extended lanai surrounded by peaceful lake views.... Plus the community HUB, with a café, climbing wall, basketball court fitness center, resort-style pools, pickleball and so much more! Imagine coming home each day to a private corner lot with peaceful water views, just steps from one of Skye Ranch's various beautiful community pools. This 2-story, 5-bedroom, 4.5-bath home was designed for the way people actually live, with warm, thoughtful touches around every corner. Lush landscaping and soft exterior lighting welcome you in before you even reach the front door. There's something special about a kitchen that becomes the heart of a home, and this one delivers. A sprawling island invites conversation, quartz countertops add timeless beauty, and a cozy breakfast nook is the perfect spot for lazy Sunday mornings. GE appliances and a Samsung Bespoke refrigerator with customizable write-on glass panels bring a fun, personal touch...leave a note for the kids, sketch a grocery list, or just add a little joy to the everyday. When it's time to entertain, the separate dining room with butler's pantry makes hosting feel effortless. Come home to a main-floor primary suite made for unwinding, with an expansive walk-in closet and a spa-like shower with dual shower heads that feels like your own personal escape. A main-floor office/den offers a quiet space to focus, and warm wood-look plank tile flows throughout the main living areas, tying it all together. Upstairs, four spacious bedrooms give everyone their own place to land, two with private en-suite baths, and two sharing a generous sized bathroom. A large loft area rounds things out, ready to become a playroom, movie nights headquarters, or a cozy hangout spot for teens. Step outside and it feels like vacation, every single day. A 1,350 sq. ft. marble paver lanai and pool deck wraps around a beautiful 34' x 18' saltwater pool, heated by natural gas so the fun never has to stop. Sink into the spillover spa with room for 8, or simply take in the calming lake views through the clear-view screen enclosure. It's already pre-plumbed for an outdoor kitchen, ready for you to add your own finishing touches to future summer nights. This home takes care of the details so you don't have to... a whole-house natural gas generator with transfer switch for peace of mind, a Level 2 EV charger, gutters, and a garage outfitted with hanging storage, extra cabinets, and durable RaceDeck flooring. Walk to top-rated Skye Ranch Elementary (Lorraine K-8), or head just 25 minutes to sink your toes into the soft, powdery sand of Siesta Key. You're close to Tamiami, downtown Sarasota, Waterside, and Lakewood Ranch, with shopping and dining just minutes away. And within Skye Ranch itself, you'll find a resort-style pool with waterslide, a lap pool, splash pad, fitness center, sports fields, tennis and pickleball courts, a café, and miles of trails perfect for evening walks or weekend adventures. This is more than a house...it's where your story continues. Come see 9297 Tequila Sunrise for yourself.

9297 Tequila Sunrise Drive, Sarasota

2419 Hillview Street, Sarasota
$2,650,000
5 Beds ⋅ 6 Baths ⋅ Hyde Park Heights SubDv. ⋅ 34239 Zip Code
Another exceptional Courtyard Modern residence is HERE! Welcome to 2419 Hillview Street, in the heart of Sarasota’s highly desirable Arlington Park neighborhood. This all-new, Sarasota School of Architecture-inspired design is currently being finalized and will showcase the clean lines, sophisticated finishes, and indoor-outdoor lifestyle Courtyard Modern is known for. Want to experience the quality, Schedule a private appointment to tour the completed model home at 2163 Hillview Street, where you can see the finishes, craftsmanship, and design details firsthand. Designed for modern Florida living, the new home features 5 bedrooms, 5½ baths, an elevator, and a 3-car open garage, along with a flexible, livable floor plan ideal for both everyday living and entertaining. The interior features concrete-style tile flooring, custom cabinetry, quartz countertops, professional-grade appliances, and beautifully designed baths. Outside, your private retreat will include a resort-style heated saltwater pool and spa, fenced backyard, low-maintenance xeriscape landscaping, and dramatic landscape lighting—creating a private oasis just minutes from everything Sarasota has to offer. The location is exceptional. Enjoy the convenience of Arlington Park with Morton's Gourmet Market, restaurants, shopping, parks, downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and the area's renowned beaches all within easy reach. For investors, the property's City of Sarasota location may offer the opportunity for one-week minimum vacation rentals, subject to applicable City regulations and requirements. call today to review the plans, specifications, finishes, and construction details. Other lots may also be available. Buyer to pay title-related charges, documentary stamp taxes, and applicable closing fees.

2419 Hillview Street, Sarasota

323 Suwanee Avenue, Sarasota
$849,900
4 Beds ⋅ 3 Baths ⋅ Ballentine Manor Estates SubDv. ⋅ 34243 Zip Code
Five houses from the bay on nearly half an acre (100x193) in Ballentine Manor, with no HOA and no lease restrictions. This 1950 block home is updated where it counts: new 50 year metal roof (2024), impact windows, updated kitchen and baths, and luxury vinyl plank throughout. Glass pocket doors open the living room to the sitting room, a detail you rarely see today. Four bedrooms and three baths, including two en-suites, plus a kitchen big enough for a crowd. Outside are the pool and a yard and lania with room to spread out. Minutes to downtown Sarasota, the Ringling, and Lido Beach. Flexible use: a 1-month minimum lease and pets allowed make it work as a primary home, second home, or investment. Land this close to the bay is hard to replace.

