Location: Sarasota
Do Not Show Listings
301 S OSPREY AVE, SARASOTA, FL 34236
$1,099,000182 Days on yellowkey MLS ID: A4680127
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 3320 Built: 1914 Tax: $13,510 (2024)Community: Pos Sub Of Blks G & HApartment
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$13,510
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Prime Investment Opportunity in Laurel Park – Fabulous 4-Plex with Exceptional Income Potential! Discover your next smart investment in the heart of Laurel Park, one of Sarasota’s most desirable and historic neighborhoods. Just three blocks from vibrant Main Street and minutes from the city’s renowned Gulf Coast beaches, this charming 4-unit multifamily property offers a rare chance to own premium real estate in a high demand location. The property consists of two separate buildings, each featuring an upper and lower 1-bedroom, 1-bath apartment, with ample off-street parking for tenants. All units are currently leased to reliable annual tenants, ensuring immediate income. For investors seeking to maximize returns, this property offers significant upside as a short-term rental, with the potential to generate substantially higher income through weekly bookings in a vacation-friendly market.
Listing is courtesy of: QUEST PROPERTIES INC (941-504-1111)
Listing Agent: Timothy Bloch (941-504-1111)
3315 FRY ST, SARASOTA, FL 34239
$1,000162 Days on yellowkey MLS ID: A4682832
0 Days Off yellowkey (back on 4/9/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 520 Built: 1950 Tax: $3,809 (2025)Community: PinecraftSingle Family
Taxes:$3,809
Tax Year: 2025
Remarks: Auction Property. Fractional Ownership. Live auction 3/312026 12:00 PM - Just down from Pinecraft Park, this quaint ranch home comes available with lots of appeal. The home features 2 bedrooms, full bath, living room, kitchen, and dining area. There is front porch perfect for relaxing and visiting with neighbors as well as an enclosed rear porch with laundry area. Concrete drive and a nice storage building complete the improvements. The home sits on 2 – 40’x40’ Pinecraft lots providing access from Fry or Yoder Ave and the lots are not in the flood plain. Join us for the preview or schedule your own private showing and join us for this exciting auction.
Listing is courtesy of: KAUFMAN REALTY & AUCTIONS (330-231-4211)
Listing Agent: Curtis Yoder (330-204-2447)
5920 MIDNIGHT PASS RD #406, SARASOTA, FL 34242
$1,299,000468 Days on yellowkey MLS ID: A4649118
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1334 Built: 1971 Tax: $10,637 (2024)Community: Sarasota Surf & RacquetCondo
Taxes:$10,637
Remarks: TOWER RESIDENCE IN SARASOTA SURF AND RACQUET CLUB. 2BR/2BA in a Gulf & Beach Front Community – Resort Style Amenities – Proven Vacation Rental – Move In Ready - Enjoy the island lifestyle in one of Siesta Key’s most desirable beach front communities, located directly on Crescent Beach, the powdery white sand shoreline that makes Siesta Key world-famous. This beautifully appointed 4th-floor residence in the sought-after Tower Building offers convenient access to the pool and beach, making it a favorite for owners and vacation guests alike. Expansive windows invite natural light and offer a Gulf view, creating a bright and inviting coastal retreat. Interior highlights include: Luxury vinyl plank (LVT) flooring throughout; Granite kitchen countertops; Split-bedroom floor plan for added privacy; Open living and dining areas designed for relaxed beach living. Residents and guests enjoy private access to Siesta Key’s Crescent Beach along with exceptional on-site amenities: Two heated swimming pools; Beachside & poolside BBQ grills; Fully equipped fitness center; Four pickleball courts; Three tennis courts (including two Har-Tru clay courts - the only resort clay courts on Siesta Key); On-site rentals for cabanas, tents, umbrellas & beach equipment. With a three-night minimum rental policy and professional on-site rental management, this condo offers exceptional opportunity in one of Siesta Key’s most recognized beachfront communities. Ideal as a personal beach retreat, full time residence or a high-demand vacation rental. Offered fully furnished, ready for immediate enjoyment, this residence delivers the Siesta Key lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Greg Hudson (941-302-1485)
464 GOLDEN GATE PT #403, SARASOTA, FL 34236
$4,150,000301 Days on yellowkey MLS ID: A4666344
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3248 Built: 2006 Tax: $40,219 (2024)Community: La BellasaraCondo
Taxes:$40,219
