Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
2306 VALENCIA DR, SARASOTA, FL 34239
$1,295,000162 Days on yellowkey MLS ID: A4670909
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1949 Built: 1955 Tax: $4,130 (2024)Community: South GateSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,130
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Welcome to 2306 Valencia Drive a practically new construction home in the heart of Sarasota's coveted Southgate neighborhood. Taken down to just a few original walls and completely rebuilt, the residence offers modern livability with elevated 10' ceilings, new plumbing, new electrical, impact windows, and a brand-new pool. Designed for today's lifestyle, the open floor plan blends effortless entertaining with everyday comfort. The kitchen anchors the home with premium finishes and abundant natural light, while the primary suite feels like a private retreat. Perfectly positioned within the highly sought-after Southside Elementary district and just minutes from Sarasota Memorial Hospital, downtown, and the beaches, this home delivers the rare combination of charm, convenience, and new-construction quality in a central location.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Steven Moore (401-767-7180)
2530 LOMA LINDA ST, SARASOTA, FL 34239
$400,000169 Days on yellowkey MLS ID: A4669972
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 959 Built: 1925 Tax: $4,577 (2024)Community: Rustic LodgeSingle Family
Taxes:$4,577
Elementary School: Alta Vista Elementary
Remarks: PRICE REDUCTION. INVESTOR ALERT and priced to sell Value is in the land and location.. Great investment opportunity with no rental restrictions!! Prepare to be captivated by this enchanting 1925 Florida home, perfectly nestled in Sarasota's most coveted and fast-trending neighborhood: Arlington Park! This is more than just a home; it's a piece of local history updated for a modern, enthusiastic lifestyle. Step inside and feel the undeniable character with original hardwood floors, handsome 10-inch baseboards, and charming 1900's sash windows that fill the space with glorious Florida light. With 2 bedrooms and 2 bathrooms, this residence offers an intimate yet comfortable setting, making it the perfect sanctuary right in the heart of the city. The exceptional lifestyle offered by this location simply cannot be overstated. You are perfectly positioned to enjoy the very best of Sarasota! Hop on your bike for a quick 2-mile ride to the vibrant arts and culture of Downtown Sarasota, offering world-class dining, theaters, and shopping. Commuters and medical professionals will appreciate being just one mile from Sarasota Memorial Hospital (SMH). The neighborhood is highly regarded for its top-rated school district, less than a mile from Sarasota High School. And of course, the world-famous beaches of Siesta Key and Lido Key are just a short, scenic drive away, putting Gulf Coast paradise right at your fingertips! Imagine having Arlington Community Park as your extended backyard! A dedicated walking path right down the street gives you direct access to this incredible community hub, complete with a pool, tennis, pickleball, outdoor gym, basketball courts, and a popular dog park! Back at home, you’ll adore the private, large, and serene shaded deck—your new favorite spot for entertaining or quiet relaxation. The bonus artist's studio adds exceptional utility, whether for creative pursuits, a home office, or extra storage. Best of all, this property sits in an area of the City of Sarasota that allows weekly rentals, making it a truly brilliant choice for a savvy investor or for those dreaming of an income-producing second home! Don't miss this incredible opportunity for convenience, historic beauty, and ultimate Florida comfort!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rory Mcdonald (941-961-7247)
113 WHISPERING SANDS DR #V47, SARASOTA, FL 34242
$615,00048 Days on yellowkey MLS ID: A4683156
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1344 Built: 1968Monthly Fee: $1,351 Tax: $5,993 (2025)Community: Whispering Sands Sec 5Villa
Taxes:$5,993
Elementary School: Phillippi Shores Elementary
Tax Year: 2025