323 Suwanee Avenue, Sarasota

1300 N Portofino Drive Unit 305, Sarasota
$467,000
1 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code
STUNNING TURNKEY ONE-BEDROOM, TWO-BATH CONDO AT SIESTA HARBOR! Welcome to your own slice of paradise on Siesta Key! This spacious, turnkey one-bedroom, two-full-bath condo features a bright, open floor plan and a fabulous private lanai overlooking the canal, with beautiful views toward the Intracoastal Waterway. Enjoy resort-style amenities including a heated pool, outdoor spa, poolside shower, shuffleboard, barbecue area, and clubhouse. The clubhouse offers a full kitchen, fitness room, sauna, and library. Boat slips are also available for rent through the Harbor Master. Located directly on the main Intracoastal Waterway, the complex and fishing pier provide the perfect setting for relaxing evenings, entertaining, and watching dolphins and manatees pass by. Best of all, beach access is directly across the street through Crescent Arms, making it easy to enjoy the world-famous Siesta Key beaches. The trolley and SCAT bus stop right outside the complex, while restaurants, shops, and other conveniences are just a short walk away. With easy access on and off the Key, this is the perfect beach retreat, vacation home, or investment opportunity. Come experience the Siesta Key lifestyle—you deserve paradise!

1300 N Portofino Drive Unit 305, Sarasota

1355 Roberts Bay Lane, Sarasota
$5,995,000
5 Beds ⋅ 5 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code
LUXURY MEETS NEW VALUE! We've Made the Move - Now It's Your Turn NEW 2026 MODERN TROPICAL ESTATE | 5 BEDROOMS | 2 PRIMARY SUITES | 3-CAR GARAGE | POOL CABANA | INTRACOASTAL VIEWS Completed in 2026 by CribbsCo Development, this modern tropical residence makes an architectural statement with an approximately 9.5' x 9' Sapele wood pivot entry door handcrafted in the U.S. Two primary suites feature custom finished walk-in closets. The upstairs main primary is separated from the additional bedrooms by a glass breezeway and offers a pool-view balcony, custom cabinetry with integrated wet bar and built-in writing desk. Its spa-inspired bath features a soaking tub, oversized walk-in shower, dual vanities, private water closet and custom solid-oak barn door. Bathrooms feature Biancatto leathered dolomite, Kohler and California Faucets fixtures, and TOTO toilets. The ground-floor primary opens to a private patio overlooking the garden and outdoor gym. Two additional upstairs bedrooms share a full bath; one offers a large balcony with Intracoastal Waterway views, while the other features a private pool-view balcony. A powder bath serves the living area. A pool cabana guest suite with full ensuite bath, built-in desk and custom cabinetry offers flexibility for guests or multigenerational living. Nearby is a laundry room with dual washers and dryers. At the heart of the home is an approximately 18-foot Biancatto leathered dolomite island comfortably seating six. The chef's kitchen features Sub-Zero refrigeration, Wolf microwave, six-burner range with flat-top, dual ovens, two Bosch dishwashers, wine/beverage refrigeration, reverse-osmosis hot/cold water faucet and custom cabinetry fabricated in the USA from German-imported materials. Biancatto leathered dolomite is carried throughout the kitchen, bathrooms, bedroom suites and outdoor kitchen. Custom-made solid oak doors were commissioned for every bedroom and closet and high-end Emtek hardware. The home opens to a covered outdoor lounge and custom dolomite outdoor kitchen with built-in BBQ, refrigerator, ice maker and sink. Ceiling fans extend throughout the residence and covered outdoor space. A large limestone patio provides additional outdoor dining. Natural limestone finishes patios, terraces, balconies, poolside areas, the outdoor gym and an exterior wall. The limestone does not get hot underfoot in the Florida sun, ideal for barefoot poolside living. Real teak is used throughout, complemented by smooth stucco, aluminum Geolam and architectural trellises. The heated saltwater pool and spa feature PebbleTec and natural stone, Pentair smart controls, LED lighting and bubblers, creating a private resort setting with the covered lounge, outdoor kitchen, cabana, gardens and outdoor gym. The residence and pool are elevated approximately 10 feet for FEMA compliance, with a privacy wall, walking path and mature landscaping. A spacious 3-car garage is designed for the car enthusiast. Additional features include five independently air-conditioned zones, triple-pane high-efficiency glazing, triple-pane PGT sliders, low-voltage smart-home wiring, Sugar Oak Natural Luxe wood flooring, oversized 4' x 4' porcelain tile, imported Plyboo wall treatments and custom artisan lighting. Furniture is available separately. An optional boat package at Safe Harbor featuring a 2023 Yamaha 25' FSH fishing boat and boat slip is also available, with slip transfer subject to marina approval.