Remarks: Breathtaking Panoramic Views in La Bellasara – Sarasota Bayfront Luxury Living – OFFERED TURNKEY FURNISHED Experience the pinnacle of Sarasota luxury in this extraordinary 3,835 sq. ft. condominium at the renowned La Bellasara on Golden Gate Point. Designed with elegance and comfort in mind, this residence showcases breathtaking panoramic views of Sarasota Bay, the city skyline, and marina, offering a front-row seat to holiday boat parades and spectacular 4th of July fireworks. From the moment you step into the custom-designed elevator foyer, you are greeted with a sense of grandeur. The private elevator with keyless entry opens to a grand salon entry, setting the tone for the exquisite interiors that follow. This residence offers 3 spacious bedrooms with en-suite baths, each featuring built-in closets and private balconies, a media room, and a dedicated office/den with a top-quality built-in desk and credenza. The gourmet chef’s kitchen is a masterpiece, boasting custom cabinetry, granite countertops, walk-in pantry, instant hot/cold water dispenser, kitchen island with vegetable sink, and top-of-the-line appliances including a 6-burner Dacor gas stove, Dacor built-in oven, Dacor microwave and Sub-Zero refrigerator. The living room is designed for both comfort and entertainment, featuring custom built-in cabinetry, a wet bar, and wine refrigerator. Step outside to the 400+ sq. ft. balcony, complete with a summer kitchen featuring granite countertops and gas grill—perfect for entertaining against the backdrop of Sarasota’s dazzling sunsets. Additional highlights include a deeded 2-car garage with an additional storage room, ensuring both convenience and security. Custom tray ceilings with accent lighting, recessed lighting, and audio surround sound create an elegant ambiance. Every detail has been carefully curated, with interiors professionally designed by Anne Folsom Smith, and the property is offered TURNKEY FURNISHED for effortless move-in. At La Bellasara, you’ll enjoy a lifestyle of resort-style amenities, including: Recently renovated heated pool and spa with stunning bay views, fitness center, movie theatre, and meeting & social room, 5-star concierge services from 7 AM – 11 PM 365 days a year, fishing and courtesy day dockage (private boat slips deeded/purchased separately), gated, and pet-friendly community All of this, just steps away from the vibrant energy of downtown Sarasota, where world-class dining, arts, entertainment, and shopping await. This rare offering at La Bellasara combines luxury, convenience, and unmatched views in one of Sarasota’s most exclusive communities.
Listing is courtesy of: THE REAL ESTATE STORE (941-685-4224)
Listing Agent: Torii Goar (941-914-7059)
1394 HARBOR DR, SARASOTA, FL 34239
$7,750,000165 Days on yellowkey MLS ID: A4682309
REDUCED by $500,000 (6.1%) on 04/21/2026
Bed: 4 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5913 Built: 2004 Tax: $48,224 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$48,224
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Presenting a distinguished waterfront estate located in Sarasota’s premier bayfront community, Harbor Acres, widely regarded as the city’s most coveted neighborhood. Perfectly situated on a protected deep-water boat basin, this property offers immediate access to Sarasota Bay with the added benefit of a boat dock and lift on calm waters-ideal for larger vessels. With prized southern rear exposure, the home is bathed in natural light throughout the day, while capturing glowing sunsets across the water — a rare and highly desirable feature for waterfront living. The thoughtfully designed 4-bedroom, 6 bath floor plan offers exceptional flexibility and privacy, with distinct guest wings that function almost as private suites — ideal for hosting extended family, visiting friends, or even live-in arrangements without sacrificing personal space. The seamless flow between formal and casual living areas makes the home equally suited for elegant entertaining or relaxed everyday living. At the heart of the home, the chef’s kitchen features beautiful quartz countertops, island, abundant cabinetry, and premium appliances, opening effortlessly to the family room and outdoor living areas. A striking double-sided gas fireplace creates ambiance between key gathering spaces, enhancing both intimate evenings and larger gatherings. Enjoy the rare luxury of choosing between two primary suites. Both primary suites are serene retreats offering generous proportions, tranquil water views, and a spacious walk-in closets with custom built-ins designed for optimal organization. The spa-inspired baths provides a luxurious escape at the end of the day. Outdoor living is where this property truly shines. A fully equipped summer kitchen anchors the covered lanai, creating the perfect setting for waterfront dining and entertaining. The infinity edge pool, spa and outdoor lounge areas overlook the wide boat basin, where you can watch dolphins pass and boats glide by — all from the comfort of your own backyard.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
