Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
7758 SILVER BELL DR, SARASOTA, FL 34241
$895,00050 Days on yellowkey MLS ID: A4689138
0 Days Off yellowkey (back on 4/20/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3012 Built: 1989Monthly Fee: $147 Tax: $5,381 (2025)Community: Bent Tree VillageSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,381
Elementary School: Lakeview Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Don't let this one get away! * LOCATION, LOCATION, LOCATION * Rarely available in the GATED community of The Woodlands of Bent Tree * This EXQUISITE EXECUTIVE FAMILY HOME BOASTS A VERY PRIVATE SETTING ON ALMOST 3/4 ACRE, BACKING TO A WOODED GREENBELT * Quiet cul de sac location which means no through traffic * Side-load OVERSIZED 2 Car Garage * Quality Built by Arthur Rutenberg Homes and IMPECCABLY MAINTAINED BY THE ORIGINAL OWNERS, you will not find a home with this QUALITY & PRIDE OF OWNERSHIP * 4 Bedrooms & 3 Full Baths * 2 Bedrooms are En-suites * Formal Living Room & Formal Dining Room * The THOUGHTFULLY REIMAGINED Chef's Kitchen is open to the Family Room with a Wood-burning Fireplace * The generously-sized Owners' Suite showcases a Spa-style Bath with Walk-in Closet, Dual Sinks, Shower and a Garden Tub * All of this wraps your PRIVATE OUTDOOR OASIS with a CAGED POOL & SPACIOUS COVERED LANAI * This is the perfect home to entertain family & friends or for just relaxing in your slice of paradise * 'A' RATED SCHOOL DISTRICT * Short 15 minute drive to World Famous Siesta Key Beach as well as UTC Mall * You are close to all of Sarasota's fabulous amenities * One look & you'll fall in love! *
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Brown (941-330-7774)
4588 TUSCANA DR, SARASOTA, FL 34241
$1,195,00051 Days on yellowkey MLS ID: A4689151
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3860 Built: 2004Monthly Fee: $169 Tax: $7,249 (2025)Community: TuscanaSpa: YesSingle Family
Taxes:$7,249
Remarks: Under contract-accepting backup offers. 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 * Lovingly cared for by the original owners and the PRIDE OF OWNERSHIP SHOWS * This IMMACULATE home will not disappoint * This Family Estate Home is located on a Premium Lot backing to a 10 Acre Preserve & Pond providing a natural oasis & sense of tranquility * Enjoy the INCREDIBLE SUNSETS * This Custom Built Casablanca model is meticulously designed with 4 Bedrooms that are ALL EN-SUITES + 5 FULL BATHS + a Private Den/Office * The heart of the house is undoubtedly the LOVINGLY RENOVATED CHEF'S KITCHEN with NEW QUARTZITE Countertops, Upgraded Monogram Appliances, Custom Wood Cabinets, NATURAL GAS COOK-TOP, Built-in Oven, an Oversized Refrigerator & a Walk-in Pantry * The Gourmet Kitchen is open to the SPACIOUS FAMILY ROOM * Formal Living Room & Formal Dining Room * The Primary Suite is a sanctuary of comfort and a true retreat that features a THOUGHTFULLY REIMAGINED Spa-style Bath with NEW Walk-in Shower, Freestanding Tub, Dual Vanities & Dual Walk-in Closets * Upstairs is perfect for Guests or a private getaway with 2 En-Suite Bedrooms & a 23 x 17 Bonus Room with a Wet Bar, Mini Refrigerator, Ice Maker & Microwave * Relax on your 2nd story Screened Veranda - THE VIEWS ARE INCREDIBLE! * All of this wraps your Outdoor Oasis with Double Lanais * The Main Lanai is 21x16 with a Built-in Kitchen and a GAS Fireplace * Welcome to Party Central with a Beer Keg Built-in, Mini Refrigerator, Sink, GAS Grill & a Built-in Exhaust System * Travertine Deck * Your SALTWATER Pool & Spa is GAS Heated with a beach style shelf PLUS an Extended Paver Deck outside of the Pool Cage for additional enjoyment * You will not find a better outdoor area than this * Very Private Setting backing to tranquil 10 Acre Preserve & Pond to enjoy the spectacular sunsets * This is the perfect home for entertaining friends & family or simply relaxing in your slice of paradise * 3 Car Garage * NATURAL GAS * Volume Ceilings * Crown Molding * Tray Ceilings * Well for Yard Irrigation * Beautiful Landscaping + Paver Driveway + Sidewalks * Friendly GATED Neighborhood of only 99 Homes * NO CDD Fees * 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 * Furniture is available under separate negotiation * One look & youll fall in love * Run, don't walk! *
5644 ANTOINETTE ST, SARASOTA, FL 34232
$399,900117 Days on yellowkey MLS ID: A4681215
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1900 Built: 1978 Tax: $1,504 (2025)Community: Green AcresSingle Family
Taxes:$1,504