1355 Roberts Bay Lane, Sarasota

2350 Bay St, Sarasota
$1,750,000
5 Beds ⋅ 5 Baths ⋅ Poms Park SubDv. ⋅ 34237 Zip Code
Pre-Construction. To be built. Experience the best of the Sarasota lifestyle in this thoughtfully designed modern residence, created for effortless Florida living, entertaining and flexibility. Offering 5 bedrooms plus a versatile bonus room, 4.5 bathrooms, 2,900 sqft of air-conditioned living space and 3,389 total sqft, the home combines contemporary architecture with a highly functional floor plan. At the heart of the residence, expansive open-concept living spaces flow seamlessly to the outdoors, creating an ideal setting for both everyday living and entertaining. The private outdoor retreat features a pool, outdoor kitchen and outdoor shower, perfect for sun-filled afternoons, weekend gatherings and evenings spent dining poolside. A two-car garage and flexible bonus room provide additional space for guests, a home office, fitness room, media room or playroom. Located within the City of Sarasota, the property offers convenient access to Downtown Sarasota’s acclaimed dining, shopping, arts and entertainment, while remaining just a short drive from the area’s renowned Gulf Coast beaches. Enjoy nearby access to the Legacy Trail, Sarasota’s parks, waterfront destinations and everything that makes the city one of Florida’s most desirable places to live. Adding to its appeal is the property’s potential for short-term rental use, creating flexibility for buyers seeking a primary residence, vacation retreat or income-producing investment. Whether enjoyed as a full-time home or a private Florida escape, this residence offers a compelling combination of modern design, resort-style amenities, location and lifestyle.

2350 Bay St, Sarasota

3606 Palonia Court, Sarasota
$2,299,000
3 Beds ⋅ 3 Baths ⋅ Granada SubDv. ⋅ 34239 Zip Code
Completely rebuilt from the ground up, this is a rare opportunity to own essentially new construction on one of the largest usable lots in Granada, one of Sarasota's most sought-after West of the Trail neighborhoods. The home was taken down and rebuilt with all-new major systems, including electrical, plumbing, HVAC, insulation, windows, doors, finishes and interior construction, creating the quality and confidence of a custom build without the years of planning, permitting and construction. Surrounded by luxury homes and new construction beginning around $4 million, this property offers an exceptional combination of location, quality and value. Situated on nearly half an acre, the property offers over 18,500 square feet of beautifully landscaped grounds, creating exceptional privacy and outdoor living that is increasingly difficult to find in this location. Hurricane-rated windows and doors, spray-foam insulation, dual HVAC systems, custom cabinetry, oak-grain flooring, plantation shutters, a chef's kitchen with GE Profile appliances, oversized island, wine cooler, and beautifully designed living spaces combine modern efficiency with timeless character. The flexible floor plan includes three bedrooms, three full baths, and a bonus cabana room overlooking the pool that also serves beautifully as a home office, guest suite, or additional living space. Multiple rooms open directly to the completely renovated resort-style pool and outdoor entertaining areas, creating seamless indoor-outdoor living. Just minutes from downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and Siesta Key Beach, this is an opportunity to enjoy the charm of Granada with the confidence and peace of mind of a home that has been rebuilt from the ground up.

3606 Palonia Court, Sarasota

2631 Puritan Terrace, Sarasota
$2,150,000
4 Beds ⋅ 4 Baths ⋅ Bay View Heights SubDv. ⋅ 34239 Zip Code
Welcome to this refreshed, single-story residence in one of Sarasota’s most coveted West of Trail neighborhoods. Set on a generous 15,625-square-foot lot, the 3,675-square-foot home offers a gracious open layout, refined updates, and exceptional potential to tailor the remaining spaces to your personal vision. The main living areas feature tile and wood flooring, while the updated kitchen is appointed with new custom cabinetry and Thermador appliances. PGT impact windows and doors enhance peace of mind throughout. Two tankless water heaters and a dedicated irrigation well add thoughtful everyday efficiency. The spacious primary suite includes a private sitting area and well-appointed bath. Three additional bedrooms, three additional baths, and a versatile office or flex room provide comfortable accommodations for family, guests, or work from home. Outdoors, the pool and spa are framed by professionally landscaped grounds, creating a private setting for relaxed Sarasota living. Positioned on a quiet street—with no flood insurance required—the home is moments from Sarasota Memorial Hospital, Southside School, Downtown, Siesta Key, and the dining and shopping of Southside Village. An uncommon West of Trail opportunity in an exceptional location.