5560 CANNES CIR #3-106, SARASOTA, FL 34231
$579,000313 Days on yellowkey MLS ID: A4665433
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1825 Built: 2020 Tax: $3,133 (2024)Community: Phillippi LandingsSpa: YesTownhouse
Taxes:$3,133
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Remarks: Beautiful luxury townhome with contemporary flair located only minutes from Siesta Key. This 3-story residence offers affordable luxury and maintenance-free living in a premier location on the shores of Phillippi Creek, where you are surrounded by 10 acres of stunning tropical foliage and landscaping. Rarely available, this is your chance to live in an open concept space with high ceilings, designer kitchen features, spectacular interior details and stylish bathroom fixtures. Upon entering this 3-bedroom, 3-bathroom home, you will fall in love with the bright, open floorplan featuring high-end finishes and an abundance of natural light. Enjoy relaxing on one of two lanais; one on the ground floor with outside access and another one upstairs with stunning views. There are stairs and a private elevator for your convenience as well as an oversized garage with plenty of room to store kayaks, golf clubs, beach chairs, fishing poles and more. The Phillippi Harbor Club Rackominium and Marina is right next door for your boating pleasures. There is also an onsite resort-style pool and kayak launch for active pursuits. Additional amenities include a clubhouse, dog park, fitness center and lighted boardwalk. You are minutes away from downtown Sarasota, fine dining, shopping, outdoor activities and the area’s famous beaches. Enjoy the best of Sarasota luxury living in the secluded, gated waterfront community of Phillippi Landings.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Michael Hays (941-376-1826)
3360 HIGEL AVE, SARASOTA, FL 34242
$1,549,000167 Days on yellowkey MLS ID: A4682008
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2006 Built: 1960 Tax: $13,348 (2025)Community: Siesta Rev OfSpa: YesSingle Family
Taxes:$13,348
Remarks: Welcome to the home you've been waiting for! Your opportunity to own a fully updated island retreat pool home on world-famous Siesta Key. Imagine waking up minutes from powdery white quartz sand beaches, spending your afternoons poolside under the Florida sun, and ending your evenings with sunset walks along the water. This four-bedroom, three-bathroom home offers the flexibility, comfort, and lifestyle today’s buyers are looking for — whether as your primary residence, second home, or income-producing weekly rental. Inside, the home has been completely updated and thoughtfully designed for modern coastal living. With three separate living room areas, there is space for everyone to gather, relax, and spread out comfortably. Whether hosting friends, accommodating extended family, or welcoming vacation guests, the multiple living spaces provide both connection and privacy — a rare and valuable feature in Siesta Key homes. Natural light fills the interiors, creating a bright and inviting atmosphere that reflects the relaxed elegance of island life. Step outside to your new private pool and expansive outdoor living space designed for year-round enjoyment. Lounge poolside with morning coffee, host dinners, or unwind after a day at the beach. The seamless indoor-outdoor flow captures what Siesta Key living is all about. One of the most compelling features of this property is the one-week minimum rental allowance — a highly sought-after benefit on Siesta Key. Weekly rental flexibility allows you to generate strong short-term rental income while still enjoying personal time in your island home. With Siesta Key consistently ranked among the top beaches in the world, demand for updated weekly rental properties remains strong throughout the year. Residents of this neighborhood also enjoy private access to a beach area on the Pass — a peaceful waterfront setting perfect for sunset strolls, kayaking, paddle boarding, fishing, or simply relaxing away from the main beach crowds. Located just minutes from Siesta Key Village, you are close to dining, boutique shopping, live music, and vibrant island culture. Downtown Sarasota, marinas, golf courses, and Sarasota-Bradenton International Airport are all within easy reach. Whether you are searching for your own Siesta Key escape, a turnkey beach home with a pool, or a high-performing weekly rental investment in Sarasota, 3360 Higel Avenue offers the rare combination of lifestyle, flexibility, and location in one of Florida’s most coveted coastal communities.