Remarks: One or more photo(s) has been virtually staged. NEW PRICE! Discover the ease of island living in this newly REMODELED 3BR/2BA villa with garage in the premier GULF FRONT property of Whispering Sands! As a rare freestanding villa, this residence offers the privacy of no shared walls and lives like a single family residence. Every detail has been thoughtfully curated, from the reimagined open galley kitchen with its sophisticated soft grey tones and granite countertops, stainless appliances, and soft close cabinetry and drawers – flowing seamlessly into the main living areas – to the beautifully updated bathrooms and elegant tile flooring. Textured ceilings and recessed lighting create a warm, contemporary ambience. The small private patio invites relaxed al fresco dining, while the rare 1-car garage—complete with an epoxy floor, full sized W/D hookup, and its own A/C system—adds exceptional convenience and storage. Behind the scenes, extensive upgrades provide total peace of mind. All windows and sliders are 2022 hurricane impact rated. The plumbing supply and drain lines in this villa were updated from cast iron to PVC in 2022. Further enhancing the home’s value are a NEW concrete tile villa roof and a 2023/2024 garage roof. 2022 HVAC system. Ideally located just steps from the clubhouse, 2 heated pools, and 800’ of Whispering Sands’ own PRIVATE beach on the Gulf, this residence also enjoys a prime setting next to the dining, shopping, and vibrant atmosphere of Siesta Key Village. Imagine starting your day with a morning dip in the Gulf followed by a peaceful stroll along the private shoreline. Spend the afternoon unwinding poolside or swimming invigorating laps in one of two heated pools. Stroll to the Village for a delicious, cozy supper and end the day gathered with friends as the Gulf sky ignites in breathtaking sunset color. Whether you’re seeking a full-time residence or the perfect coastal retreat, this move-in-ready villa offers the best of maintenance free, resort style living in an exceptional island location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
119 WHISPERING SANDS CIR #V36, SARASOTA, FL 34242
$595,000236 Days on yellowkey MLS ID: A4656278
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1160 Built: 1968Monthly Fee: $1,400 Tax: $6,617 (2024)Community: Whispering SandsVilla
Taxes:$6,617
Remarks: One or more photo(s) has been virtually staged. BEST PRICED VILLA IN WHISPERING SANDS! Don't miss this opportunity to own this lovely REMODELED VILLA just steps from the sand! This 2 bed/2 bath villa in the premiere GULF FRONT property of Whispering Sands is the perfect island getaway. A 3rd bedroom could also be added. Remodeled in 2025, this villa features all NEW luxury vinyl plank flooring, paint, baseboards, trim, molding, and all new interior doors. The NEW galley kitchen is a true highlight, offering stylish soft close cabinetry, granite countertops, stainless Whirlpool appliances, a side by side fridge with icemaker/dispenser, stainless farmhouse sink, and recessed and under-cabinet lighting. Both bathrooms have been refreshed with new granite counters, cabinets, vanities, and fixtures for a clean, contemporary feel. You’ll enjoy the ease of indoor-outdoor living with a tiled screened lanai – perfect for your morning coffee or evening relaxation. It could be further enclosed with windows or sliders and turned into a sunroom. This villa also features a nice skip trowel ceiling finish and plantation shutters. One car garage with NEW 2026 epoxy floor. NEW 2025 full sized Maytag WASHER & DRYER. NEW 2025 VILLA ROOF. 2025 HVAC system and 2025 water heater. Ideally located just around the corner from Whispering Sands’ two sparkling heated pools, clubhouse (currently in the beginning stages of being remodeled and which will include a fitness center and catering kitchen), NEW beachside Tiki Hut, shuffleboard, and 800' of your own private beach on the Gulf — perfect for enjoying Siesta Key’s world famous quartz sand and spectacular sunsets! When you're not luxuriating in the pool or going for a dip in the Gulf, step out of your front door and walk to shopping and dinner! Whispering Sands is situated right around the corner from the colorful boutiques and fine restaurants of Siesta Key Village. Embrace the island lifestyle! Whether as a year-round residence or a vacation retreat, this maintenance free Gulfside villa combines ease, style, comfort - and a great investment - in one of Siesta Key’s finest Gulf front properties.