2631 Puritan Terrace, Sarasota

4522 Cedar Brush Terrace, Sarasota
$699,000
4 Beds ⋅ 3 Baths ⋅ Woodbrook SubDv. ⋅ 34243 Zip Code
Located on a cul-de-sac street in the gated community of Woodbrook, this 4-bedroom, 2.5-bath home with a den, bonus room, and private pool offers 2,600 square feet of thoughtfully designed living space, along with more than $200,000 in improvements since 2019. Built by Neal Communities this home combines a flexible two-story layout with extensive updates, including a NEW ROOF (2024), NEW TRANE AC (2024), Kohler whole-house generator, and comprehensive hurricane protection. A welcoming covered front porch and stamped concrete driveway and walkway lead to the entry, where a hurricane-impact glass insert brings natural light into the home. Just off the foyer, French doors open to a private den/office, while the main living area offers an open layout designed for both everyday living and entertaining. The kitchen features white cabinetry, dark countertops, a large center island with seating, farmhouse-style sink, and several newer LG appliances, including the refrigerator (2020), stove (2024), and microwave (2024). Shiplap accents, decorative ceiling beams, plantation shutters, and updated lighting add character throughout the main living spaces, while hurricane-impact sliding glass doors create an easy connection to the outdoor living area. A convenient powder room completes the first floor. Outside, the home truly embraces the Florida lifestyle with an expansive screened lanai and private 13'10" x 28' pool, offering plenty of room for dining, lounging, and entertaining. An 18-foot retractable awning added in 2025 provides additional shade when desired, while no-see-um screening added in 2024 helps make the lanai more enjoyable, day or night. Upstairs, engineered wood flooring extends throughout the bedrooms, bonus room, and staircase. The spacious primary suite features a tray ceiling, plantation shutters, and an updated bath highlighted by a 2023 shower renovation with a rain shower head and handheld fixture. Three additional bedrooms, a guest bath with a new glass shower door (2026), and a versatile bonus room provide plenty of space for family, guests, hobbies, or an additional media or living area. The home has also been thoughtfully prepared for Florida weather. In addition to the 2024 roof and Kohler whole-house generator, hurricane protection includes a hurricane-impact front-door glass insert and hurricane-impact sliding glass doors, while accordion hurricane shutters protect all remaining windows. This allows for quick deployment without the heavy lifting, storage requirements, or installation associated with traditional hurricane panels. A new hot water heater (2025), belt-drive garage door opener (2024), epoxy garage floor, overhead garage storage, plantation shutters, smart switches, and numerous additional improvements further enhance the home. Woodbrook offers a gated setting with NO CDD fee and community amenities including a pool and spa, grilling area, and playground. Ideally positioned for everyday convenience, the community is just minutes from UTC shopping and dining, Nathan Benderson Park, Sarasota-Bradenton International Airport, downtown Sarasota, Lakewood Ranch, I-75, and Sarasota's renowned Gulf Coast beaches. With an exceptional combination of location, flexible living space, private outdoor living, and substantial improvements already completed, this Woodbrook home is ready to enjoy.

4522 Cedar Brush Terrace, Sarasota

445 Reid Street, Sarasota
$1,340,000
3 Beds ⋅ 2 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code
Your search is over! Located in a quiet neighborhood on the North end of Siesta Key, just 1 mile to the #1 beach in America, this 3-bed, 2-bath home with saltwater pool offers the perfect mix of contemporary chic & coastal charm. The open concept living area invites you to unwind, with natural light that glistens through the French doors that overlook your private lanai and heated saltwater pool. The wood burning fireplace & skylight create a space where relaxation & indulgence harmoniously coexist. The kitchen and dining area provide the perfect ambiance for intimate gatherings & lively entertainment. Take a dip in the pool, lounge on the deck and soak up the sun, and after a day at the beach rinse off in the outdoor shower. Retreat to the owner’s suite, your personal sanctuary, with private en-suite bath. The tranquil glass enclosed sunroom is perfect as an office or meditation room. The split plan layout provides versatility and privacy for your guests with 2 additional bedrooms. There is a laundry room and a separate entrance from the covered carport. Surrounded by lush foliage, the property is fully fenced for privacy, with mature landscaping & a circular driveway. This oversized corner lot offers plenty of room for your RV, golf carts and a boat. Xeriscaped means never having to mow! A mix of modern luxury & coastal charm, this home presents an extraordinary opportunity to live your best life, whether it be used as a private retreat for your own personal enjoyment, or a lucrative seasonal or annual rental. With 1,750 square feet, the home is offered turnkey has over $100,000 in upgrades and all new designer furnishings. Renowned for its vibrant coastal lifestyle, this residence is a stone’s throw from the #1 Beach in the US. the home is one mile from Siesta Village, bustling with restaurants, cafes and shops, as well as Siesta Key’s world-famous Sunset Beach & Pier. Downtown Sarasota’s Bayfront, with its world-class shopping, dining, & cultural events is 5 miles away. Nature lovers, sports enthusiasts, and patrons of the arts have the best of Sarasota at their fingertips with outdoor activities that include waterfront dining, boating, biking, golfing, hiking & fishing nearby. With easy access to state-of-the-art medical facilities, Sarasota International Airport, and the I-75, the location of this home offers the perfect blend of serenity & convenience. A mix of modern luxury & coastal charm, this home presents an extraordinary opportunity to live your best life, whether it be used as a private retreat for your own personal enjoyment, or a lucrative seasonal or annual rental. This distinctive property presently earns $70K in rental income annually.

