Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
4701 ATLANTIC AVE, SARASOTA, FL 34233
$469,0007 Days on yellowkey MLS ID: A4690001
0 Days Off yellowkey (back on 4/30/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1656 Built: 1976 Tax: $3,847 (2025)Community: Ashworth ParkSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,847
Elementary School: Ashton Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: One or more photo(s) has been virtually staged. No HOA, an oversized lot, a private pool and hot tub- this home is truly paradise in paradise. This rare opportunity is approximately 7 miles or about 15 minutes from world-famous Siesta Beach and downtown Sarasota. 4701 Atlantic offers 3 bedrooms, 2 bathrooms, and 1,656 square feet of living space on an expansive 17,550 sq ft lot—giving you privacy where you may even forget you have neighbors! Inside, the kitchen is designed to impress and perform, featuring three Bosch ovens, rich walnut wood countertops, a farmhouse sink, and generous cabinet space—perfect for cooking, baking fresh cookies or sourdough bread, and entertaining. The main level includes the primary bedroom, living and dining space along with a versatile flex room with a fireplace. This flex room is ideal as a family room, game room, office, guest space, or even a fourth bedroom. Upstairs, two generously sized bedrooms and a full bathroom provide comfort and separation for family or guests. When you go outside, you step into your own private retreat. The backyard is lush and inviting with a large lanai and private pool and hot tub, a dedicated space for gardening or displaying plants, and even a separate covered patio area. Enjoy harvesting mangoes, passion fruit, and peaches right from your own yard during the growing seasons. Additional highlights include a metal roof, a spacious garage with room for vehicles and toys, and extra backyard space suitable for storing a trailer or small boat. Located nearby many local schools, shopping, dining, downtown Sarasota, and world-famous Siesta Beach, this home offers an exceptional combination of space, flexibility, and Florida lifestyle. Call to schedule your private showing today.
Listing is courtesy of: CERUS REALTY (941-882-0690)
Listing Agent: Greg Wood (941-882-0690)
4114 ROBERTS POINT CIR, SARASOTA, FL 34242
$1,390,000261 Days on yellowkey MLS ID: A4661864
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2165 Built: 1982 Tax: $3,622 (2024)Community: Roberts PointSpa: YesSingle Family
Taxes:$3,622
Elementary School: Phillippi Shores Elementary
Tax Year: 2024
Middle School: Brookside Middle
Remarks: One or more photo(s) has been virtually staged. Seller is motivated! Discover the chance to own a meticulously maintained 4-bedroom, 3-bathroom home in Roberts Point—one of North Siesta Key’s most sought-after neighborhoods. This versatile two-story property is ready for you to move in, renovate, or rebuild into your dream retreat. Designed with entertaining in mind, the home offers multiple outdoor decks and living spaces, plus a relaxing hot tub overlooking the tranquil bayou. The property has water access to the bay and beyond. The main living area on the second floor features an open, airy layout with vaulted ceilings, while the ground level includes a two-car garage, private 1-bedroom/1-bath suite, bonus room, and screened lanai—perfect for guests or extended family. Recent upgrades provide peace of mind, including a new roof (August 2023), hurricane shutters, and completed storm remediation. Surrounded by lush Florida landscaping, you’ll enjoy the serenity of the water while being just minutes from Siesta Beach, shopping, and dining. Don’t miss this exceptional location—whether you envision updating, expanding, or starting fresh, this is your opportunity to own a slice of paradise on Siesta Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kelley Callaway (941-928-0642)
1203 SIESTA BAYSIDE DR #1203-D, SARASOTA, FL 34242
$498,00010 Days on yellowkey MLS ID: A4690769
REDUCED by $27,000 (5.1%) on 04/27/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 959 Built: 1988 Tax: $5,340 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$5,340