6263 MIDNIGHT PASS RD #301, SARASOTA, FL 34242
$749,90033 Days on yellowkey MLS ID: TB8486242
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2018 Built: 1981 Tax: $9,637 (2025)Community: Excelsior Beach To Bay 7Condo
Taxes:$9,637
Remarks: Welcome to coastal living at its finest in the highly sought-after Gulf-to-Bay community of Excelsior Beach to Bay on world-famous Siesta Key. Perfectly positioned in Building One, this 3 bed/3 bath, spacious third-floor residence offers over 2,000 square feet of bright, open living space with partial Gulf views and a unique architectural design rarely found in condominium living. From the moment you enter, soaring vaulted ceilings and an elegant spiral staircase create a dramatic focal point while expansive living and dining areas invite both relaxation and entertaining. Large windows and sliding glass doors lead to a 19x5 enclosed lanai, the perfect spot for morning coffee, reading, or a quiet workspace surrounded by natural light and tropical scenery. The well-appointed kitchen features generous cabinetry, granite countertops, and a convenient pass-through to the living area, allowing seamless interaction with guests and family. The spacious primary suite serves as a private retreat with a large ensuite bath featuring a walk-in shower and soaking tub, while two additional bedrooms and bathrooms provide ideal accommodations for guests, family, or rental flexibility. A new HVAC system offers peace of mind and efficiency, and the residence also includes in-unit washer and dryer, assigned under-building parking, a private storage unit, and additional guest parking. Excelsior Beach to Bay is one of Siesta Key’s most desirable communities, offering a true resort-style lifestyle with private beach access just steps away across Midnight Pass Road, allowing you to walk directly to the powder-soft quartz sand of Siesta Key Beach. Residents enjoy an impressive array of amenities including two heated pools and spas, lively pickleball and tennis courts, a fitness center, fishing pier and bay front dock, library, beautifully maintained tropical grounds, and an active social atmosphere welcoming residents of all ages. With a two-week minimum rental policy, this property presents an outstanding opportunity for full-time residents, seasonal owners, or investors seeking strong rental potential in one of Florida’s most iconic beach destinations, with onsite management available. Owners may have one small pet. Located just minutes from the vibrant Siesta Key Village with its waterfront dining, boutique shopping, and entertainment, this exceptional residence offers the perfect combination of location, lifestyle, and investment opportunity in one of the Gulf Coast’s most coveted communities. Make your appointment today! Life is Short - Buy the Beach House!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Mindy Smith, Pa (727-599-5534)
9200 MIDNIGHT PASS RD #28, SARASOTA, FL 34242
$475,000124 Days on yellowkey MLS ID: A4674722
1 Days Off yellowkey (back on 3/27/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 922 Built: 1972 Tax: $2,923 (2025)Community: Inlet AptsCondo
Taxes:$2,923
Remarks: Under contract-accepting backup offers. Discover the true Siesta Key lifestyle in this beautifully updated two-bedroom, two-bathroom condo—an inviting coastal retreat that makes island living surprisingly attainable. Located on the peaceful southern end of the island, this well-maintained second-floor residence offers the perfect blend of comfort, style, and laid-back luxury. The thoughtfully updated kitchen features custom cabinetry, quartz countertops, a spacious island, and stainless-steel appliances, while high-end luxury vinyl plank flooring flows seamlessly throughout. Evenings are best spent on the air-conditioned lanai, where breathtaking sunsets and tranquil surroundings make every day feel like a vacation. Offered turnkey furnished, this move-in-ready condo includes a new A/C system (2024) and new hot water heater (2024)—just bring your swimsuit and sunscreen and start enjoying island life immediately. Step outside to daily sightings of manatees and dolphins in your backyard, or launch your kayak to explore scenic mangrove tunnels before paddling through Midnight Pass into the sparkling Gulf waters. Boaters will love the community boat slips, offering direct access to Sarasota Bay and the Gulf beyond. At the end of the day when it’s time to relax, unwind in the recently updated, heated community pool, or take a short stroll to Turtle Beach, just around the corner. The Inlet community has been exceptionally maintained, featuring a new roof (2024), fresh exterior paint, and a new seawall and dock. Community amenities include, elevator, heated swimming pool, boat slips, kayak storage, bike racks, laundry, and a convenient grilling area. With a Siesta Key trolley stop nearby, enjoying Siesta Key Beach, the Village’s dining, shopping, and nightlife is effortless and no car required. This is your opportunity to own an affordable island escape. Come experience the charm, beauty, and relaxed coastal lifestyle that make Siesta Key so special.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: David Anthony (941-786-4282)