Listing Agent: Natalie Gutwein (941-993-2660)
5271 MAHOGANY RUN AVE #712, SARASOTA, FL 34241
$240,00097 Days on yellowkey MLS ID: A4690805
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1433 Built: 1999 Tax: $1,855 (2025)Community: Veranda 2Spa: NoCondo
Taxes:$1,855
Remarks: Welcome to your serene retreat in the highly sought-after Heritage Oaks Golf & Country Club. This beautifully maintained, first floor "Barrington" model Veranda is a 2-bedroom, 2-bathroom property that offers the perfect blend of comfort, style, and resort-style living in one of Sarasota's most desirable gated communities. Step inside this beautiful Turn Key Furnished property to discover a light-filled, open-concept layout designed for both relaxation and entertaining. The spacious living and dining area features neutral finishes, elegant luxury vinyl plank flooring, and sliding glass doors that seamlessly connect indoor and outdoor living. The front and rear screened lanais provide tranquil spaces to enjoy your morning coffee or unwind in the evening while taking in lush landscaping and peaceful golf course views. The easterly views of water and the 13th hole are truly amazing! The kitchen is thoughtfully designed with ample cabinetry, generous counter space, and a cozy breakfast nook - perfect for casual dining. The primary suite serves as a private oasis, complete with large walk-in closets, en-suite bathroom, and some phenomenal views to wake up to in the morning. A well-appointed guest bedroom and second full bath ensure comfort and privacy for visitors. A lovely den/study can be used as a home office or flex space and can even double as a third bedroom with a convenient Murphy cabinet. This residence also includes a detached 1 car garage, adding convenience and extra storage. Whether you're looking for a full-time home, seasonal getaway, or investment opportunity, this property offers exceptional value. Heritage Oaks is known for its pristine 18-hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive recently renovated clubhouse with a lovely restaurant and the sensational redesigned 19th Hole Lounge, 5 swimming pools, and a calendar of events packed with activities. Come take a look at this beautiful property today.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Doug Figgins (941-725-1060)
5251 MAHOGANY RUN AVE #525, SARASOTA, FL 34241
$285,000109 Days on yellowkey MLS ID: A4689340
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1433 Built: 1998 Tax: $3,023 (2025)Community: Veranda 2Condo
Taxes:$3,023
Remarks: Come take a look at this gorgeous, very updated and Turn-Key Furnished "Barrington" Veranda unit in Heritage Oaks Golf & County Club. Featuring some of the best unobstructed easterly views of water and the 13th hole of the golf course, this property stands out among the rest. Upon walking up to the property, you'll fall in love with the pristine and tropical landscaping that surrounds this wonderful home. As you enter the front door, take in the abundance of natural light and soaring vaulted ceilings that make the home feel bright and open. The gorgeous kitchen features lovely shaker style cabinets with granite countertops, modern stainless steel appliances, and a wonderful subway tile backsplash. The floors throughout the common areas have been replaced with wide-plank luxury vinyl plank flooring that creates a seamless and low maintenance property. The home has 2 bedrooms, 2 full bathrooms that have been recently updated, a den/study, 2 wonderful screened lanai spaces, and a detached 1-car garage. Easily move in to this property and stay the night and golf on day 1! The A/C was replaced in 2022 and a new water heater was just installed in 2025 giving the new owner years of maintenance-free living. The property also features impact windows installed in 2025 giving true peace of mind during storm season. Gorgeous plantation shutter window treatments also compliment the array of beautiful updates done to this home. Additional features include a convenient laundry space, a wonderful den/study that's a perfect as a home office or third bedroom, and some lovely built-in details throughout the home. Heritage Oaks is known for its pristine 18- hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive recently renovated clubhouse with 2 restaurants including the sensational 19th Hole Lounge, 5 heated swimming pools, and a calendar of events packed with activities. Don't miss your chance to tour this wonderful home today!
5281 MAHOGANY RUN AVE #822, SARASOTA, FL 34241
$239,900109 Days on yellowkey MLS ID: A4689351
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1433 Built: 1999 Tax: $2,060 (2025)Community: Veranda 3Condo
Taxes:$2,060
Remarks: Welcome to this beautiful maintenance-free "Barrington" model Veranda located in the highly sought-after community of Heritage Oaks Golf & Country Club that is being sold Turn-Key Furnished. With panoramic, northern-facing views of water and the 12th and 13th holes of the golf course, this charming 2-bedroom, 2-bathroom, plus den/study property offers the perfect blend of comfort, convenience, and Florida living. The view doesn't get any better than this! As you enter the home, you'll be greeted by an inviting open floor plan with large vaulted ceilings, bright natural light, and tasteful updates throughout. The spacious living room seamlessly flows into the dining area, creating an ideal space for entertaining and relaxing. Large sliding glass doors open to a private screened-in lanai, offering stunning views of the golf course and the abundance of wildlife that roam this Certified Audubon Neighborhood. The kitchen is a chef's dream, featuring gorgeous granite countertops, a beautiful tile backsplash and wonderful modern stainless steel appliances. The adjoining breakfast nook provides a cozy spot for casual meals while enjoying the picturesque surroundings. The primary suite is a peaceful retreat, complete with a large walk-in closet and an en-suite bathroom with a walk-in shower and dual sinks. The guest bedroom is equally spacious, with easy access to the second bathroom, which has also been updated with a new mirror and granite counters. This property is move in ready, simply bring your clothes and start living the Florida lifestyle right away. The owners have also replaced the A/C unit (2023). Heritage Oaks is known for its pristine 18-hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive clubhouse with a lovely restaurant and the sensational 19th Hole Lounge, 5 swimming pools, and a calendar of events packed with activities. Are you ready to call Heritage Oaks home?