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: Welcome to this versatile Sarasota gem offering space, flexibility, and freedom. Situated on an oversized lot, this 4-bedroom, 2-bath home includes a well-appointed mother-in-law suite featuring 2 bedrooms, a full kitchen, a full bathroom, and a private entrance. The layout allows the home to be used as two separate living units or kept open for a larger or multi-generational family. This home has seen several recent updates, including a new roof installed in January 2025 with warranty, new vinyl flooring throughout in 2025, and air conditioning systems serviced in July 2025 for added peace of mind. A new submersible pump installed in February 2024 comes with a warranty through 2027. A new septic system was installed in 2021. The relaxed, laid-back neighborhood has no HOA, giving you the freedom to park your RV, boat, or other toys right at home. The oversized lot offers ample outdoor space with room to expand, entertain, or store equipment. Ideally located close to shopping, major highways, and just minutes from downtown Sarasota, this property also offers easy access to the area’s world-famous beaches. Whether you’re seeking a primary residence, multi-generational living, or income-producing potential, this home delivers outstanding value in a prime Sarasota location. 2 of the bedrooms and the 2nd kitchen are not reflected on the appraiser's website and public records, Information deemed reliable but not guaranteed. Buyer to verify all information. Don't wait call for your showing today!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Brandon Graber (941-330-3808)
2823 MARSHALL DR, SARASOTA, FL 34239
$1,199,00047 Days on yellowkey MLS ID: A4690497
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1856 Built: 2020 Tax: $8,242 (2025)Community: Orange ParkSpa: YesSingle Family
Taxes:$8,242
Elementary School: Southside Elementary
Middle School: Brookside Middle
Remarks: This stunning one-story custom-built home, completed in 2020, offers the ideal blend of modern design, high-quality construction and an unbeatable location. In the sought-after Southside Elementary School district, this three-bedroom, three-bath residence plus dedicated office is just minutes from Siesta Key, downtown Sarasota and Sarasota Memorial Hospital, placing you at the heart of everything that makes Sarasota exceptional. Designed for comfort and style, this home features a seamless open floor plan with soaring ceilings, corner pocket doors in the office and abundant natural light. The spacious kitchen is a chef’s dream, boasting quartz countertops, an oversized island, custom cabinetry and top-tier appliances. The smoky mirror wall at the entryway and built-in bookshelves add unique character, while recessed LED lighting enhances the contemporary ambiance. Go outside through the expansive sliding glass doors to your private backyard retreat. The pool and spa are surrounded by lush traveler palms, creating a serene, tropical escape. The fully fenced-in yard and generous patio space make this the ideal setting for entertaining or unwinding in privacy. Additional highlights include solid block construction, hurricane/impact-rated windows and doors, a two-car garage with additional driveway parking and a paver driveway for an elegant touch. With no HOA or CDD fees, this move-in-ready home offers the rare opportunity to experience luxury living in one of Sarasota’s desirable neighborhoods. Schedule your private tour today!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
157 GARDEN LN, SARASOTA, FL 34242
$1,195,00082 Days on yellowkey MLS ID: A4685180
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2146 Built: 1958 Tax: $9,961 (2025)Community: Siesta Rev OfSingle Family
Taxes:$9,961
Elementary School: Phillippi Shores Elementary
Remarks: Under contract-accepting backup offers. Gorgeous remodel in the heart of Siesta Key and a short walk to Shell Beach access. Located a very large corner lot on a dead end street this home has the space, size, and all the amenities for your perfect getaway. This home has character and charm in all ways. From the banyan and palm trees, to the privacy wall, brick walkway, custom gates, and lush landscaping surround your Siesta getaway. This home, BIG PASS HIDEAWAY, a very successful vacation rental in previous years has generated over 105-112k consistently at a 73% occupancy rate. Completely renovated, designer touches, this home is gorgeous. Retro terrazzo floors, Gas fireplace, wood beam ceilings, European designer cabinets, just a few of the touches that bring out the style of this home. 3 main bedrooms and a 4th room connected to the main bedroom to create a double ensuite for the main