5260 HERON WAY #202, SARASOTA, FL 34231
$444,900129 Days on yellowkey MLS ID: A4673815
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1899 Built: 1986 Tax: $3,541 (2026)Community: Landings South IiiCondo
Taxes:$3,541
High School: Riverview High
Tax Year: 2026
Remarks: Discover an unparalleled lifestyle at The Landings, a highly sought-after community perfectly positioned just moments from the world-renowned Siesta Key beaches and the vibrant cultural scene of spectacular downtown Sarasota. This exquisite 3-bedroom, 2-bath residence combines low-maintenance condo living with single-family home amenities, featuring an inviting open floor plan and soaring high ceilings. Move-in ready and fully upgraded, the home boasts brand-new luxury vinyl flooring and modern light fixtures. The heart of the home, a chef’s kitchen, is completely new, showcasing extra-tall cabinetry, elegant granite countertops, and a full suite of stainless steel appliances . Guest bathroom has been fully remodeled with high-end finishes. Additional peace of mind comes with a new water heater and a new garage door opener. The community itself reflects pride of ownership with recent major capital improvements. Residents will benefit from new roofs and gutters installed last year, a fresh exterior paint project scheduled for this January, and all roads repaved in the last year. Enjoy leisurely strolls along the brand-new, eco-friendly nature path with Kayak launch to the Intercoastal Waterway, all security gates and security systems upgraded complete with 24 hour gate guard. The best part? All special assessments for these upgrades have been paid in full. Located close to A-rated school district, this property offers the ultimate Florida lifestyle, blending convenience, luxury, and peace of mind . Schedule your private showing today!
Listing Agent: Stephen Clementi (912-704-2116)
2612 MULBERRY TER, SARASOTA, FL 34239
$800,00047 Days on yellowkey MLS ID: A4680963
0 Days Off yellowkey (back on 2/27/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1148 Built: 1949 Tax: $6,116 (2025)Community: Bay View Heights AddSingle Family
Taxes:$6,116
Remarks: Welcome to one of Sarasota’s most coveted West of Trail addresses, a location that is truly the heart of everything this city is known and loved for. Nestled just north of Cherokee Park and steps from the Bay, this beautifully updated Florida-style bungalow places you within one of the most established and upscale pockets of Southside Village. This area is known for its walkability, mature tree-lined streets, and a rare blend of history, charm, and coastal convenience. Living here means you are only moments from cherished Sarasota landmarks. Southside Village is right around the corner with Morton’s Gourmet Market, boutique shops, local cafés, and some of the city’s favorite restaurants. McClellan Park, one of Sarasota’s original historic neighborhoods, sits just minutes away and adds to the character and prestige of the surrounding streets. The Bayfront is within easy reach for sunset walks, morning jogs, or peaceful waterfront breaks during the day. This prime address also places you within a short drive of Siesta Key Beach, known for its powdery quartz sand, turquoise water, and consistently top-ranked status among America’s best beaches. Downtown Sarasota is less than ten minutes away, offering world-class dining, art galleries, the opera, theaters, festivals, and the vibrant marina. St. Armands Circle and Lido Beach are also close, perfect for weekend exploring, shopping, or coastal dining nights. Families will appreciate being zoned for the Southside Elementary district, along with proximity to Sarasota Memorial Hospital, local parks, art centers, marinas, and every convenience needed for easy everyday living. Surrounded by prestigious multi-million-dollar homes and some of the most sought-after real estate in Sarasota, this location offers unmatched appeal and long-term value. Inside, the home blends Old World charm with modern comfort. An open, light-filled floor plan features high ceilings, thoughtful updates, and sliding hurricane-rated doors that open to the lush lanai and tropical gardens. Natural light pours through multiple windows, highlighting updated flooring, Italian built-in closets, and contemporary finishes. The surrounding landscaping creates a private retreat ideal for quiet mornings, relaxing afternoons, and cozy evenings outdoors. If you have been searching for a home that pairs character and comfort with an unbeatable West of Trail location, this charming bungalow is one you simply must see.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Kaisen Mitchell (941-726-7657)