Remarks: Sellers Are Highly Motivated! Welcome to your slice of paradise on world famous Siesta Key, just steps from the powdery white sands of Siesta Beach, recently ranked the number one beach in the United States. This beautifully updated one bedroom, one bathroom residence is the perfect blend of comfort, style, and location, ideal as a primary home, vacation retreat, or income producing investment with weekly rentals allowed. From the moment you enter the gated community of Gulf and Bay Club Bayside, you are surrounded by lush tropical landscaping and a sense of pride in ownership that truly sets this community apart. This impeccably maintained residence offers easy single level living with a bright and open layout, finished in a warm neutral palette. The living and dining areas are enhanced with charming details such as wainscoting, while the updated kitchen features stainless steel appliances, beautiful countertops, and well-appointed cabinetry, all flowing seamlessly into the main living space. The oversized primary bedroom offers a peaceful retreat with a large walk-in closet, while the upgraded bathroom features a stunning tile shower, dual sinks with quartz countertops, and excellent storage. A private laundry area adds convenience, and with no carpet throughout, the home is clean, modern, and move in ready. The AC and water heater were both replaced in 2022. Enjoy your morning coffee in the adorable dining nook or unwind in the bright and airy lanai, the perfect place to relax at the end of the day. This residence also includes a rare one car garage and private driveway, making island living effortless. Gulf and Bay Club Bayside offers an exceptional array of resort style amenities including two heated pools, a clubhouse, fitness center, saunas, pickleball and tennis courts, BBQ areas, walking paths, scenic ponds with fountains, and a fishing pier on the Intracoastal Waterway where you can enjoy sunsets, dolphins, and passing boats. Private deeded beach access just across the street makes it easy to enjoy the turquoise waters and world-famous quartz sand whenever you choose. Ideally located between Siesta Key Village and Stickney Point Road, you are moments from top rated dining, boutique shopping, live entertainment, and water activities. The Siesta Key Trolley provides easy access across the island, making every day feel like a vacation. Offered furnished and thoughtfully updated, this residence truly lives larger than expected and is ready for immediate enjoyment. Whether you are looking to relax, entertain, or invest, this is an incredible opportunity to own in one of the most desirable communities on Siesta Key. Schedule your private showing today and experience the coastal lifestyle you have been dreaming of.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Rachelle Golden (941-538-8998)
6821 CHLOE CT, SARASOTA, FL 34241
$664,99048 Days on yellowkey MLS ID: TB8486434
REDUCED by $35,000 (5.0%) on 04/09/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2627 Built: 2026Monthly Fee: $160 Tax: $6,217 (2026)Community: Lakeview CrossingSingle Family
Taxes:$6,217
Elementary School: Lakeview Elementary
Tax Year: 2026
Remarks: Under Construction. You’ll be delighted by the attention to detail and expert design of The Hemphill, 2-story floor plan by David Weekley Homes in the brand new, suburban lifestyle community of Lakeview Crossing in Sarasota. Open-concept family and dining spaces showcase our LifeDesign? refinements that grant this floor plan exceptional style and livability. This home offers 3 bedrooms, 2 full baths, 1 half bath, a study, upstairs retreat and a 3-car tandem garage. Prepare, present and enjoy your culinary masterpieces on the designer kitchen center island overlooking the open gathering spaces. Pamper yourself in the spa-inspired Owner’s Bath and explore the wardrobe potential of the large walk-in closet before retiring to the lovely first floor Owner’s Retreat. Also on the first level, you'll find the office with french doors as well as a convenient powder room and indoor laundry. Make your way upstairs to privacy and personality, making each extra bedroom and the retreat a great place to thrive. In the fully gated community of Lakeview Crossing, you are conveniently located close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles). Come see what quality construction and thoughtful design looks like for yourself and make this David Weekly Home yours today.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
4576 BLISS RD, SARASOTA, FL 34233
$395,00044 Days on yellowkey MLS ID: A4685762
REDUCED by $15,000 (3.7%) on 04/17/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1475 Built: 1978 Tax: $3,533 (2025)Community: Sarasota HighlandsSpa: NoSingle Family
Taxes:$3,533
Remarks: Welcome to 4576 Bliss Road a beautifully updated home blending classic Sarasota charm with modern comforts. This inviting 3-bedroom, 2-bathroom residence features a smart split floor plan that offers both privacy and an open flow. Step inside to discover brand new plumbing and stunning luxury vinyl plank flooring throughout, providing durability and style. The bathrooms have been thoughtfully remodeled, combining elegance and functionality to create a spa-like retreat. Outside, enjoy the privacy and security of a fully fenced yard, perfect for outdoor living, entertaining, or play. This home is a wonderful opportunity to experience the timeless character of old Sarasota with contemporary updates that meet today's lifestyle needs. Don't miss out on making 4576 Bliss Road your new sanctuary!