bedroom that can be used as anything you wish. Currently set up as 4th bedroom with separate access to the pool area, it could easily be a studio, workout room, a nursery, a reading lounge. It's a special feature. As far as the improvements, everything has been completely redone. All new AC's main and mini split, new duct work. All repainted, new kitchen cabinets, new appliances, bathrooms renovated with designer tile. All new wiring, house was replumbed with new stacks and lining in main drain. ALL NEW HURRICANE IMPACT DOORS AND WINDOWS. New Pebble tech pool finish. Roof is 6 years old. New irrigation pump. Low voltage lighting. Tons of outdoor spaces from the oversized pool, to the garden and grilling areas. Hangout on the screened in patio or enjoy the firepit area. Lose track of time on your Florida visits and drift down the street to Siesta Key village and enjoy all it has to offer from shops, to dining, to the best beach USA! This home is gorgeous and priced to sell. Generate income. The choice is yours. Absolutely nothing to do but move and enjoy the siesta key life. Live in it. Schedule your private showing today. ***Can be purchased turnkey fully furnished on a separate bill of sale.***
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Joseph Patoray, Llc (941-448-8971)
858 HUDSON AVE #858, SARASOTA, FL 34236
$920,000307 Days on yellowkey MLS ID: A4659647
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1533 Built: 1989 Tax: $11,352 (2024)Community: Hudson LandingsCondo
Taxes:$11,352
Tax Year: 2024
Remarks: Live the Downtown Waterfront Lifestyle – Deeded Dock Included! Brand new exterior paint! This beautifully renovated 2-bed, 2-bath condo with a den (optional 3rd bedroom) is a rare find in Sarasota’s desirable West of the Trail neighborhood. Located in Hudson Landings, a quiet 12-residence community just minutes from downtown and the bay, this light-filled second-floor corner unit offers modern updates and an unbeatable lifestyle. The list price includes a deeded dock and a 10,000-lb boat lift—brand new with updated pilings and cradle—providing quick, direct access to Sarasota Bay and the Gulf of Mexico. Bring your boat and enjoy the ultimate Florida living experience! Inside, you'll find a vaulted exposed-beam ceilings and abundant natural light with a sleek contemporary kitchen with custom cabinetry, newer granite countertops, glass tile backsplash, and top-of-the-line stainless steel appliances, including a built-in double oven and glass cooktop, and a spacious Italian-style shower in the updated bathrooms. Plus a cozy wood-burning fireplace for cool evenings and an enclosed patio with large hurricane-rated sliding windows, creating a bright and inviting dining area Step outside and you’re just a short walk to Marie Selby Botanical Gardens, the Sarasota Bayfront, and vibrant downtown Sarasota. This peaceful community also features a heated pool, lush landscaping, and a truly secluded atmosphere—no damage from recent storms Helene or Milton; docks and boats remained intact.
Listing is courtesy of: YORKSHIRE INTERNATIONAL R.E. (941-366-0000)
Listing Agent: Jules Roman (941-366-0000)
6492 BOXGROVE DR, SARASOTA, FL 34240
$329,00046 Days on yellowkey MLS ID: TB8498077
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1530 Built: 2018Monthly Fee: $227 Tax: $4,093 (2025)Community: Baytown SquareTownhouse
Taxes:$4,093
Elementary School: Tatum Ridge Elementary
Remarks: This beautifully designed townhome offers the comfort and feel of a single-family home, featuring a bright open-concept layout that seamlessly connects the kitchen, dining, and living areas—perfect for both everyday living and entertaining. The spacious family room opens to a covered lanai, creating an ideal space to unwind or enjoy outdoor dining year-round. The kitchen is the heart of the home, complete with a large center island perfect for bar-style seating or hosting guests, abundant cabinet and counter space, and a convenient pantry for added storage. Downstairs, you’ll also find a well-placed powder bath for guests and access to a one-car garage, adding both convenience and functionality. Upstairs, the Owner’s Suite serves as a private retreat, offering a generously sized bedroom, walk-in closet, dual vanity sinks, and a separate linen closet for additional storage. Two secondary bedrooms share a full bathroom and are thoughtfully positioned near the laundry room. Ideally located, this home places you just minutes from beautiful golf courses, the world-renowned beaches of Siesta Key, and Sarasota-Bradenton International Airport—making travel and leisure effortlessly accessible.