1685 LAUREL ST #4, SARASOTA, FL 34236
$1,090,000137 Days on yellowkey MLS ID: A4686159
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1912 Built: 2005Monthly Fee: $850 Tax: $9,047 (2025)Community: The Villas On LaurelSpa: NoTownhouse
Taxes:$9,047
Remarks: Welcome to the Enchanting, Sarasota's best-kept secret Townhome/Villa Community known as The Villas on Laurel. Experience the perfect blend of downtown energy and private living in this beautifully appointed 3-bedroom, 3-bath townhome with a loft office, ideally located in the highly sought-after Laurel Park neighborhood, just steps from the heart of Downtown Sarasota. Inside, soaring ceilings and engineered hardwood floors create a light-filled, inviting atmosphere across both levels. The spacious open-concept great room is ideal for entertaining and features abundant windows and seamless flow into the chef-inspired kitchen, complete with a gas range, granite countertops, stainless-steel appliances, and generous cabinetry. The first floor also includes a guest bedroom, full bathroom, dining area, and convenient under-stair storage. An elegant iron staircase leads upstairs to a versatile loft-style office, laundry room, a second guest en-suite, and the luxurious primary suite. The primary retreat offers a large walk-in closet, dual-sink granite vanity, spa-style stone and glass walk-in shower, and private water closet, creating a spacious and relaxing sanctuary. This home is loaded with high-value upgrades, including BRAND NEW Clay Tile Roof, BRAND NEW HVAC System (Dual-Zoned); Tankless water heater, impact windows, smart wireless lighting (app controlled), high-end designer window treatments throughout and much more. Enjoy the maintenance-free lifestyle of The Villas on Laurel, a charming courtyard-style community featuring newly added mature landscaping, a resurfaced sparkling pool, shared air-conditioned storage and a freshly completed exterior paint project for the entire complex. Living in Laurel Park—often called Sarasota’s “Most Charming Downtown Neighborhood”—means you are just moments from Main Street dining, boutique shopping, Selby Gardens, Burns Court Cinema, galleries, and local cafés, all just steps away from your doorstep. The property includes two designated parking spaces plus additional off-street parking for added convenience. Rarely available and perfectly located—this private downtown retreat will not last long. Schedule your private showing today!
Listing Agent: Danielle Dietrich, Pa (603-767-9166)
1253 N BASIN LN, SARASOTA, FL 34242
$3,295,000286 Days on yellowkey MLS ID: A4668457
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3464 Built: 1971Monthly Fee: $450 Tax: $42,282 (2024)Community: Siesta Properties IncSpa: YesSingle Family
Taxes:$42,282
Remarks: One or more photo(s) has been virtually staged. This exquisitely reimagined waterfront estate embodies modern luxury and serene exclusivity, offering 174 feet of prime waterfrontage in the prestigious Sanderling Club on Siesta Key. On a lush, nearly half-acre parcel, the residence enjoys a southern orientation, where panoramic views of a bridgeless bay unfold through walls of glass. A backdrop of meticulously landscaped greenery ensures privacy, all just near the water’s edge. At the heart of the home lies a state-of-the-art culinary haven. The chef’s kitchen is equipped with premium Wolf and Sub-Zero appliances, including a gas range and integrated espresso system, set within rich Merillat solid-wood cabinetry and dual islands designed for function and entertaining. Flowing seamlessly into the sunlit living and dining areas, the open-plan design creates an effortless connection between indoors and out. The living space extends gracefully to a sophisticated entertainment patio, where a firelit lounge, sparkling pool and fully appointed outdoor kitchen echo the refinement found within. The primary suite offers a tranquil retreat, framed by a garden and oak vista, and complemented by a spa-inspired bath featuring a deep soaking tub, dual vanities, and indoor and outdoor showers. An adjoining office doubles as a guest suite, while additional en-suite accommodations ensure privacy and comfort for visitors. Modern conveniences and peace of mind abound such as remote-controlled wrought-iron gates, impact-resistant windows and doors, whole-house water treatment, advanced smart-home systems, new roof, backup generator and environmentally conscious amenities, including a 500-gallon propane supply and integrated mosquito-repellent system. As a resident of Sanderling Club, you’ll enjoy access to a private beach, boat slips, tennis courts, clubhouse and 24-hour security, an unrivaled blend of leisure, privacy and coastal sophistication. This residence has been meticulously curated for those who seek the ultimate fusion of luxury and tranquility, an invitation to a lifestyle defined by elegance, ease and timeless waterfront living.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Louis Wery (941-232-3001)
