Location: Sarasota, 34234
Do Not Show Listings
428 SAPPHIRE DR, SARASOTA, FL 34234
$1,195,000108 Days on yellowkey MLS ID: A4679800
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2174 Built: 1990 Tax: $7,492 (2025)Community: Sapphire ShoresSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,492
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Discover the ultimate coastal retreat at 428 Sapphire Drive, a stunning block-construction residence situated on a rare and expansive double lot in the prestigious Sapphire Shores area. A long driveway and winding sidewalk lead you through a beautifully landscaped front yard to this secluded haven, which is set back from the street for maximum privacy. Inside, the home exudes a modern, industrial-chic aesthetic featuring sleek polished concrete floors, soaring vaulted ceilings, and a fresh interior paint palette. The open-concept gourmet kitchen is a focal point, illuminated by a bright skylight and appointed with premium Quartz countertops, abundant cabinetry, and a high-end stainless appliance suite including a Bosch cooktop and refrigerator alongside a KitchenAid double oven. The thoughtful layout offers exceptional flexibility; the current library, featuring a recently replaced north-facing impact window, was originally a third bedroom and can easily be restored to its original configuration. Seamlessly connecting the interior to the outdoor oasis are sliding pocket glass doors that retreat to open the living area to the lanai, offering both an elegant architectural feature and an added layer of protection for the block-construction core. The master suite serves as a private sanctuary with its own bay-facing impact window, a spacious walk-around closet, and a luxurious ensuite bathroom featuring a deep soaker tub and a separate walk-in shower. Significant structural upgrades provide peace of mind, including a new metal roof installed in 2023 and brand-new hurricane-rated garage doors added in 2025. The epoxy-finished garage also comes equipped with a Tesla charging station, catering to modern efficiency. The outdoor living space is a true oasis, fully enclosed by a vinyl privacy fence. Relax in the heated saltwater pool surrounded by elegant Shellock pavers, or enjoy the convenience of the lanai’s solar shower. The sprawling backyard is a nature lover’s dream, boasting a dedicated butterfly garden, a cozy fire pit, and an irrigation system powered by well water. A versatile detached storage building, currently utilized as a home gym, is equipped with its own air conditioning unit and dedicated kayak storage. Perfectly positioned just minutes from Downtown Sarasota, this home is also a short stroll from the Ringling Museum and the scenic bayfront paths of Sapphire Shores Park.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Mairead Smialek (847-334-4848)
1580 BLIND BROOK DR, SARASOTA, FL 34234
$169,000127 Days on yellowkey MLS ID: A4678297
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 780 Built: 1965Monthly Fee: $137 Tax: $2,894 (2025)Community: Tri-Par EstatesSpa: YesMobile Home
Taxes:$2,894
Remarks: Corner lot situated in a great location, this home boasts extensive renovations inside and out. Recent upgrades feature a new TPO roof, air-conditioning, carport, kitchen, indoor and outdoor electrical boxes, and CPVC plumbing completed in 2015. Double pane windows and ceiling fitted with flush mount LED lighting enhance the space. Fully furnished, the residence is move in ready. The guest bathroom offers a walk-in shower, while faux blinds are installed on all the main house windows. For relaxation, the generous 10x13 Florida room features plenty of windows, plus a space heater and portable air conditioner for year-round comfort. Tri-par Estates provides a wealth of amenities: enjoy a heated and cooled large pool for year-round swimming, a brand-new spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and various recreation hall rooms equipped with ping-pong, billiards, card tables, a kitchenette, sewing areas, and more. The expansive clubhouse regularly hosts dinners, dances, and other events. Situated only minutes from downtown Sarasota, you’ll have easy access to marinas, shopping, restaurants, museums, the world-renowned Siesta Key and Lido Key beaches, and Sarasota airport. In this special park and recreation district, residents own their land directly, with no separate HOA fees—an annual fee of $1,648 is included in your property taxes. This is also a golf cart-friendly community with optional RV or boat storage when available. Don’t miss the opportunity to join this lively, well-established neighborhood.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Angelo Sammarco (941-284-5673)
1709 N TAMIAMI TRL #318, SARASOTA, FL 34234
$659,90044 Days on yellowkey MLS ID: A4689244
0 Days Off yellowkey (back on 5/9/2026)
REDUCED by $15,100 (2.2%) on 04/27/2026
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1332 Built: 2022 Tax: $7,906 (2024)Community: The StrandSpa: YesCondo
Taxes:$7,906