Listing is courtesy of: FLORIDA REALTY (813-681-1133)
Listing Agent: Rachel Bellaver (217-313-3500)
2806 UPPER TANGELO DR, SARASOTA, FL 34239
$499,00068 Days on yellowkey MLS ID: A4687698
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1538 Built: 1958Monthly Fee: $17 Tax: $4,501 (2025)Community: South GateSingle Family
Taxes:$4,501
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bathroom home in the highly sought-after South Gate neighborhood of Sarasota, ideally located just minutes from world-famous Siesta Key Beach and vibrant Downtown Sarasota. Situated on a highly desirable corner lot, this move-in ready home offers exceptional curb appeal with a newly installed 8-ft vinyl fence, along with a new roof, fascia, and gutters completed in 2023. Step inside to an inviting, light-filled living space where large windows create a bright and airy atmosphere. The flexible layout flows seamlessly into a versatile bonus area—perfect for a home office, sitting room, or additional entertaining space. The updated eat-in kitchen is the heart of the home, featuring freshly painted cabinetry, quartz countertops, stainless steel appliances, and a stylish backsplash—designed for both everyday living and hosting. A dedicated laundry room with built-in shelving doubles as a convenient pantry for added storage, and the home includes a new washer and dryer. French doors lead to the screened lanai, with upgraded wood tile flooring, creating a warm and inviting outdoor living space perfect for relaxing or entertaining. The fully fenced yard, mature canopy, and producing lychee tree contribute to a setting that feels both established and quietly distinctive. This backyard also offers room for play and possibly a pool for the future owner. The primary suite offers a peaceful retreat with an updated ensuite bathroom, featuring a new vanity and walk-in shower. Additional upgrades include fresh interior and exterior paint, new landscaping, vinyl flooring throughout, and added attic insulation (2024) for improved energy efficiency. This home is equipped with hurricane shutters, a 360-degree security system, and surge protection in the electrical panel for added protection and peace of mind. Furniture is available for purchase separately, making this a potential turnkey opportunity. Residents have the option to join the voluntary HOA, which provides access to the South Gate Community Association pool—an added perk that enhances the neighborhood lifestyle. Enjoy an unbeatable Sarasota lifestyle just minutes from shopping, dining, and entertainment, with easy access to the Legacy Trail, Siesta Key and St. Armands Circle. Whether you're searching for a primary residence, seasonal retreat, or investment property, this South Gate home offers the perfect blend of location, upgrades, and lifestyle. The property is maintained with consistent professional care, supporting long-term integrity. Schedule your private viewing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Roni-Marie Gold, Pa (941-487-0105)
4688 OAK HOLLOW DR #25, SARASOTA, FL 34241
$289,00046 Days on yellowkey MLS ID: A4690247
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1679 Built: 1980 Tax: $3,229 (2025)Community: Hammocks, Bent TreeVilla
Taxes:$3,229
Remarks: Welcome home to this beautiful 3-bedroom, 2-bath villa with a 2-car garage, located behind the gates of Bent Tree Village in Hammocks 1. This split-bedroom floor plan offers both space and privacy, with formal living and dining areas, vaulted beam ceilings, and a separate Florida room featuring new hurricane-rated skylights. From there, enjoy views of the open-air patio and peaceful trees beyond. The newly renovated 2025 kitchen features quartz countertops, all-new cabinetry, pull-out lower drawers, and newer stainless steel appliances. The laundry closet is conveniently located in the kitchen. The oversized primary suite includes an ensuite bath with dual vanities, a walk-in shower, and a large walk-in closet. On the opposite side of the home, you’ll find two guest bedrooms and a full guest bath. This villa is located in Hammocks 1, which is not a 55+ community. You’ll also love the convenient location near I-75, restaurants, shopping, and just a short drive to the area’s beautiful beaches or UTC Mall. Don’t miss your chance to make this lovely villa your new home.
Listing Agent: Lisa Bouck, Pa (941-374-0165)
1250 N PORTOFINO DR #304, SARASOTA, FL 34242
$428,000411 Days on yellowkey MLS ID: A4649477
REDUCED by $10,000 (2.3%) on 04/15/2026
Bed: 1 Bath: 2.0 Liv Area Sq Ft: 780 Built: 1969 Tax: $3,898 (2024)Community: Siesta Harbor IiCondo
Taxes:$3,898
Remarks: Looking for a home for your boat, a beach lifestyle, or an investment? Enjoy sunrises over the marina, afternoons on Siesta Key Beach, and evenings on your enclosed balcony overlooking the boats and colorful skies. This furnished 1BR/2BA condo in Siesta Harbor is beautifully updated with an open floor plan, luxury vinyl flooring, remodeled kitchen (2022) with white shaker cabinetry, granite counters, glass backsplash, peninsula seating, and stainless appliances. Bathrooms feature quartz vanities and tiled showers; guest bath includes a soaking tub. Impact windows, same-floor laundry, and private storage add convenience. Siesta Harbor, a 55+ community, offers private beach access, heated pool/spa, lush landscaping, fishing pier, and a full calendar of social activities. Dock leases may be available for boats up to 30’. Additional amenities include covered parking, on-site manager, and a new roof (2025). Ideally located off the South Bridge near dining, shops, and the free Siesta Key trolley, this turnkey condo is perfect as a vacation retreat, full-time residence, or investment.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Marci Mcfarland (941-961-3390)
6334 MIDNIGHT PASS RD #41, SARASOTA, FL 34242
$629,00057 Days on yellowkey MLS ID: A4688750
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 612 Built: 1962 Tax: $3,759 (2025)Community: Siesta RoyaleSpa: NoCondo
Taxes:$3,759
Remarks: Siesta Royale is a Beachfront complex on Siesta Key located on the world famous Crescent Beach. This unit is Located right by the pool and close to the beach. This unit has been updated with High end laminant flooring throughout, new appiances, Granite counters and all new impact windows with beautiful finishing touches that makes you feel like you are really on vacation. Perfect for investment or full time use, Parking right outside unit, No stairs. This complex is close to many retaurants, boating, parasailng and shopping. This unit has a good rental histoy with steady rentals though out the year. Dont miss this one.