445 Reid Street, Sarasota

1136 N Lake Shore Drive, Sarasota
$11,375,000
4 Beds ⋅ 8 Baths ⋅ Oyster Bay Estates SubDv. ⋅ 34231 Zip Code
Some properties offer a view. This extraordinary 1.41 acre Oyster Bay estate offers an entire waterfront world of its own and is one of the best waterfront locations that Sarasota has to offer, with more than 430 feet along Sarasota Bay and a setting that feels virtually irreplaceable. Spanish and Mediterranean inspired architecture lends warmth, character, and timeless sophistication to this remarkable six bedroom residence, while its expansive shoreline creates a front row seat to spectacular sunsets, passing boats, and the natural beauty of Sarasota’s coastal landscape. With access to the Intracoastal Waterway and Gulf of Mexico, this is a rare opportunity for the luxury buyer who believes life is best lived on the water. Spanning more than 10,000 total square feet, with nearly all principal living areas on one level, the home was created for both grand entertaining and relaxed waterfront living. Dramatic ceilings, distinctive architectural details, expansive windows, and a spectacular gallery space with an interior fountain establish a sense of occasion, while multiple intimate gathering areas make the estate equally comfortable for everyday life. A commercial grade chef’s kitchen with professional appliances is equipped for effortless entertaining, from elegant dinners to large celebrations. The primary suite is a private sanctuary framed by beautiful bay views, featuring an expansive custom wardrobe and an indulgent bath with soaking tub, oversized shower, and dedicated massage and sauna room. Five additional bedroom suites provide exceptional privacy for family and guests, each with its own bath and generous storage. Beyond the interiors, the estate unfolds like a private resort. A swimming pool, tennis court, fitness room, billiard room, private office, three car garage, abundant storage, and permitted dock replacement create a property designed for recreation, relaxation, and life on the water. A new roof completed in 2024 adds further value and peace of mind. The address is equally exceptional. Oyster Bay Estates places you near The Field Club, Siesta Key, Southside Village, Sarasota Memorial Hospital, and Downtown Sarasota, offering remarkable access to world class beaches, boating, fine dining, shopping, arts, and culture while remaining tucked within a prestigious waterfront enclave. For those with an even greater vision, the magnificent acreage and extraordinary bay frontage also present the opportunity to create a completely new custom waterfront estate. The property may offer potential for division into two buildable homesites if the existing residence is removed, subject to verification and applicable approvals. With its commanding Sarasota Bay frontage, boating access, acreage, privacy, and coveted location, 1136 N Lake Shore Drive is not simply a place to live. It is the opportunity to claim an extraordinary piece of Sarasota’s waterfront lifestyle.

1136 N Lake Shore Drive, Sarasota

1671 Arlington Street, Sarasota
$3,050,000
5 Beds ⋅ 6 Baths ⋅ Lewis Combs Sub SubDv. ⋅ 34239 Zip Code
Contemporary architecture, private poolside living, and Southside Village just one block away define the appeal of 1671 Arlington Street. Newly completed in a prime West-of-Osprey location, this distinctive Sarasota residence offers five bedrooms, five full bathrooms, a powder room, and 3,564 square feet of thoughtfully designed living space. A private elevator, an upstairs primary retreat, and a second primary suite on the first floor provide comfort and flexibility throughout the home. Arrival begins behind an opaque-glass sliding driveway gate and a locking pedestrian entry gate, creating an immediate sense of privacy. LED lighting highlights the architecture, while illuminated glass railings inside and out lend the residence a striking presence as day turns to evening. Inside, the open-concept design centers on an oversized kitchen island with seating for six, an inviting gathering place for conversation and casual dining. The kitchen connects seamlessly to the dining and living areas, where expansive sliding glass doors extend the living space outdoors. Beyond them, a heated pool, spa, and generous entertaining areas create a natural setting for relaxed afternoons and lively evenings. Prepare dinner in the outdoor kitchen, gather beside the water, or return home after an elegant dinner in the Village. Upstairs, the primary suite offers a private retreat overlooking the pool, with thoughtfully positioned windows framing natural light and leafy views. The spacious bedroom accommodates a sitting area, while the substantial bathroom features a floating double vanity with underlighting, an illuminated mirror, a freestanding soaking tub, and tall built-in shelving. An expansive owner’s closet completes the suite. For added flexibility, a second primary suite on the first floor provides comfortable main-level living. Additional upstairs bedroom suites offer privacy for guests, while the elevator makes movement between floors effortless for both everyday life and extended stays. Throughout the residence, porcelain tile flooring and custom built-ins balance refined design with practical ease. A private balcony, outdoor shower, and covered parking for two further enhance the home’s livability. Newly completed and ready to enjoy, it offers an inviting backdrop for both memorable gatherings and quiet moments. The setting places Southside Village’s restaurants, cafés, and boutiques just one block away, bringing one of Sarasota’s favorite destinations within easy reach. Sarasota Memorial Hospital, downtown’s cultural attractions, and the Gulf beaches are also nearby. Spend the day on the water, meet friends for dinner, and return through the private gated entry to the glow of your own poolside retreat.

1671 Arlington Street, Sarasota

4468 Ascot Circle N, Sarasota
$424,000
2 Beds ⋅ 2 Baths ⋅ Longwood Villas SubDv. ⋅ 34235 Zip Code
Virtually Staged. **Waterfront Elegance in an Exclusive Enclave of Just 100 Homes** Tucked among mature trees and lush landscaping, this exceptional 2-bedroom, 2-bathroom residence offers a rare combination of privacy, space, and Gulf Coast sophistication. With 2,079 square feet of beautifully arranged living space, this waterfront pool home invites you to slow down and savor Florida living at its finest. Beyond the two-car garage lies a floor plan designed for both connection and quiet. A dedicated office/den provides the perfect work-from-home retreat, while the family room, anchored by a cozy fireplace, sets the stage for memorable gatherings. Formal living and dining rooms add a touch of grace, and the eat-in kitchen keeps mornings casual and convenient. Outside, glistening water views and a private pool create your own personal oasis. The interior as well as the exterior were freshly painted July 2026. A new roof was added in 2025. The setting is every bit as impressive as the home itself. Residing in one of the area's most coveted communities, you'll enjoy the serenity of tree-lined streets while remaining minutes from University Town Center — Sarasota's premier destination boasting 150-plus stores and restaurants. Culture seekers will love the short drive to downtown's vibrant arts district, home to the Sarasota Orchestra, Sarasota Ballet, and the iconic Van Wezel Performing Arts Hall. Everyday essentials are close, too. Whole Foods Market, Conservatory Park, and convenient bus access are all nearby, and families will appreciate Foundations Christian Montessori Academy just steps away. This is refined Sarasota living — schedule your private tour today.