5830 MIDNIGHT PASS RD #63, SARASOTA, FL 34242
$598,000145 Days on yellowkey MLS ID: A4672897
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 728 Built: 1963Monthly Fee: $1,232 Tax: $6,113 (2024)Community: Jamaica RoyaleCondo
Taxes:$6,113
Remarks: Experience the best of Gulf-side living in this beautifully renovated 1-bed, 1.5-bath condo on Siesta Key — just steps from the world-famous quartz-sand beaches of Siesta Key. Completely updated from top to bottom, this turnkey coastal retreat features brand-new designer furniture and appliances, making it move-in or rental-ready from the moment you arrive. The spacious layout includes a highly desirable extra half bath—a rare and valuable upgrade that enhances comfort for both owners and guests. Inside, you’ll find premium ceramic tile flooring with a warm, wood-inspired finish, European-imported cabinets and interior doors, and modern quartz countertops. The renovated kitchen blends clean lines with elegant finishes, creating a stylish space for cooking, gathering, or entertaining. Other recent upgrades include a new AC and water heater installed in October 2024, providing year-round comfort and peace of mind. Outside your door, you’ll enjoy direct private beach access to Siesta Key’s legendary shoreline—perfect for daily walks, sunset lounging, or soaking up the Gulf breeze. The community also offers three resort-style pools, giving you multiple options for relaxation, swimming, or enjoying the Florida sunshine in a beautifully maintained setting. Whether you're seeking a personal island getaway, a high-demand investment property, or both, this impeccably finished condo delivers the ultimate Siesta Key lifestyle—modern, effortless, and just moments from the Gulf.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Noelle Vihrachoff (570-262-4594)
332 AVENIDA DE MAYO, SARASOTA, FL 34242
$5,695,00022 Days on yellowkey MLS ID: A4687188
Bed: 9 Bath: 8.0 Liv Area Sq Ft: 4055 Built: 2019 Tax: $26,520 (2025)Community: Sarasota BeachSingle Family
Taxes:$26,520
Remarks: ~Experience elevated coastal living in this fantastic BEACH HOUSE right in the heart of SIESTA KEY VILLAGE~ This beautiful home boasts 8 bedrooms + an additional bonus room = 9, plus 8 bathrooms, including 6 en-suite retreats, perfectly suited for a large primary residence or a high-performing luxury vacation rental. Ideally located and just steps from premier dining, boutique shopping, & vibrant nightlife, and only a short stroll or bike ride to the world-renowned Siesta Key Beach. This property offers the ultimate blend of convenience with the feel of a resort-style escape. Upon entering take the stairs or the convenient elevator up to the main living space. Here you will find an open chef's kitchen, large island, a beverage bar, along with the spacious living room and dining area. There are 2 bedrooms also on this level. Multiple balconies showcase great views of the village, while the home’s prime location places you moments from everything Siesta Key has to offer. It has been thoughtfully designed with high-end designer finishes and furnishings, every detail for both comfort and entertaining. The bonus room on the 4th level leads out to a spiral staircase and then up to the rooftop deck where both village and GULF VIEWS create a great backdrop for stunning SIESTA SUNSETS. Back on the 1st level, walk out to the covered patio and enjoy your private outdoor oasis with lush landscaping and the tranquil heated pool & spa designed for both relaxation and entertainment. It features an oversized sun shelf, wraparound lounge ledge and in-water bar seating. Whether you're hosting family and friends, a large group getaway or seeking a luxury investment property, this extraordinary beach house delivers unmatched living spaces throughout. It also comes beautifully turnkey furnished and ready for immediate enjoyment or rental income. THIS IS YOUR COASTAL ESCAPE...where luxury, location, and lifestyle all meet!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)
Listing Agent: Sabrina Ullmann (203-300-8181)
630 VENICE LN, SARASOTA, FL 34242
$975,000169 Days on yellowkey MLS ID: A4669940
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1859 Built: 1971 Tax: $8,446 (2024)Community: Siestas Bayside Waterside EastSingle Family
Taxes:$8,446