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Tom Ward (941-350-2463)
8977 MIDNIGHT PASS RD #222, SARASOTA, FL 34242
$589,900150 Days on yellowkey MLS ID: A4676582
58 Days Off yellowkey (back on 4/17/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1093 Built: 1974 Tax: $5,552 (2025)Community: Sunrise Cove Sec 3Condo
Taxes:$5,552
Remarks: Under contract-accepting backup offers. Luxury Waterfront Living Spectacular Views, Resort-Style Amenities Wake to breathtaking sunrises over Little Sarasota Bay and the Intracoastal Waterway. This fully remodeled and furnished 2-bedroom, 2-bath condo offers 1,093 square feet of refined coastal living where the views are the true centerpiece. The Residence Thoughtfully renovated in 2024, this residence blends the modern finishes with timeless coastal elegance. The open living and dining areas are bathed in natural light and perfectly positioned to capture sweeping water views, creating an inviting space for both everyday living and entertaining. Features include: 2 Bedrooms, 2 Bathrooms 1,093 Square Feet Panoramic Bay & Intracoastal Views Luxury Vinyl Flooring (2024) New Stainless-Steel Appliances (2024) New Hot Water Heater (2024) New A/C System (2025) Quartz Countertops Offered Fully Furnished with Upscale Furnishings & Accessories Move-In Ready Resort-Style Waterfront Community Enjoy an amenity-rich lifestyle designed for relaxation, wellness, and recreation: Tennis & Pickleball Courts Two Heated Pools-Including an Olympic-Size Pool with Lap Lanes Clubhouse with Pool Table and Ping Pong Fitness Center with Weight & Exercise Equipment Boat Docks Available for Lease Waterfront Setting with Direct Intracoastal Access An Unmatched Coastal Location Turtle Beach directly across the road Shuttle stop providing easy access to Siesta Beach and Siesta Village World-class beaches, boating, dining, and shopping just minutes away The Lifestyle This home is all about the views- sparkling water, passing boats, and unforgettable sunrises enjoyed from the comfort of your living space. Whether as a primary residence, seasonal retreat, or investment property, this condo delivers a luxury waterfront lifestyle with effortless ease.
Listing is courtesy of: PETER D DONAHUE LICENSED REAL ESTATE BROKER (239-206-0740)
Listing Agent: Peter Donahue (239-206-0740)
1365 HARBOR DR, SARASOTA, FL 34239
$5,495,000184 Days on yellowkey MLS ID: A4672827
REDUCED by $490,000 (8.2%) on 04/11/2026
Bed: 4 Bath: 4.5 Gar: 6 Liv Area Sq Ft: 4978 Built: 2018 Tax: $34,839 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$34,839
Remarks: A striking triumph of modern architecture and engineering, this three-story contemporary estate in Harbor Acres—Sarasota’s most coveted neighborhood—stands as a bold statement of design, innovation, and uncompromising luxury. Designed by renowned architect Mark Sultana of DSDG Associates, the residence is a masterwork where precision and artistry converge. From the moment of entry, soaring ceilings, expansive walls of glass, and a dramatic Italian floating staircase set the tone. Natural light fills the interiors, enhancing a layout designed for both impact and livability. The main level is anchored by an open-concept great room and a chef’s kitchen of exceptional caliber. A full suite of Miele appliances—including induction cooktop, built-in espresso maker, warming drawers, dual microwaves, and a full-height wine tower—is paired with Dekton countertops and custom Westwood cabinetry. A concealed butler’s pantry with Sub-Zero refrigeration enhances functionality. Living and dining areas flow seamlessly to a covered terrace with a summer kitchen and thermally modified wood ceiling overlooking the private grounds. The north wing is dedicated to a dual-owner’s suite—two private retreats connected by a spa bath with floating vanities, dual rain showers, soaking tub, heated towel racks, and custom Italian closets. One suite is currently configured as a refined office. The second living level offers a library/media room that can convert to a two-room guest suite, an additional bedroom suite, and two full baths for comfort and privacy. Outdoors, a resort-style setting unfolds with a dramatic 50-foot heated pool and spa, covered lounge areas, and lush bamboo for privacy. A separate one-bedroom guest house with full bath, coffee bar, and mini refrigerator provides independent accommodations. The rooftop terrace captures sweeping panoramic views of Sarasota Bay, the Ringling Bridge, Longboat Key, Siesta Key, and the downtown skyline—an exceptional setting for sunset gatherings. Additional features include Crestron-controlled lighting, shades, and audio, integrated speakers, five Luma security cameras with remote access, and two climate-controlled garages for up to six vehicles with epoxy floors, storage, and a gym opening to the pool terrace. A rare architectural statement offering elevated design, privacy, and location just minutes from downtown Sarasota and the Bayfront.