4468 Ascot Circle N, Sarasota

433 Whitfield Avenue, Sarasota
$510,000
3 Beds ⋅ 2 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code
PRICE IMPROVED | Income-Producing Golf Course Pool Home at Sara Bay This one is already earning. Set on the 18th hole of Sara Bay Country Club, this 3-bedroom, 2-bath pool home is currently operating as a successful short-term rental, and it has performed well on annual leases too. That gives you flexibility in how you run it. With nearly 2,000 sq. ft. on an oversized .42-acre lot, it's a turnkey investment that can convey fully furnished if desired, so you can step in with income from day one. The covered lanai and sparkling pool look straight out over the fairway to the west, so sunsets are part of the daily routine. The space is private, peaceful, and usable year-round, exactly what guests book for and what you'll want when you're in town yourself. Inside, a split floor plan gives the primary suite and guest rooms their own space. Two living areas add room for hosting, working from home, or giving renters space to spread out. Natural light and thoughtful updates keep the home move-in and rent-ready. The location makes it easy to book and easy to enjoy: about 5 minutes to SRQ Airport, under 15 minutes to downtown Sarasota, and close to beaches, golf, dining, and the arts. Keep it on the short-term calendar, switch to annual tenants, or block off your own winter weeks. It's a vacation home that pays its own way. SELLER INCENTIVE: Seller is offering a 1% closing cost credit or assistance buying down your interest rate. Ask for details.

433 Whitfield Avenue, Sarasota

1003 Patterson Drive, Sarasota
$459,900
4 Beds ⋅ 4 Baths ⋅ Bay Haven SubDv. ⋅ 34234 Zip Code
Virtually Staged. ***PRICE REDUCED***Back on the market-Buyer's financing fell through. Updated duplex with private pool and new roof in Prime location only 1/2 mile to Sarasota Bay and Bay Shore Rd with million dollar homes. The property features two separate 2 BD 2BA units which are both currently vacant. The front Unit A previously rented for $1,600/mo. The rear Unit B previously rented for $1750/mo. Estimated total gross annual income of $42,000. Live in one side and rent the other or rent them both! Both units have same sq ft L/A of 899 sq ft but are slightly different. Unit A has a fireplace in the living rm. New roof in 2025. Water heater replaced in 2022. Additional updates include appliances, cabinets & flooring. Lots of parking with the tandem style driveway. Prime location just minutes to downtown Sarasota, Ringling School of Art, Jungle Gardens, Univeristy of South Florida, Bayfront and so much more! Great investment opportunity in prime Sarasota location!

1003 Patterson Drive, Sarasota

7724 Moonbeam Avenue, Sarasota
$925,289
3 Beds ⋅ 4 Baths ⋅ Esplanade At Skye Ranch SubDv. ⋅ 34241 Zip Code
Virtually Staged. Under Construction. What's Special: Close to Amenities | Close to Wetland | Dedicated Study. New Construction – January Completion! Welcome to the Lazio II at 7724 Moonbeam Avenue in Esplanade at Skye Ranch! This single-story home offers three bedrooms, three and a half bathrooms. The open-concept gourmet kitchen features a large island, walk-in pantry, and casual dining that flows into the great room, creating an inviting setting. A private study provides space for working from home or hobbies. The primary suite offers a spacious bath and walk-in closet, while both secondary bedrooms feature ensuite bathrooms. Step outside to the covered lanai with an outdoor kitchen rough-in and enjoy indoor-outdoor living year-round. Additional Highlights Include: 4' garage extension, tray ceiling package, 8' interior doors, 10' ceilings, and pocket doors at study. Photos are for representative purposes only. MLS#A4703255 Live your dream vacation every day at Esplanade at Skye Ranch! This resort-style community offers access to the Hub, Rendezvous Park, Turner Park, and future amenities at The Venue. Enjoy a Bahama Bar and Grill, resort-style pool, fitness center, bocce courts, Bark Park, sports fields, and community parks. Designed for wellness, recreation, and connection.