Remarks: One or more photo(s) has been virtually staged. Nestled near the gentle waters of Roberts Bay, this enchanting Siesta Key home rests on a quiet cul de sac street where the only sounds are the whisper of palms and the laughter of neighbors walking by. T location captures the essence of island life — peaceful, private, and just moments from where the sun dips into the Gulf. A short stroll or quick bike or golf cart ride has you in the center of vibrant Siesta Key. This home is dependable and offers new hurricane impact-rated windows, garage door and sliders; re-lined plumbing lines as well as new pex water supply lines throughout; and a new HVAC system and water heater. Step inside, and you’ll feel the warmth of a home that’s been lovingly renewed. Every detail reflects care and comfort — from the four inviting bedrooms and two full baths to the light-filled kitchen adorned with stainless steel appliances and a captivating blue glass tile backsplash reminiscent of the Gulf waters just moments from your front door. The dining area invites long, easy meals, while two separate living spaces offer versatility for gathering, relaxing, or simply enjoying the rhythm of coastal living. Life is low maintenance and carefree with durable lvp flooring that looks modern and will compliment your coastal décor. Beyond the back door lies a spacious, fenced yard — a blank canvas waiting for your imagination. Picture a pool glimmering under the afternoon sun, a lush garden framed with tropical blooms, or a firepit where evenings stretch into starlit conversations. Here, you aren’t confined to someone else’s vision — you have the freedom to create your own perfect oasis suited to your tastes and dreamy outdoor vibe. The charming front porch welcomes your guests — a cheerful prelude to the life that awaits within. New hurricane-rated windows offer confidence and calm, while the spacious two-car garage with smart epoxy flooring and the generous, indoor laundry room offers convience. This is more than a house; it’s a fresh beginning on Siesta Key — a place where your coastal dream can take root.
Listing Agent: Rudy Dudon (941-234-3991)
1959 HIBISCUS ST, SARASOTA, FL 34239
$2,395,000191 Days on yellowkey MLS ID: A4667271
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2720 Built: 2019 Tax: $22,649 (2025)Community: Desota ParkSingle Family
Taxes:$22,649
Remarks: PRICE IMPROVEMENT! An exceptional one-story Allegra home in Sarasota’s coveted West of Trail Flower Streets, perfectly positioned within the Southside School district and just steps from the charming Southside Village restaurants, shops, and Morton’s Gourmet Market. This impeccably designed 3-bedroom + office + bonus room, 2.5-bathroom home epitomizes modern coastal living and showcases the esteemed Kristi Ann single story floor plan, offering a seamless blend of sophisticated design and everyday functionality, making it an ideal primary or seasonal residence. Double doors open to the soaring 18-foot ceiling and wall of expansive 10-foot pocketing sliders which draw you towards the resort-like outdoor retreat, perfect for relaxing or entertaining. The living room features a dramatic floating tray ceiling with Halo-LED lighting and a focal wall complete with a remote-controlled electric fireplace. The chef's kitchen is functional and stylish, equipped with stainless steel appliances, a 5-burner gas range, Quartz island and countertops, and a generous walk-in pantry. The dining area, both intimate and elegant, includes a built-in Quartz-topped buffet, creating a serene space for family meals or hosting guests. The primary suite offers a tranquil escape, with vaulted ceiling accented by charming wood beams. The spacious custom walk-in closet ensures ample storage, while the spa-like en-suite bathroom, featuring glass-enclosed shower and designer tile, is the perfect respite after a long day. Two additional large guest bedrooms, along with a well-appointed guest bathroom and powder room, offer comfort and privacy for family or visitors. This award-winning floorplan also boasts a dedicated office, versatile bonus room, laundry room, and a 2-car AC'd garage with added storage. Step outside and discover an expansive lanai with a resort-style heated pool, spa, and impressive summer kitchen, all surrounded by lush landscaping and illuminated by custom lighting. The disappearing corner sliders seamlessly blend indoor and outdoor spaces, offering the quintessential Sarasota lifestyle. This home is packed with custom features, including designer lighting and built-ins, PGT impact windows, solid-core interior doors, and spray foam insulation for optimal energy efficiency. Recent upgrades include remote-controlled Kevlar shades for additional hurricane protection/storage for outside furnishings/sunshade, new AC unit with UV lights, 2023 mini split AC unit in the garage, and a whole-home in-duct air purifier. Ideally positioned near Southside School, Southside Village, Sarasota Memorial Hospital, Downtown Sarasota, and Siesta Key Beach, it delivers the ultimate blend of location, luxury, and lifestyle. Built to the latest hurricane codes and outside the flood zone, the home provides peace of mind along with timeless design. Every detail has been thoughtfully curated, creating an exceptional opportunity for discerning buyers to experience the best of Sarasota living in a true single-story gem.