Listing Agent: Kim Ogilvie (941-951-6660)
1313 SIESTA BAYSIDE DR #1313D, SARASOTA, FL 34242
$639,000134 Days on yellowkey MLS ID: A4678960
REDUCED by $30,000 (4.5%) on 04/17/2026
Bed: 1 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 959 Built: 1988 Tax: $6,865 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$6,865
Remarks: Welcome to 1313 Siesta Bayside Drive in Gulf & Bay Club Bayside, a beautifully updated 2-bedroom, 1.5-bath condo offered turnkey furnished and ideally suited as a personal beach retreat or high-performing investment property with weekly rental flexibility and consistent future bookings already in place. This light-filled residence features tasteful coastal updates and a serene pond waterview, complemented by a private single-car garage, driveway parking, and additional guest parking conveniently located across the street. Enjoy deeded beach access to world-famous Siesta Beach, renowned for its bright white quartz sand and crystal-blue Gulf waters, just a short walk away, while the Siesta Key Village shops and restaurants are an easy drive, bike, or golf cart ride. Gulf & Bay Club Bayside is a gated, resort-style community offering two heated pools, tennis and pickleball courts, walking paths, a fishing pier, fitness center, clubhouse, BBQ and picnic areas, and lush tropical landscaping, delivering the perfect blend of relaxed island living and strong income potential in one of Siesta Key?s most desirable communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Shane Lewis (941-685-3252)
1920 WISTERIA ST, SARASOTA, FL 34239
$1,450,00096 Days on yellowkey MLS ID: A4683653
1 Days Off yellowkey (back on 4/16/2026)
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1736 Built: 1951 Tax: $7,904 (2025)Community: Desota ParkSingle Family
Taxes:$7,904
Remarks: Under contract-accepting backup offers. Located West of the Trail in Sarasota’s highly sought after Southside neighborhood, this beautifully renovated home at 1920 Wisteria Street offers the perfect blend of location, lifestyle, and thoughtful updates. Just minutes from Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and the world famous beaches of Siesta Key, this home places you close to everything that makes living in Sarasota so desirable. The property is also located within the highly regarded Southside Elementary school zone, one of the most sought after elementary schools in Sarasota. Inside, the home features a bright open floor plan designed for comfortable everyday living and effortless entertaining. The fully remodeled kitchen serves as the centerpiece of the home and showcases quartz countertops, updated cabinetry, and modern finishes that flow seamlessly into the main living space. Crown molding throughout adds a refined touch, while a gas fireplace creates a warm and inviting focal point. The bathrooms have been tastefully remodeled and the home includes custom built in closets that provide both function and organization. Major system upgrades add comfort and peace of mind, including impact windows and doors throughout and a 2021 HVAC system. Step outside to a private backyard retreat designed for enjoying the Florida lifestyle year round. The pool was remodeled in 2022 and is surrounded by updated landscaping and mature Areca palms that create the natural privacy you have been looking for. One of the most unique features of the home is the outdoor tiki bar paired with a refreshed turf yard, creating the perfect setting for relaxing or entertaining guests. With its West of the Trail location, thoughtful renovations, and proximity to Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and Siesta Key Beach, this property offers an exceptional opportunity to enjoy one of Sarasota’s most convenient and desirable neighborhoods. Furniture is negotiable.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Jesse Bauer (941-465-8583)
20 WHISPERING SANDS DR #1201, SARASOTA, FL 34242
$1,195,000142 Days on yellowkey MLS ID: A4678026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1282 Built: 1973Monthly Fee: $1,398 Tax: $10,552 (2025)Community: Whispering SandsCondo
Taxes:$10,552