Listing Agent: Robert Krasow (941-363-6507)
5028 WILLOW LEAF WAY, SARASOTA, FL 34241
$750,00080 Days on yellowkey MLS ID: A4681847
REDUCED by $25,000 (3.2%) on 04/06/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3716 Built: 1980Monthly Fee: $60 Tax: $5,163 (2025)Community: Bent Tree VillageSpa: NoSingle Family
Taxes:$5,163
Remarks: ** PALATIAL ESTATE HOME WITH BREATHTAKING LAKE VIEWS FROM ALMOST EVERY ROOM! ** Located on a quiet, tree-lined street in one of Sarasota's most popular neighborhoods, this home has the three things upon which savvy buyers refuse to compromise: LOCATION, LOCATION, LOCATION. Soaring ceilings, sweeping views, and an enormous screened lanai with a perfect southern exposure come together in a blank canvas on which the right buyers can create their perfect forever home. Windows everywhere make the big rooms light, bright, open, and airy; it's freshly painted with new carpets, two distinct built-in offices, and a reader's loft complete with bookshelves and a librarian's ladder. This is a truly spectacular property. ** HOME FEATURES: * SPLIT PLAN LAYOUT * 1/3 ACRE LOT * Big Rooms * Cathedral Ceilings * ENORMOUS EN-SUITE MASTER WITH OVERSIZED WALK-IN CLOSET, ATRIUM, and GARDEN TUB * Roof 2022 * New Carpets and Paint * Oversized Laundry Room w/ Fridge, Mud Sink, and Storage * TONS OF WINDOWS OVERLOOKING THE LAKE * Gorgeous Tree-Lined Street * ENORMOUS AND PRIVATE LANAI ** COMMUNITY FEATURES: Bent Tree Village is a beautifully maintained neighborhood with tree-lined streets, oversized parcels, and a gated entrance! It's perfectly located near restaurants and shopping without giving up the 'nowhere but here' charm that's almost impossible to find these days.
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Alex Krumm (941-234-3597)
4708 OCEAN BLVD #E7, SARASOTA, FL 34242
$2,350,000219 Days on yellowkey MLS ID: A4665893
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2277 Built: 1981 Tax: $16,841 (2025)Community: Windward PassageCondo
Taxes:$16,841
Remarks: Experience refined coastal living in North Siesta Key at 4708 Ocean Boulevard, a fully renovated 2025 corner residence ideally positioned on the Gulf of Mexico at Big Pass. This exceptional 3-bedroom, 3-bath condominium offers unobstructed panoramic views of the Gulf, Sarasota Bay, and distant vistas of Lido Key and downtown Sarasota. Encompassing 2,277 square feet with miles of Gulf-front views, the residence has been thoughtfully redesigned with wide-plank European engineered oak flooring, impact-rated windows and doors, and integrated smart-home technology throughout. The chef’s kitchen is a statement in both form and function, featuring custom cabinetry, Milano Dolomite countertops, a striking Macaubas Quartzite island, and premium GE Café appliances—perfect for entertaining against a backdrop of endless blue water. The primary suite is a private retreat with direct access to a Gulf-front balcony and a spa-inspired bath complete with dual vanities, rainfall shower, and bidet. Two additional guest suites provide comfort and privacy, each finished with designer details. Additional highlights include a two-car tandem garage with hurricane-rated door, new HVAC systems, electric hurricane shutters, and an integrated sound and entertainment system. Amenities include a heated pool, guest parking, and direct walking access to the sugar-white sands and vibrant Village of Siesta Key. This residence blends timeless coastal elegance with modern luxury—an extraordinary Gulf-front retreat on one of Siesta Key’s most coveted stretches of shoreline.
Listing Agent: Stacey King (646-734-5014)
2660 DAVIS BLVD, SARASOTA, FL 34237
$449,000121 Days on yellowkey MLS ID: A4676514
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1433 Built: 1980 Tax: $5,700 (2023)Community: WoodburySingle Family
Taxes:$5,700
Elementary School: Alta Vista Elementary
Tax Year: 2023
Middle School: Booker Middle
Remarks: Welcome home to this charming 3-bedroom, 2-bathroom open-plan gem nestled in a convenient Sarasota location on a quiet street with a huge backyard. Step inside to discover a beautifully designed kitchen featuring solid wooden cabinetry and a peninsula with breakfast bar seating for three, seamlessly connecting to the dining and living areas. Enjoy the abundant natural light streaming in from clerestory and large windows, illuminating the entire space. The flooring throughout is alluring saltillo tile, ensuring easy maintenance without any carpeting. The bedrooms are generously sized, with the main bedroom boasting an ensuite bathroom for added convenience and privacy. Outside, revel in the expansive fenced-in yard complete with a patio and fire pit, offering a perfect spot for relaxation and entertaining. Don't miss the chance to make this delightful Sarasota abode your new home sweet home!