Listing Agent: Lenore Treiman (941-356-9642)
5132 JUNGLE PLUM RD, SARASOTA, FL 34242
$5,985,000336 Days on yellowkey MLS ID: A4651663
Bed: 5 Bath: 6.0 Liv Area Sq Ft: 6928 Built: 2008Monthly Fee: $247 Tax: $45,860 (2024)Community: Hidden HarborSingle Family
Taxes:$45,860
Remarks: Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated interiors, the home embodies a sense of enduring sophistication, where natural materials, warm textures and elegant proportions create an atmosphere that is refined and welcoming. Just over a mile from the world-renowned sands of Siesta Key Beach, this is a home that celebrates the best of Sarasota’s lifestyle, a water connection, a celebration of indoor-outdoor living and architectural details that convey quiet luxury. Set on more than half an acre with 135 feet of water frontage, the residence opens with a stunning walnut-domed foyer, where soaring ceilings and floor-to-ceiling windows flood the space with light. Rich finishes—including Birdseye maple, tongue-and-groove cypress tray ceilings, and handcrafted millwork—are woven throughout the home, delivering a consistent sense of quality and character. The kitchen is a dream for chefs and entertainers alike, appointed with quartz countertops, a large center island, professional-grade appliances, a built-in espresso machine, and a walk-in butler’s pantry that seamlessly connects to formal and casual living areas. The owner’s suite is a private retreat, complete with a sitting room, dual walk-in closets, a spa-style bath with steam shower and a peaceful balcony overlooking the water. Each of the four guest suites offers its own en-suite bathroom and generous closet space, with three featuring walk-in closets and one boasting a built-in wall closet, ensuring privacy and comfort. Whether you need a quiet office, a vibrant game room or a cozy retreat, the bonus room, game room and loft offer the flexibility to suit your lifestyle. True to its coastal character, the home opens fully to expansive covered terraces designed for year-round enjoyment. Retractable screens, a wood-paneled ceiling, integrated fans, and ambient lighting create an outdoor living room atmosphere, complete with a fireplace and a full summer kitchen with built-in grill and bar seating. Beyond, the resort-style pool and raised spa are surrounded by tropical landscaping and natural stone decking, with multiple lounge areas designed for sun and shade. A custom fire pit anchors the space, offering a cozy, elegant setting for evening gatherings with water views. Water enthusiasts will appreciate the boat dock, built to accommodate a large vessel, complete with a boat lift. With quick access to the Intracoastal Waterway, the location is as functional as it is beautiful. Below, the expansive under-building garage offers room for more than 10 vehicles across five bays, plus a workshop, EV charging station and golf cart storage. A brand new whole-house generator was installed in June of 2025, creating peace of mind. Set on a quiet cul-de-sac just minutes from Sarasota’s best beaches, shopping, dining and cultural destinations, this rare offering is a seamless blend of timeless design, superior craftsmanship and the relaxed elegance of coastal Florida living.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
5547 ASHTON LAKE DR #5547, SARASOTA, FL 34231
$299,50030 Days on yellowkey MLS ID: A4686214
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1225 Built: 1990Monthly Fee: $550 Tax: $3,248 (2025)Community: Ashton Lakes 01 & 02Condo
Taxes:$3,248
Elementary School: Gulf Gate Elementary