Remarks: A truly RARE offering, this TOP floor, GULF FRONT penthouse residence crowns the northwest CORNER of the South Tower of Whispering Sands – the premiere 55+ Gulf front enclave on the idyllic westernmost point of Siesta Key where only a fortunate few enjoy world class, panoramic views of the sparkling Gulf and 800’ of PRIVATE quartz sand beach! FULL GULF views from this unit unfurl in every direction, offering a daily masterpiece of colors that shift with the rising and setting sun. Wake up to breathtaking Gulf views that seem to stretch to infinity, offering a tranquil retreat from the ordinary. In the evening, enjoy the golden hues of Florida sunsets and starlit dinners from your expansive 28’ balcony, where the Gulf breezes and soft cries of the seagulls serve as the perfect soundtrack. This penthouse is more than just a property – it’s also a canvas for your imagination. Distinctive architectural elements and premium untapped potential invite you to curate a space that reflects your own unique style and vision. Whether you envision modern sophistication, coastal charm, or timeless elegance, the untapped possibilities of this unit invite your imagination to run free as you create the ultimate sanctuary tailored to your personal vision. Whispering Sands' relaxed, informal lifestyle provides the perfect backdrop for your next chapter. Start your day with a set of vigorous laps or water aerobics in one of two beautiful, heated pools - one beachside, one clubside. You’ll never need to leave the property to get your gym workout in the main clubhouse currently undergoing a complete remodel. Plant your feet in the cool quartz sand and enjoy daily dips in the balmy Gulf. Beach loungers are set out daily for the exclusive use of owners. Enjoy an impromptu game of beachside shuffleboard followed by a picnic supper at the Tiki Hut. Whether spending time exploring the vibrant cultural offerings of Sarasota just across the North Bridge, indulging in the local arts scene, or simply relaxing on your breezy private balcony with a good book, the options this property offers are endless. Secure your private viewing of this unique residence and claim your place in this coveted coastal community!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
2534 GROVE ST, SARASOTA, FL 34239
$2,499,000292 Days on yellowkey MLS ID: A4662120
2 Days Off yellowkey (back on 4/16/2026)
Bed: 7 Bath: 7.0 Gar: 2 Liv Area Sq Ft: 4615 Built: 2025 Tax: $4,033 (2024)Community: South GateSpa: YesSingle Family
Taxes:$4,033
Remarks: Welcome to 2534 Grove Street, a new construction residence blending modern design with everyday livability in one of Sarasota’s most desirable neighborhoods. The open-concept main level features generous entertaining space with a gourmet kitchen, dining area, and living room that transitions seamlessly to the covered lanai and private courtyard-style backyard. The spacious first-floor primary suite provides convenience and privacy. Upstairs, a second lounge offers flexibility for media, office, or guests, along with additional ensuite bedrooms. Located in the Southside School district and just minutes from Downtown Sarasota, Siesta Key, and Lido Key. Brand new, move-in ready, and thoughtfully designed for the way you live.
Listing Agent: Steven Moore (401-767-7180)
1255 E PEPPERTREE DR #201, SARASOTA, FL 34242
$499,000296 Days on yellowkey MLS ID: A4661191
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1460 Built: 1972 Tax: $5,890 (2024)Community: Peppertree Bay ISpa: NoCondo
Taxes:$5,890
Remarks: Move in ready AND priced to sell quickly! Don't miss the chance to own this beautifully updated turnkey furnished 2-bedroom condo at Peppertree Bay, available at an unbeatable price! Experience resort-style living in this bayfront and beachside community. The interior boasts an open floor plan with spacious, welcoming rooms, tile and luxury vinyl plank flooring, and a generous 29-foot lanai. Peppertree Bay offers luxurious amenities, including under building parking, private beach access, two heated swimming pools, tennis and pickleball courts, two clubhouses, a fitness center, and a fishing pier. It’s like a vacation every day! When you want a change of pace, leave your car behind and take the trolley to all the wonderful restaurants and shopping Siesta Key has to offer. With onsite management and a rental desk, this Peppertree Bay condo serves as an ideal coastal getaway or a smart investment choice. Don’t let this one get away.