7724 Moonbeam Avenue, Sarasota

9479 Tequila Sunrise Drive, Sarasota
$1,849,500
4 Beds ⋅ 6 Baths ⋅ 1350 Main Residential SubDv. ⋅ 34241 Zip Code
Experience the perfect blend of luxury, comfort, and modern design in this 2023 built estate in Cassia at Skye Ranch. This unique, turn key opportunity presents 4,562 square feet of thoughtfully designed living space. This remarkable residence features 4 bedrooms, 6 bathrooms and multiple gathering areas with an impressive array of custom upgrades that elevate everyday living. The gourmet kitchen includes a custom built pantry, GE Café appliances, a seamless double oven and a oversized quartz island with motion-sense faucet. The main living space demands upward attention with its soaring tray ceilings with crown molding. This beautiful upgrade stretches to each and every room in the house. Indulge in music anytime with built-in speakers in the main living space, as well as outside. Enjoy an abundance of space in this master suite with his and hers walk in closets and an extremely oversized shower with both dual rain and detachable shower heads. Each one of the guest bedrooms showcase walk in closets, private ensuites with the continuation of the quartz vanities. One of the home's most impressive features is the custom upstairs addition, creating a private guest or multigenerational living space complete with a spacious great room, kitchenette with sink, dishwasher and beverage refrigerator, private bedroom with en-suite bath, and additional half bath. The 1,400 square foot covered lanai allows for effortless entertaining. Outside you'll find a beautiful resort-style saltwater pool with a sun self, stunning waterfall features and oversized spa. With the upraded gas heater, you can enjoy year-round relaxation in just minutes. The outdoor kitchen includes a beverage center, granite countertops, large sink and hooded ventilation. With a much sought after extended yard, this house uniquely sits on 0.301 acres with a wooded conservation backdrop, enhanced by extensive landscaping, expanded irrigation, and fenced pool equipment areas. Other outdoor features include built-in garage storage, car charge station, an extended driveway, landscape lights, gutters, and easy to install hurricane shutters. Skye Ranch residents enjoy resort style amenities such as walking/biking trails, both indoor and outdoor basketball/pickleball courts, parks, rock climbing, fitness center, spa facilities, and a water playground. This opportunity to own in one of Florida's most dynamic master-planned communities is truly unique. Just 12 miles from Siesta beach, and minutes from our brand new Skye Ranch school, your new journey starts here!

9479 Tequila Sunrise Drive, Sarasota

4610 Ardale Street, Sarasota
$775,000
4 Beds ⋅ 3 Baths ⋅ Sarasota Springs SubDv. ⋅ 34232 Zip Code
PRICE REDUCED!!!Total makeover on this beautiful 4 Bedroom 3 Bath home!! Check this out… First a fantastic location in the highly sought-after Sarasota Springs, downtown Sarasota shopping and those sandy beaches. Second, NO fees for a Homeowners’ Association so short rent or simply move in yourself. Third, oversized 15,000 sq. ft. lot with plenty of room to park your boat or RV with a newer 12x20 detached storage building, and lastly this wonderfully appointed home boasts many updated features in a coastal cottage setting that is so warm and inviting, you’ll instantly be hooked! This home comes fully furnished with 4 bedrooms, 3 baths plus access to the pool from the hall bathrooms, offers a split floor plan that has 2 Master Suites. The kitchen has been remodeled with newer appliances. Both bathrooms are fully upgraded. New flooring has been installed. This home was designed professionally. A modern home ready to be moved in. You’ll love the big backyard with the large 14x28 heated lap pool for fun and relaxation. Many fun memories are sure to be made with family and friends enjoying bar-b-ques and pool parties. Plus, if dogs are family too, they’ll love the fenced area as their playground. The roof was replaced in 2022 and the A/C in 2022. Schedule your showing today – this adorable home is a must see!

4610 Ardale Street, Sarasota

1354 Tearose Place, Sarasota
$1,600,000
3 Beds ⋅ 3 Baths ⋅ Mandarin Park SubDv. ⋅ 34239 Zip Code
Discover the ultimate in modern Sarasota living in this stunning, completely renovated home located in the highly desirable West of Trail gated community near downtown Sarasota. Thoughtfully redesigned with exceptional attention to detail, this residence offers a sophisticated open-concept floor plan, luxurious finishes, and seamless indoor-outdoor living. The spacious living room, dining area, and gourmet kitchen flow effortlessly together, creating an ideal setting for entertaining family and friends. The brand-new custom kitchen features premium GE Monogram appliances and elegant finishes. Every bathroom has been fully renovated with high-end materials and contemporary design. The private primary suite serves as a relaxing retreat, complete with a luxurious ensuite bathroom and tranquil views of the pool and backyard oasis. The serene second bedroom offers direct access to the pool and lanai and shares a beautifully renovated Jack-and-Jill bathroom. A versatile third bedroom can also function as a private home office, guest room, or flex space. This extensively upgraded home includes: New hurricane-impact windows and doors, including the garage door, New porcelain tile flooring throughout, New tile roof, New tankless water heater, New air-conditioning system, New electric and panel, Re-piped plumbing, Refinished pool and jacuzzi with new control system and components, Re-Screened lanai, New planked lanai ceiling, New pool pavers, Fresh interior and exterior paint, and New landscaping and landscape lighting. Ideally situated near downtown Sarasota, this exceptional home is just minutes from the renowned beaches of Siesta Key, Lido Key, and Longboat Key, as well as Sarasota-Bradenton International Airport and University Town Center (UTC) Mall. With its extensive renovations, resort-style amenities, and premier location, this is a rare opportunity to enjoy a turnkey Sarasota lifestyle in one of the area’s most sought-after neighborhoods.