Remarks: Location, Location, Location! Only 3.5 miles to the world-famous Siesta Key Beach. Close to I-75 and rte.41, shopping, hospital, schools and restaurants. A much sought after 2-bedroom, 2 bath, ground floor unit, garage, front porch, screened lanai with a captivating view of spring fed Sunnyside Lake and fountains can be yours. Bright & airy. Partially furnished. Ashton Lakes Community is located on 33 acres of luscious greenery, with 4 lakes, a combination of 2 tennis courts & 4 pickleball courts, 2 heated pools, one large with a lap lane, shuffleboard, clubhouse, grilling stations, and other amenities. we are connected to Merchants mart shopping center by a foot bridge. Shops include CVS, ACE hardware, liquor, Dollar store, restaurants and the famous Detwillers farm market for your shopping convenience. Come, make this slice of heaven your paradise in the sun. Disclosures attached. Roof 2010, Water heater 2015, Air handler 2022.
Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)
Listing Agent: Philip Abraham (941-441-6958)
6154 MIDNIGHT PASS RD #7C, SARASOTA, FL 34242
$645,00020 Days on yellowkey MLS ID: A4687416
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 836 Built: 1966 Tax: $4,329 (2025)Community: Casa Blanca VillasCondo
Taxes:$4,329
Remarks: Positioned along the powdery white sands of Siesta Key’s renowned Crescent Beach, this villa residence within Casa Blanca Beach Resort presents an exceptional opportunity to own in one of Sarasota’s most iconic Gulf-front communities. Casa Blanca is a unique collection of individually owned villas and apartments, each thoughtfully furnished and appointed for effortless coastal living or income-producing flexibility, with minimum rental periods of just 5–7 nights depending on ownership preference. This two-bedroom residence is fully equipped with an updated kitchen and bathroom, all cookware and linens, and the conveniences of individually controlled air conditioning, cable television, and Wi-Fi, creating a seamless turnkey experience for both owners and guests. The community enhances the Gulf-front setting with a clubhouse, pool and multiple on-site laundry facilities, all designed to support easy, resort-style living. Set directly on Crescent Beach, internationally celebrated for its fine, quartz-crystal sand and consistently ranked among the top beaches in the United States, this property captures the essence of Sarasota’s coastal appeal. Ideally situated just off Stickney Point Bridge, it offers effortless access to Sarasota’s renowned dining, shopping, and cultural attractions. With Siesta Beach just steps away, this is a rare opportunity to own in a beloved beachfront destination, whether as a personal retreat, full-time residence, or high-demand investment property.
1857 TULIP DR, SARASOTA, FL 34239
$2,650,00020 Days on yellowkey MLS ID: A4687590
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1878 Built: 1952 Tax: $11,355 (2025)Community: Hartland Park ResubSingle Family
Taxes:$11,355
Remarks: Modern coastal living in a prime West of the Trail location. This extensively renovated 3-bedroom, 2-bath residence offers nearly 1,900 square feet of bright, open living space with clean finishes and seamless indoor-outdoor flow. Renovations include updated systems, impact windows and doors, and a complete kitchen and bath redesign. The private pool with spa and swim shelf, along with upgraded exterior features, creates a relaxed and functional outdoor setting designed for low-maintenance living. Positioned in one of Sarasota’s most desirable neighborhoods, where new construction and continued demand continue to push values forward, this property captures both lifestyle and long-term potential. No HOA or rental restrictions provide flexibility for full-time use, seasonal enjoyment, or income potential. Currently operating as a successful luxury short-term rental. A standout opportunity in a location that continues to set the pace for Sarasota living.
Listing Agent: Ralf Michael Guensch (941-350-3450)
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