Listing Agent: Mina Johnson (941-404-9347)
527 FREELING DR, SARASOTA, FL 34242
$5,825,000170 Days on yellowkey MLS ID: A4669657
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 4310 Built: 2026 Tax: $6,458 (2024)Community: Bay Island ShoresSpa: YesSingle Family
Taxes:$6,458
Remarks: Under Construction. The exterior presentation of this spectacular waterfront residence is most impressive with its blend of modern architecture and refined luxury. With superior elevation high above the water’s edge on Siesta Key’s prestigious Bay Island, this new to-be-built 4,310 sq. ft. residence is an unparalleled oasis of tranquility in a breathtaking setting. A place where architectural elegance and natural beauty converge in perfect harmony with elaborate artisanal work, functional design, and top-tier amenities. For boaters, the location is ideal with a new seawall and a private dock allowing quick access to the bay and gulf beyond. Built with intention and quality, large windows flood the space with natural light illuminating the graceful enhancements within. When entering the home through the 4-car garage, an elevator takes you to the first and second living levels. An elegant foyer entry with double-height ceiling and sleek iron-railed staircase usher you into the spacious interiors where every detail, from the fluid layout to the custom finishes, is thoughtfully curated. Adding a distinctive touch to the stunning great room are 20-foot ceilings and a two-story entertainment wall flanked by artistic display niches. A wall of glass sliders sets a dramatic tone, framing water views and uniting indoor-outdoor living. Designed for effortless entertaining and timeless family gatherings, the outdoor area overlooks the water to create a tranquil setting that feels both secluded and well-connected. With nearly 500 sq. ft. of covered lanai, an outdoor cook center and a heated pool/spa, there’s ample opportunity for hosting special gatherings or simply enjoying the quiet beauty laid before you. Lovely landscaping, lush greenery and outdoor spaces add to the home's overall aesthetic appeal. A remarkable gourmet kitchen is designed for functionality and style, equipped with high-end finishes, top-tier appliances, a large island and a butler’s pantry with additional refrigerator and dishwasher. An adjoining dining room comfortably seats 8-10 and offers wonderful water views while dining. The primary wing is remarkable with an exquisite spa bath, enlarged customized wardrobe room, and direct access to the laundry facilities. The first level also includes a den suite ideal for remote work or creative pursuits and a completely private guest bedroom with its own full bath. Upstairs, there’s an overlook to the great room below, 2 bedrooms, 2 full baths, and an amazingly-sized bonus room with private balcony. The award-winning and talented team of professionals at Allegra Homes has thoughtfully and expertly created a residence offering a secure, exclusive lifestyle in one of Sarasota's most sought-after and high-value areas. The construction quality is of the highest standard, ensuring that the home is both beautiful and built to last. Just minutes to the mainland, downtown’s cultural mecca, world-class dining and shopping venues, gorgeous area beaches and a top-ranked school system coveted by families for generations, the prized waterfront location couldn’t be better. Showcasing extraordinary craftsmanship throughout, this never-lived-in showplace is the ultimate vision for those who value the very best of coastal Florida living. There’s still time to make your own personal choices for creating the perfect custom home tailored to your family’s taste and style.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
1714 SOUTH DR, SARASOTA, FL 34239
$2,245,00075 Days on yellowkey MLS ID: A4686448
Bed: 4 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 3105 Built: 1950 Tax: $11,204 (2025)Community: Cherokee ParkSpa: NoSingle Family
Taxes:$11,204
Remarks: One or more photo(s) has been virtually staged. Tucked beneath a canopy of mature trees in one of Sarasota’s most coveted neighborhoods, 1714 South Drive presents a rare opportunity to secure a prime homesite in Cherokee Park, West of the Trail and moments from the very best of Sarasota living. Set on a beautifully established lot with lush, mature landscaping, a paver driveway, and a combination of garage and carport parking, the property offers an immediate sense of privacy and presence. Inside, the home unfolds with a surprisingly expansive footprint and a floor plan that captures natural light throughout. A welcoming entry with a leaded stained-glass door opens to multiple living spaces, including a living room with a wood-burning fireplace, custom built-ins, and distinctive Saltillo tile flooring, alongside a light-filled family room wrapped in windows with views of the pool and direct access to the lanai. The dining room, positioned with a bay window overlooking the pool, connects seamlessly to the kitchen, which features granite countertops, glass-front cabinetry, a center island with cooktop, and a breakfast nook with access to a private side deck. The layout offers flexibility with multiple bedroom and office options, including a front bedroom or office with a wall of windows and an in-wall safe, and a private guest suite with its own bath showcasing vintage turquoise tile and retro detailing. A secondary guest bedroom includes built-in workspaces and shelving, ideal for dual office use or creative space. The primary suite is tucked privately toward the rear of the home, offering direct access to the lanai, abundant natural light, and a spacious bath with dual vanities, soaking tub, walk-in shower, and skylight above. Additional spaces include a bonus room off the garage with bedroom conversion potential, a pool bath, and a separate flex space off the lanai with wood-paneled walls and its own mini-split system, ideal for a studio, gym, or additional lounge. Outdoors, the home continues to deliver with an oversized, caged pool and covered lounging areas, surrounded by mature landscaping, stone walkways, and a fully fenced yard. An existing outdoor kitchen structure and multiple access points from the home create a true indoor-outdoor flow that aligns perfectly with Sarasota’s year-round lifestyle. What truly elevates this property is its location. Just moments from the shops and restaurants of Southside Village or downtown Sarasota’s waterfront, cultural venues, and marina. It is close to Sarasota Bay and just a short drive to Siesta Key’s north bridge. This is a setting that defines convenience and coastal luxury. Cherokee Park remains one of the most desirable addresses in Sarasota, and 1714 South Drive offers the rare combination of location, lot, and layout, an exceptional opportunity in the heart of Sarasota.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.