2456 MISSARA LN, SARASOTA, FL 34231
$2,350,000336 Days on yellowkey MLS ID: A4663280
0 Days Off yellowkey (back on 4/1/2026)
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3224 Built: 2022Monthly Fee: $200 Tax: $18,996 (2024)Community: ShorelineSpa: YesSingle Family
Taxes:$18,996
Remarks: One or more photo(s) has been virtually staged. Welcome to 2456 Missara Lane in beautiful Sarasota, Florida. This stunning residence offers the perfect blend of coastal living and modern comfort. Nestled in a highly desirable neighborhood, the property features Phillippi Creek water access with a private boat dock, making it ideal for boating, fishing, or simply enjoying the serene waterfront lifestyle. Best of all, the home sits in a no flood zone, providing peace of mind for years to come. Inside, you’ll find custom details throughout, from thoughtfully designed living spaces to elegant finishes that set this home apart. The heart of the home is the gourmet kitchen, equipped with stainless steel appliances, custom cabinetry, and plenty of counter space for entertaining and cooking with ease. Located just a short walk to Riverview High School, the property combines everyday convenience with exceptional amenities. Whether you’re enjoying quiet evenings by the water, hosting gatherings in the open living areas, or taking your boat out for the day, this home truly has it all. Seller is offering 5% financing (Terms Apply)!!
Listing is courtesy of: SVN COMMERCIAL ADVISORY GROUP (941-387-1200)
Listing Agent: Larry Starr (941-914-6869)
1724 CHERRY LN, SARASOTA, FL 34236
$2,250,000282 Days on yellowkey MLS ID: A4668989
REDUCED by $150,000 (6.3%) on 04/25/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2919 Built: 2005 Tax: $12,880 (2024)Community: Burns RealtySpa: YesSingle Family
Taxes:$12,880
Remarks: Welcome to your own private Spanish-Mediterranean-inspired sanctuary, perfectly nestled in the heart of Sarasota’s historical Laurel Park. This rare exquisitely updated 4-bedroom, 3.5-bath residence blends timeless charm with modern sophistication offering a dynamic combination of style, comfort, and versatility. This private gated home offers a separate guest or in-law suite with a full kitchen and en-suite bath ideal for extended family, visitors, or potential rental income. Step outside into a lush, resort-style backyard, where tropical landscaping frames a shimmering turquoise saltwater pool/spa and a retractable awning to enjoy your personal oasis for relaxing afternoons or elegant entertaining. Inside, the main home's fully renovated first level boasts European white oak flooring, a thoughtfully designed chef’s kitchen, and bespoke finishes throughout. Unique touches include a custom ventilated cat retreat tucked playfully beneath the staircase, blending charm and creativity. The newly crafted white oak staircase leads to the upper level, where the white oak floors continue and lime-washed plaster walls create a soft, elevated ambiance that’s both serene and stylish. All of this, just steps away from the vibrant lifestyle of downtown Sarasota; including Burns Court, Selby Gardens, and an abundance of dining, arts, and cultural attractions. There is also a kayak launch around the corner, so you're able to venture out via Hudson Bayou to the bay or to the neighborhood's "pocket park" on Laurel Street. With unmatched walkability and a one-of-a-kind design, this home offers a rare opportunity to live beautifully in one of Sarasota’s most beloved neighborhoods.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rachel Miller (941-900-4074)
847 FREELING DR, SARASOTA, FL 34242
$3,950,00095 Days on yellowkey MLS ID: A4690268
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4034 Built: 1954 Tax: $40,498 (2025)Community: Bay Island ShoresSpa: YesSingle Family
Taxes:$40,498