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Vlado Konatar (941-718-8293)
1770 BENJAMIN FRANKLIN DR #206, SARASOTA, FL 34236
$650,00064 Days on yellowkey MLS ID: A4683120
REDUCED by $100,000 (13.3%) on 04/30/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1211 Built: 1970 Tax: $7,157 (2025)Community: Lido Harbour TowersCondo
Taxes:$7,157
Elementary School: Southside Elementary
Remarks: One or more photo(s) has been virtually staged. Experience the ultimate in coastal living at Lido Harbor Towers—your beachfront escape directly on the Gulf of Mexico. Enjoy South Lido’s powdery sands, laid-back luxury, and a tranquil atmosphere with immediate access to the shoreline. Plus, you’re just moments from the vibrant shops and restaurants of St. Armands Circle, making premier dining and shopping always within easy reach. This spacious 2-bedroom, 2-bath, 1,280-square-foot residence is offered turnkey furnished in relaxed island style. Hand-painted artisan touches infuse every space with authentic character, while tranquil surroundings set the tone for effortless beachside living, and impact-rated windows and sliding glass doors provide peace of mind—delivering durability, comfort, and style. Relax on your fully enclosed balcony, where the sunrise colors the sky over South Lido Park and Preserve, and gentle breezes complete peaceful sunsets over subtle Gulf views. Thoughtful touches enhance every corner of this residence, from ceramic tile flooring and classic plantation shutters to mirrored walls, space-saving pocket doors, and abundant closet space, including a cedar-lined option. The eat-in kitchen blends function and style, featuring crisp white raised-panel cabinetry with glass display shelving and a coordinating tiled backsplash. A custom ceiling and modern stainless-steel appliances bring a fresh update to the space, while a closet pantry adds valuable storage. Bright walls infuse a lively atmosphere, and a convenient pass-through seamlessly connects the kitchen to the main living area for easy entertaining. The great room has dedicated living and dining spaces that open effortlessly to the balcony, adding nearly 100 square feet of indoor-outdoor living for relaxed gatherings or quiet moments by the coast. The Gulf-side primary bedroom is a bright retreat, featuring an ensuite bath, dual double closets, and custom tilework inspired by the colors of a beach sunset. Designer ceiling fan, sun-kissed walls in cheerful tones, and direct balcony access through sliding glass doors complete this inviting sanctuary. Completing the interior is a comfortable secondary bedroom with a walk-in closet and a guest bath adorned in the same uplifting finishes found throughout the home. Generous closet space offers versatility to meet your needs, with the option to incorporate a private laundry for added comfort and convenience. The residence also includes deeded storage and assigned one-car garage parking. Lido Harbor Towers is nestled directly on the sands of Lido Key, just south of the Ritz Carlton Beach Club. Wake each day to the fresh scent of sea air and enjoy sun-soaked moments by the seaside pool, expansive sun deck, and direct beach access. This charming high-rise features inviting amenities, including a club room with a full kitchen for gatherings, a beautifully renovated lobby, common fourth-floor laundry, BBQ area, bike and kayak storage, guest parking, and lush tropical landscaping with paver brick pathways. Ideally situated at the coveted south end of Lido Key, you’re moments from both the Gulf of Mexico and the tranquil bay waters of Ted Sperling Park—a 100-acre haven cherished by boaters, kayakers, and fishing enthusiasts alike. Lido Beach awaits with its white sugar sands and azure tides, while the energy of downtown Sarasota is only minutes away. At Lido Harbor Towers, every day feels like a vacation getaway.