1354 Tearose Place, Sarasota

1444 Harbor Drive, Sarasota
$6,999,900
5 Beds ⋅ 7 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code
Virtually Staged. Welcome to this exceptional waterfront home in the highly sought-after Harbor Acres neighborhood. With more than 5,000 square feet of living space, this five-bedroom, five-full-and-two-half-bath residence combines classic Spanish/Mediterranean style with comfortable living and beautiful waterfront views. Located on a private waterfront basin with direct access to Sarasota Bay, the home offers spectacular sunsets and an ideal setting for enjoying the Florida lifestyle. The home features two primary suites, one on each level. The first-floor suite has private garage access and is well suited for guests, extended family, or multigenerational living. The additional bedrooms offer flexibility for offices, a fitness room, or other uses. The spacious interior includes a gourmet kitchen with granite and quartz countertops, wet bar, wine cooler, breakfast bar, and open access to the family room. Multiple electric fireplaces add warmth and character, and an interior elevator provides easy access between floors. Outdoor living is a major highlight. Covered lanais on both levels overlook the heated PebbleTec pool, spa, and waterfront. A covered outdoor dining area with summer sink and pool bath provides an ideal space for entertaining. Tropical landscaping adds privacy and creates a relaxing resort-style setting. Boating enthusiasts will appreciate the deep-water dock with boat lift and room for a large vessel, with convenient access to Sarasota Bay and the surrounding waterways. The house is situated on a small basin providing a peaceful setting for paddleboarding and this also means that the waters are generally calmer than in Sarasota Bay. The home is move-in ready and has been meticulously maintained. Recent improvements include three new AC/HVAC systems (2024), two new gas water heaters, a variable-speed Jandy pool pump, new seawall cap, and a 22KW Generac gas generator, along with more than $50,000 in additional upgrades. The first floor is located 13 feet above sea level and there is no non-conforming space meaning that this house is well equipped to handle any storm. Harbor Acres is conveniently located near Downtown Sarasota, Lido Key, and Siesta Key, as well as excellent restaurants, boutique shopping, hospitals, medical offices, banks, and everyday conveniences. A rare opportunity to own a spacious waterfront home with direct Sarasota Bay access, excellent boating amenities, a private pool and spa, and flexible living spaces in one of Sarasota's most desirable neighborhoods.

1444 Harbor Drive, Sarasota

670 Venice Lane, Sarasota
$1,399,000
3 Beds ⋅ 2 Baths ⋅ Waterside East SubDv. ⋅ 34242 Zip Code
Exceptional Siesta Key Retreat on Over Half an Acre with Brand-New Heated Pool. This beautifully transformed 3-bedroom, 2-bathroom residence sits on an impressive 0.50-acre (21,977 SF) parcel, offering a rare blend of space, privacy, high-end craftsmanship, and indoor-outdoor living on Siesta Key. Inside, wide-plank flooring, designer lighting, and warm natural textures anchor a bright, open layout. The centerpiece is a chef’s kitchen equipped with premium Café series appliances, custom cabinetry, an oversized waterfall island with seating, expansive counter space, and elegant brass accents. The kitchen flows seamlessly into the main dining and living areas, creating an ideal setting for entertaining. A separate family room with a wood-burning fireplace offers a second gathering space, framed by large glass doors that open to the outdoor oasis. The primary suite features direct access to the lanai and a redesigned spa-inspired bathroom with dual vanities, an oversized glass-enclosed shower, warm wood detailing, and custom tilework. Two additional bedrooms and a refined guest bath provide high-end accommodations for visitors. Outside, the brand-new heated pool and expansive screened lanai create a resort-style environment for swimming and alfresco dining. Beyond the lanai, mature trees and a sprawling yard provide a level of privacy and green space rarely found with island living. Located minutes from world-famous beaches, dining, shopping, and boating in Sarasota. Schedule your private showing today.

670 Venice Lane, Sarasota

148 Blue Mist Way, Sarasota
$3,025,320
3 Beds ⋅ 5 Baths ⋅ Waterside South SubDv. ⋅ 34240 Zip Code
Under Construction. Welcome to Wild Blue at Waterside — where exceptional design, refined coastal living, and effortless Florida living come together. One of Stock Luxury Homes’ most desirable floor plans, this spectacular inventory home offers an impressive combination of spacious interiors, elevated finishes, and an extraordinary outdoor living experience. Designed for both everyday enjoyment and unforgettable entertaining, the home features 3 bedrooms, 4.5 bathrooms, a spacious Great Room, elegant Dining Room, and a fabulous Bonus Room with wet bar — creating the perfect space for movie nights, game days, guests, or simply relaxing in style. The true highlight of this residence is the expansive 1,023-square-foot outdoor living area, designed as a private resort-style retreat. Enjoy the heated pool and spa, gather around the outdoor fireplace, prepare meals in the outdoor kitchen, and take full advantage of the incredible Florida lifestyle with seamless indoor-outdoor living. A 3-car garage provides plenty of room for vehicles, storage, and all the extras that come with Florida living. Throughout the home, thoughtfully selected finishes and Stock Luxury Homes’ signature attention to detail create a sophisticated yet comfortable environment. Located in Wild Blue at Waterside, this home offers the opportunity to enjoy one of the area’s most distinctive communities while experiencing a floor plan that truly delivers on space, flexibility, and exceptional entertaining. Estimated completion: January 2027. Please contact a Stock Luxury Homes Sales Consultant for additional inventory opportunities that may not be listed on the MLS.

148 Blue Mist Way, Sarasota

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

1426 S Osprey Avenue, Sarasota

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

3424 Old Oak Drive, Sarasota

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

5178 Oakmont Place, Sarasota

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

1141 W Peppertree Drive Unit 1141, Sarasota

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

5721 Sweet Leaf Way, Sarasota

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