Remarks: Located in the highly sought-after Bay Isles community on Siesta Key, this property at 847 Freeling Drive offers a rare opportunity to customize and create your ideal coastal home. Positioned on the first street onto Siesta Key, the location provides exceptional convenience to the bridge, mainland, and all that the island has to offer. The home features 4 bedrooms and 4.5 bathrooms, with the upper level remaining intact and in great condition. The ground level experienced flooding during the recent hurricanes; however, the seller has already completed professional remediation, providing a clean slate for updates and renovations to suit your vision. Situated on a protected deep-water basin, the property is ideal for boating and waterfront living, complete with a private dock, no fixed bridges, and direct access just minutes to the Gulf. The home also features a pool, offering the perfect foundation to create a true coastal retreat. This is a unique opportunity to secure a well-located waterfront property and finish it to your exact specifications in one of Siesta Key’s most desirable communities.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Michelle Ward (941-920-2460)
1212 BENJAMIN FRANKLIN DR #607, SARASOTA, FL 34236
$845,000246 Days on yellowkey MLS ID: A4673049
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1421 Built: 1974 Tax: $11,617 (2025)Community: Lido Beach ClubCondo
Taxes:$11,617
Middle School: Pine View School
Remarks: Welcome to your coastal retreat! This sixth floor residence with southern exposure and expansive lanai, provides opportunity to welcome the dawn of the day, light filling the sky over the bay; enjoy your morning coffee overlooking the lush grounds of the Ritz Carlton – and evenings unwinding enjoying the hues of the setting sun. With 1421 SF, this may be the perfect retreat for your full time sanctuary, vacation or winter residence or even investment opportunity. Furnished for your convenience and designed with entertaining in mind, the open, light filled spacious interior layout seamlessly connects the kitchen, dining and living areas. The beautifully appointed kitchen including pantry, granite counters and generous breakfast bar spills into the dining room offering a gathering place for intimate parties or larger gatherings. You will appreciate the split bedrooms and updated en-suite bathrooms, allowing ultimate privacy for family and friends each having room for sitting areas and access to the lanai. Upgrades including Hurricane glass in living room and bedroom sliders and windows, appliances and AC, give peace of mind. Lido Beach Club amenities feature a heated beach front pool, gated beach entrance, outdoor grilling area and outdoor firepit. Interior amenities include storage lockers, fitness center, clubhouse style area with kitchen area, a library and room to entertain, Washers and dryers are allowed in residence, there is also a laundry room on each floor. On site management and secured entry for peace of mind. Embrace island living enjoying mornings walking the beach, days spent at the pool surrounded by lush landscaping, kayaking through the mangroves, or enjoy a short walk or ride to St Armands Circle to enjoy the energy, relish coffee, dining or shopping. Ready to explore the gems of the city? Enjoy the Free Bay Runner island trolley, Saturday farmers market, downtown art galleries, art shows and treasures or events at the Bay and Downtown. Ready to Live the good life, where every day feels like you are on vacation? The location, lifestyle and beach are calling!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Kathryn Scott (941-812-5805)
530 S ORANGE AVE, SARASOTA, FL 34236
$8,500,000134 Days on yellowkey MLS ID: A4686338
Bed: 10 Bath: 0.0 Liv Area Sq Ft: 13762 Built: 1925 Tax: $24,013 (2025)Community: Plat Of Sarasota ExhibitMulti-Family 5+
Taxes:$24,013
Remarks: The Historic Pineapple Apartments, the centerpiece of Burns Square. This building has deep ties to Sarasota history, built by Owen Burns (our city's first developer) in 1925. Last purchased in 1986, you will never walk a more curated and cared-for building. It's a step back into the Roaring '20s and a modern-day reminder that community is local. At one time an apartment building, it now serves as a thriving vacation rental. It has 8 suites (could be 13), 7 retail shops below, and a 3,000 sq ft owner's suite. Wrought-iron balconies align the exterior walls, Venetian plaster the interiors, multiple exposed beams, and a historical monument next to the fountain at Little Five Points. It's Sarasota's "Flatiron Building," triangulated architecture, impossible to go unnoticed. It is the entrance to downtown from the south, a beacon, a landmark for our great city.