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
4372 TRAILS DR #15-1, SARASOTA, FL 34232
$310,00089 Days on yellowkey MLS ID: A4678938
REDUCED by $15,000 (4.6%) on 04/30/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1239 Built: 1984 Tax: $2,979 (2025)Community: Lakes Of Sarasota IiCondo
Taxes:$2,979
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: The sought-after Lakes Estates of Sarasota is a hidden gem offering a wonderful blend of space, privacy, and serene natural beauty. This LAKEFRONT , maintenance-free villa features 2 bedrooms, 2 bathrooms, and over 1,200 square feet of living space. Remodeled in 2020 this split floor plan is enhanced by vaulted ceilings that create an open, airy feel. The eat-in kitchen is thoughtfully designed for both everyday living and entertaining, featuring a charming plant window, breakfast bar, and seamless connection to the dining and living areas. Just off the living room, a generously sized screened-in porch provides the perfect setting for indoor-outdoor living and entertaining, with peaceful lake views just beyond. The primary suite serves as a private retreat, complete with a walk-in closet and an en-suite bath with a stand-up shower. French doors open directly to a covered screened deck, placing you just steps from the water and offering a remarkable start or end to each day. NEW HVAC 8/2025 and adding to the property’s comfort and convenience is a one-car garage plus a carport. Residents enjoy winding, tree-lined, lighted streets and a scenic waterfront walking path that leads to the community’s resort-style amenities, including two pools, tennis and pickleball courts, fitness center, clubhouse, playground, and a picturesque central lake with fountain for added ambiance. Just a few blocks away, the pristine Legacy Trail offers 18 miles of paved paths stretching from Sarasota to Venice, perfect for biking, walking, and outdoor exercise, with relief pavilions and eateries along the way. The location is exceptional—minutes from area beaches, shopping, dining, and entertainment. Located in a popular school district, Lakes of Sarasota is not an age-restricted community, making this villa ideal for a wide range of lifestyles for those seeking a balance between suburban tranquility and easy access to urban amenities.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
5201 AVENIDA DEL MARE, SARASOTA, FL 34242
$1,450,00085 Days on yellowkey MLS ID: A4680975
REDUCED by $45,000 (3.0%) on 04/30/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2802 Built: 2008 Tax: $6,145 (2025)Community: Sarasota BeachSpa: NoSingle Family
Taxes:$6,145
Remarks: WELCOME to one of Siesta Key's hidden gems. From this Key West style home, you can walk or bike ride to the soft, quartz sands of Siesta Beach or the quaint Siesta Village in minutes. This exceptional home offers high end finishes throughout. The native yard features beach sunflowers and other native plants and shrubs. The front door entrance invites you into the main level with an easy flow between the living room and the dining room. The gourmet kitchen features wood cabinets, granite countertops, stainless steel appliances and French Door refrigerator. The guest bath, laundry room and bonus room complete the downstairs. The backyard is a fenced, private oasis with a pool surrounded by stone pavers with room for lounge chairs, grill and an outdoor table setting. Mature royal palm trees and smaller palms create a beautiful habitat for birds and other wildlife. The second floor has two comfortable bedrooms, one with a private balcony. A full bath completes this level. The top level offers a spacious Primary Bedroom and En Suite Bathroom retreat with exceptional amenities, a large bathroom with granite countertops, wrap-around walk-in shower, and separate garden tub, with a screened-in balcony overlooking the pool area. The top level is completed by an additional Bedroom with an en suite Bathroom with walk-in shower, linen closet, and granite countertops. Additional features include solar panels (paid in full), a security system, stone paved driveway and walkway, along with an oversized 2 car garage. This open, sunny home is located in a quiet neighborhood at the end of the street and has so many quality features. It is definitely worth a visit.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Mary Kassen (941-900-9776)
482 E ROYAL FLAMINGO DR, SARASOTA, FL 34236
$3,850,000157 Days on yellowkey MLS ID: A4664936
INCREASED by $199,250 (5.5%) on 04/07/2026
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2757 Built: 2026Monthly Fee: $89 Tax: $6,154 (2024)Community: Bird Key SubSpa: YesSingle Family
Taxes:$6,154
Remarks: Under Construction. Bird Key—Sarasota’s premier island address nestled just off the John Ringling Causeway between vibrant downtown Sarasota and the beaches of Lido and Longboat—provides the setting for this custom-built Allegra Homes masterpiece. The “Laurie Coastal” floor plan delivers approx. 2,757 sq ft of refined, light-filled living with 3 bedrooms, 3.5 baths, a dedicated study, and a versatile bonus room that adapts beautifully as media, fitness, or play space. A chef’s kitchen anchors the home with Wolf cooking, Sub-Zero refrigeration, and a Cove dishwasher, complemented by an oversized island and generous cabinetry. The great room’s pocketing glass sliders dissolve the boundary to a screened lanai appointed for true Florida living with a private saltwater pool/spa and tongue-and-groove ceiling—an effortless backdrop for everyday relaxation and elegant entertaining. Engineered for coastal living, the residence features impact Low-E windows/doors and an elevated foundation: a 3-course stem wall constructed above the Base Flood Elevation. Additional upgrades include a tankless water heater, professional landscaping, paver driveway, and a 3-car garage with epoxy flooring. From this coveted island of beautifully manicured streets and canal/bayfront homes, you’re moments to St. Armands Circle, downtown dining and arts, world-class marinas, and under construction is the new Bird Key Yacht Club; convenient to Sarasota–Bradenton International Airport (SRQ).
2612 BOTANY AVE, SARASOTA, FL 34239
$495,000Listed 04/30/2026 11:10AM MLS ID: A4691825
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1407 Built: 1962 Tax: $4,313 (2025)Community: South Gate ManorSpa: NoSingle Family
Taxes:$4,313
Elementary School: Wilkinson Elementary
Remarks: Welcome to 2612 Botany Avenue, a charming mid-century modern 2-bedroom, 2.5-bath pool home in central Sarasota. Featuring vaulted ceilings, a flexible bonus room, and a fully renovated kitchen (2025) with new appliances, this move-in-ready home offers fresh paint, new flooring, and a new AC (2024). Enjoy a private screened pool and lanai in a fenced yard with new vinyl fencing. Perfectly located near downtown, Morton's Market, and just 15 minutes to Siesta Key Beach.
Listing Agent: Jason Moore (941-735-0028)
1269 SIESTA BAYSIDE DR #1269C, SARASOTA, FL 34242
$719,000Listed 04/30/2026 10:43AM MLS ID: A4690832
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1280 Built: 1988Monthly Fee: $1,647 Tax: $7,639 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$7,639
Remarks: A first-floor 2-bedroom, 2-bath residence in Gulf and Bay Club Bayside with no unit above, offering added privacy and direct access. An optional second garage is available for purchase under a separate bill of sale. Located on Siesta Key, an eight-mile barrier island consistently recognized among the top beach destinations in the United States and globally, Siesta Beach has been ranked the #1 beach in the United States and #4 in the world by Tripadvisor’s Travelers’ Choice Awards and has also been included on Travel + Leisure’s list of the World’s 50 Best Beaches as the top-ranked beach in the U.S. This unit offers 1,280 square feet and is being sold turnkey furnished. The interior has been recently updated and includes a kitchen with new appliances. Luxury vinyl flooring runs throughout the main living areas and the lanai, with tile flooring in the bathrooms and kitchen. The layout provides functional living space suitable for full-time use, seasonal occupancy, or rental use. A full-size washer and dryer are located within the unit. The living area opens to views of a protected nature preserve. The community allows weekly rentals, providing income potential. The property was not impacted by recent hurricanes. Ownership includes one private garage, with a second garage available for purchase under a separate bill of sale. Residents have private beach access to Siesta Key’s shoreline, known for its quartz sand and calm Gulf waters, along with community amenities including two pools, tennis courts, and a gated entrance with on-site management. This property may be used as a primary residence, seasonal property, or income-producing rental.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Tiffany Nisbet (941-809-0889)
5047 VINSON WAY, SARASOTA, FL 34232
$535,00016 Days on yellowkey MLS ID: A4689764
REDUCED by $14,000 (2.6%) on 04/26/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1960 Built: 1980 Tax: $4,521 (2025)Community: Brentwood EstatesSpa: YesSingle Family
Taxes:$4,521
Remarks: JUST REDUCED!!!! Exceptional income-producing turnkey opportunity in the heart of Sarasota! This versatile property at 5047 Vinson Way is ideal for both investors and owner-occupants looking to maximize returns while enjoying a primary residence. The property is thoughtfully configured into three separate units: a spacious 2-bedroom, 1-bath main residence perfect for an owner, plus two additional income-generating units—a studio and a one-bedroom—both currently operating as successful short-term rentals. The outdoor space is a true standout, featuring a brand-new pool and spa, creating a resort-style experience that significantly enhances rental appeal and guest satisfaction. Each unit offers privacy and functionality, making it ideal for Airbnb or extended stays. Whether you’re house hacking or running a full investment property, this setup delivers immediate income potential and strong cash flow. Located in a desirable Sarasota area close to shopping, dining, and world-famous beaches, this property blends lifestyle and performance seamlessly. Live in one unit, rent the others, and capitalize on a high-performing asset—opportunities like this are rare. Owner very motivated
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Mariele Hoffman (941-225-0800)
340 JACKSON DR, SARASOTA, FL 34236
$4,250,000336 Days on yellowkey MLS ID: A4653979