Listing Agent: Jason Skowronski (941-812-6090)
5701 SOLDIER CIR #104, SARASOTA, FL 34233
$265,000621 Days on yellowkey MLS ID: A4627872
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1295 Built: 2002Monthly Fee: $592 Tax: $3,189 (2025)Community: Admirals WalkCondo
Taxes:$3,189
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: ***Amazing and Rare opportunity to own a FIRST FLOOR End Unit with NO STAIRS, 1295 sqft, 3 Bedroom/2 Bathroom condo at Admirals Walk, a desirable pet friendly community located in the Best Sarasota School District, at a few minutes driving from the gorgeous and nationwide famous Siesta Key Beach, close to Shopping, Restaurants, Legacy Trail access, Golf Courses, and Exit 205 of I-75 for your commutes. During the last few years the HOA replaced Roof, Windows, Siding, Front Door in the WHOLE community! Admiral Walk is a fully gated community with secured entrances. HOA has Reasonable Fees that include also Water & Sewer Utility, it has no debts and there are no special assessments at this moment. You will love the charming Clubhouse with a Lake View Resort Style Heated Pool and Spa, Fitness Room, Bathrooms, Game Room with Billiard and Card table, Kitchenette for your parties, Manager onsite. Call today for a showing and make it YOURS. Unit is currently tenant occupied; the tenant WILL VACATE the property at the closing. Photos reflect the status when the unit was vacant.
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Massimiliano Marra (941-284-8891)
6006 MIDNIGHT PASS RD #51, SARASOTA, FL 34242
$575,000111 Days on yellowkey MLS ID: P4938368
Bed: 1 Bath: 0.0 Liv Area Sq Ft: 600 Built: 1960 Tax: $3,999 (2025)Community: Casa MarSpa: NoApartment
Taxes:$3,999
Remarks: PRIVATE BEACHFRONT CONDO! Experience the ultimate Siesta Key lifestyle with this beautifully updated, TURNKEY FURNISHED 1-bedroom, 1-bath residence in the highly sought-after Casa Mar community, offering 300ft of GULF/OCEAN FRONT, WATERFRONT, WATER ACCESS to the world-famous Siesta Key Beach. This property is ALREADY GENERATING INCOME with a strong short term rental history, making it an exceptional investment opportunity or personal beach vacation retreat. Perfectly positioned within the complex and just steps from the pool, this bright and modern unit features a spacious layout with a welcoming foyer (found in only select units), a large bedroom with abundant closet space, and a versatile Florida room overlooking the courtyard and pool...ideal for relaxing, morning coffee, or hosting guests. Hurricane-rated windows and doors provide peace, quiet, and year-round comfort. Enjoy resort-style amenities including two pools (one heated), tennis and pickleball courts, shuffleboard, BBQ grilling areas, picnic spaces, and lush tropical landscaping, all within a no-road-to-cross beachfront setting. Recent community upgrades include a NEW ROOF, NEW SEAWALL, landscaping, and a secure gated entry for added privacy. Additional conveniences include covered parking just steps from your door, nearby laundry facilities, onsite management, and a private mailbox. This high-demand weekly rental property offers both immediate income and future upside, with OWNER FINANCING AVAILABLE for added flexibility. Located just minutes from dining, shopping, and Siesta Key Village, with trolley access right outside, this is a rare opportunity to own a piece of paradise that seamlessly blends income potential with effortless coastal living. Seller financing and private financing available. Do NOT WAIT, it will not last long!
Listing is courtesy of: HUT REALTY, LLC (407-559-2929)
Listing Agent: Daniel Hut (863-400-6090)
5366 ROYAL PALM AVE #5366, SARASOTA, FL 34234
$250,00098 Days on yellowkey MLS ID: O6401221
REDUCED by $40,000 (13.8%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1986Monthly Fee: $630 Tax: $2,363 (2025)Community: Royal Palm VillasCondo
Taxes:$2,363
Remarks: This beautiful 2 bed, 2 bath corner villa is located just 10 minutes driving from the notorious Lido Key beach, and downtown Sarasota. The location is very valuable - walking distance from Ringling Museum, Asolo Theater, the airport, yet very secluded and private. This condo contains fresh, modern kitchen utilities, a new fireplace, an up-kept garden, and newly refurbished lanai/outdoor lounge. The monthly HOA fee includes lawn care, full exterior maintenance, cable TV, pool care, water, sewer, and trash.
Listing is courtesy of: CHEVON EATON (321-210-4633)
Listing Agent: Chevon Eaton (321-210-4633)
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