Bed: 6 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3470 Built: 2019 Tax: $39,852 (2024)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$39,852
Remarks: STUNNING ESTATE ON LIDO KEY!!! WELCOME TO YOUR COASTAL DREAM HOME!!! This 6 bedroom 5 1/2 bath property is TURNKEY FURNISHED, has an ELEVATOR to all levels, and boasts vaulted ceilings. The owner spared no expense when building this home. High end designer finishes and attention to detail are evident throughout. The master bedroom is a tranquil oasis and offers a private balcony providing breathtaking views. You will also find a large walk in closet and an oversized bathroom featuring double vanities, free standing bath tub, and a walk in shower. The additional four bedrooms are all en-suite and are laid out perfectly. The chef's kitchen has high end wood cabinets, quartz countertops, stainless steel appliances and a large center island. The great room floor plan is expansive and features high ceilings with wood beams. Step into your outdoor oasis with a private heated pool with a sun shelf, perfect for both kids and adults to soak up the Florida sun. A covered spa ensures year-round enjoyment. The expansive covered patio extends nearly the entire space beneath the home, ample bar-top seating, dining, TVs, and gaming areas, including a pool table and foosball. Convenience is key as you're just a short stroll to Lido Key Beach and or to St. Armand's Circle with wonderful shops and restaurants. With a 2-car garage and space for up to four cars in the driveway, you have ample parking options. This is the ultimate vacation home for you and your family. Currently a successful vacation rental with forward bookings in place.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Christy Travis (941-545-5284)
410 GARFIELD DR, SARASOTA, FL 34236
$1,795,000118 Days on yellowkey MLS ID: A4672001
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1914 Built: 1937 Tax: $20,840 (2024)Community: Derringers ResubSpa: NoSingle Family
Taxes:$20,840
Elementary School: Pine View School
Remarks: Coastal Charm Steps from the Sand — Your Lido Key Oasis Awaits! Location, luxury, and timeless Florida charm come together at this beautiful beachside bungalow, just one block from the sparkling shores of Lido Key Beach. Nestled in the prestigious St. Armands Circle neighborhood, this turnkey-furnished coastal home offers a rare opportunity to own a piece of paradise in one of Sarasota’s most desirable and vibrant communities. Whether you’re searching for a full-time retreat, a seasonal getaway, or an income-producing investment property, this timeless treasure delivers on every level. From the moment you arrive, the lush coastal landscaping welcome you into a hidden oasis, opening onto a generous lawn, private driveway, and elevated front deck — the perfect setting to savor your morning coffee or unwind with a glass of wine as you watch the sunset over the beach. Inside, the home seamlessly blends historic character with modern comfort. Original heart-of-pine floors, a cozy fireplace, and authentic wood paneling preserve its character, while bright, open living and dining spaces offer a light, airy atmosphere that instantly feels like home. The open-concept kitchen, complete with a charming breakfast bar, invites easy gatherings and effortless entertaining. The privately tucked-away primary suite features an updated ensuite bath with a walk-in shower, offering a quiet escape at the end of each day. Two additional guest bedrooms are comfortably designed for family and friends, and a beautifully updated second bath showcases a freestanding clawfoot tub and pedestal vanity — a perfect nod to the home’s timeless charm. Outside, a private heated pool and generous patio are surrounded by lush tropical landscaping, creating a secluded paradise to relax and rejuvenate. This is truly an unbeatable location, just a short stroll to the white sands of Lido Key Beach and the world-famous St. Armands Circle, known for its upscale dining, boutique shopping, art galleries, and vibrant nightlife. Downtown Sarasota’s lively arts and cultural scene is only minutes away, offering even more ways to enjoy this extraordinary area. Whether you’re basking in the sun, enjoying fine dining, or exploring endless outdoor activities, life on Lido Key feels like an everyday vacation. Home is currently a successful vacation rental! Don’t miss this rare opportunity to own a coastal bungalow in one of Sarasota’s most walkable, beautiful beach communities. Start living your dream — your beachside oasis is waiting.
1959 WISTERIA ST, SARASOTA, FL 34239
$3,150,00069 Days on yellowkey MLS ID: A4683340
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2844 Built: 2026 Tax: $10,143 (2025)Community: Desota ParkSpa: YesSingle Family
Taxes:$10,143
Remarks: Welcome to 1959 Wisteria Street – a beautiful New Construction Single Story home, West of the Trail, that your clients will love! This just-completed modern coastal single story home is located West of the Trail in preferred Flood Zone X, offering elevated storm protection and convenient access to Southside Village, Downtown Sarasota and Siesta Key beaches. Designed and built with Majestik Homes' signature strength and style, this 3 bedroom plus office, 4 bath home blends architectural elegance with energy efficiency and storm-ready construction. You will be awestruck as you open the home’s large glass-paneled double doors and step into a spacious foyer that flows seamlessly into an expansive great room filled with natural light and a striking entertainment wall — perfect for relaxed living and stylish entertaining. Panoramic sliding glass doors open to a private backyard oasis featuring a sparkling pool and spa, and a fully appointed outdoor BBQ area designed for effortless Florida entertaining. The chef’s kitchen features high-end gas appliances, and the dining room is ideal for intimate dinners and larger gatherings alike. The Primary Suite is spacious and luxurious with its own private lanai. The spa-inspired primary bath offers both an indoor shower and a private outdoor shower for a true resort-style experience. Bedroom 3 includes an en-suite bath. Situated on a generous homesite with large side yards and enhanced privacy, the property is complemented by a circular driveway and an oversized 3-car garage — providing ample space for guests, storage, and everyday functionality. Beautifully staged and thoughtfully designed, this home showcases artwork from some of the local area’s most inspiring artists. Easy to show — you won’t want to miss this exceptional opportunity.
Listing is courtesy of: MAJESTIK REALTY, INC (941-363-6080)
Listing Agent: Michael Hankin (941-504-4337)
7101 JAVA DR, SARASOTA, FL 34241
$499,00014 Days on yellowkey MLS ID: A4690214
1 Days Off yellowkey (back on 4/30/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1994 Built: 1998 Tax: $3,616 (2025)Community: Lake SarasotaSingle Family
Taxes:$3,616
Remarks: Under contract-accepting backup offers. Situated on an oversized corner lot in Sarasota, this well-maintained home offers both space and flexibility with thoughtful updates throughout. Major updates are already done — a new metal roof, all new impact windows and doors, this property provides peace of mind and confidence. Inside, you’ll find high and vaulted ceilings that enhance the open floorplan, creating a bright and inviting living space centered around an electric fireplace. The home also offers generously sized closets and functional living areas designed for everyday comfort. Outside, enjoy a fenced backyard with new landscaping and a sprinkler system already in place. The expanded driveway allows for extra parking, while the oversized lot provides ample room for a boat or RV—perfect for those looking to take full advantage of the Florida lifestyle. The home is also conveniently located near two local parks, including a dog park — a great perk for pet owners and outdoor enthusiasts alike.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
5603 AARON CT, SARASOTA, FL 34232
$740,00028 Days on yellowkey MLS ID: A4688260
REDUCED by $10,000 (1.3%) on 04/30/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2901 Built: 2012Monthly Fee: $150 Tax: $6,364 (2025)Community: Oak VistasSingle Family
Taxes:$6,364
Remarks: **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** Welcome to this beautifully maintained 4-bedroom, 2.5-bathroom pool home tucked away on a quiet cul-de-sac in the Oak Vistas community. Offering over 2,900 sq. ft. of living space, this two-story home features a functional layout designed for both everyday living and entertaining. Inside, the home opens to a welcoming dining area complete with a custom dry bar and wine cooler, creating a great space to host. The layout flows naturally into the kitchen and main living areas. The kitchen is equipped with 42-inch wood cabinetry, granite countertops, stainless steel appliances, and a large center island with ample prep and seating space. The main living area connects seamlessly to the outdoor space, enhancing the home’s open feel. The primary suite is located on the main level and offers a spacious layout with a massive walk-in closet. The upgraded primary bathroom features dual sinks, modern finishes, and dual shower heads. Upstairs, you will find three additional bedrooms along with a large bonus loft space, ideal for a media room, home office, or flexible living area. Step outside to a private, screened-in pool area with a fenced backyard, perfect for relaxing or entertaining. The cul-de-sac setting adds to the home’s quiet and private feel. Conveniently located near UTC, I-75, shopping, dining, and Gulf beaches, this home offers a prime location with low HOA fees and no CDD.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
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