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. This is the lowest-priced unit in The Strand with direct, unobstructed open water views offering over 1,300 square feet of living space per the builder's floorplan. This is one of the largest units in The Strand with a large balcony (7 x 18) that offers outdoor lounging and dining areas. Experience waterfront luxury and a boating lifestyle in this modern, turnkey, furnished residence completed in 2022, offering exceptional value, views and amenities. This expansive unit features hurricane-rated sliding glass doors that frame breathtaking water views and abundant wildlife. Inside, the open-concept kitchen, dining and living areas are thoughtfully designed for both style and functionality. The kitchen showcases upgraded glossy white cabinetry, quartz countertops, a spacious island with modern lighting and a breakfast bar perfect for casual dining. The great room is highlighted by two sets of sliding glass doors that open to a large private balcony, ideal for entertaining or relaxing while enjoying stunning sunsets over the water. The primary suite offers a large walk-in closet with custom organizers and a luxurious en-suite bath featuring upgraded tile, quartz countertops and a glass-enclosed shower. A versatile den, which could be used as the second bedroom, features barnyard doors complete with a triple closet and pullout sofa. Additional features include luxury vinyl plank flooring, impact glass windows and doors, upgraded ceiling fans and lighting, Alfa closet systems, a spacious laundry room with added storage and high-end turnkey furnishings including flat-screen TVs. The Strand allows weekly rentals (7-day minimum), making this an excellent opportunity for full-time living, a seasonal getaway, or an investment property. Residents enjoy a vibrant, pet-friendly community with resort-style amenities including a heated pool and spa, fitness center, EV charging stations, gas grills, a fire pit and access to a floating dock for kayaking. Ideally located just minutes from downtown Sarasota, St. Armands Circle, Lido Beach, waterfront parks, dining and entertainment, The Strand offers the perfect blend of luxury, convenience, and lifestyle. Don’t miss this exceptional opportunity. Schedule your private showing today. Owner is a licensed Florida REALTOR®, and the property is not homesteaded.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Charles Totonis (941-524-8299)
3419 CHAPEL DR, SARASOTA, FL 34234
$524,90038 Days on yellowkey MLS ID: A4689270
0 Days Off yellowkey (back on 5/8/2026)
REDUCED by $25,000 (4.5%) on 05/04/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1032 Built: 1971 Tax: $5,337 (2025)Community: Desoto TerraceSingle Family
Taxes:$5,337
Elementary School: Bay Haven Sch of Basics Plus Elementary
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Don’t miss this adorable Florida home! You will fall in love with the neighborly front porch and the newly upgraded private landscaped courtyard. This updated 2 bed/2 bath home is tucked away on a quiet cul-de-sac at the end of Chapel Drive in the historical bayfront neighborhood of Indian Beach Sapphire Shores. this home is not in a flood zone with hurricane impact windows and garage door. You could not find a better location blending city life with a friendly neighborhood vibe. Surprisingly, this tranquil abode is only 5-minutes to downtown Sarasota, less than 5 minutes to Sarasota Bradenton International Airport, 5-minutes to The John and Mable Ringling Museum of Art and 3-minutes to the Ringling College of Art and Design. This home is move-in ready with new AC in 2023, new water heater in 2022, new electrical panel in 2022, new roof in 2019, updated kitchen and bath, new impact resistant windows, and for the chef, your kitchen comes equipped with a gas stove. It is also equipped with fiber-optic internet. Not seen very often, enjoy off street parking for 5 or more cars. An air-conditioned garage with a new hurricane-proof garage door can be used for a variety of purposes. The front yard and the courtyard have been freshly landscaped, and a separate metered irrigation system installed. The fenced backyard offers a beautiful dining area under a screened gazebo as well as a fire pit for cool evenings. Enjoy the large oak tree and tropical paradise keeping privacy of your backyard! If you choose to join the neighborhood HOA, you will share an annual picnic, yard sale and Easter Egg Hunt with neighbors, not to mention sunsets over Sarasota Bay at Indian Beach Park or Sapphire Shores Park. Don’t let this delightful home slip away - make it your seasonal getaway, your permanent residence or a vacation rental!
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
5061 BARRINGTON CIR #1302, SARASOTA, FL 34234
$229,00081 Days on yellowkey MLS ID: A4684564
REDUCED by $10,000 (4.2%) on 05/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1078 Built: 1982Monthly Fee: $599 Tax: $2,389 (2025)Community: Barrington WoodsHalf Duplex
Taxes:$2,389
Remarks: (RENT TO OWN OPTION AVAILABLE, 10K DOWN, PORTION OF RENT GOES TO PRINCIPLE. PLEASE INQUIRE FOR MORE DETAILS. GOOD CREDIT AND JOB REQUIRED.) All the upgrades added in this renovation! Luxurious living at an affordable price (reduced again to encourage offers!) less than a mile from FSU Center for Performing Arts, Ringling Museum, New World College, Asolo Theater, and SRQ (10 minutes to downtown, 15 minutes to St Armand’s Circle/Lido Key Beach, 20 minutes to Siesta Key)! This condo has been renovated beyond the usual with perks like a new reverse osmosis water system in the kitchen and water filters on both showers and bathroom sinks. There are also high-end, first-class touches like seagrass wallpaper and crown molding and gorgeous quartz countertops! Tucked into the desirable Barrington Woods (gated) complex, this is a great location for a fraction of what you would pay for a comparable unit just a couple of miles south in downtown. New hurricane windows, freshly painted interior and exterior. New roof in 2022. New A/C unit in 2022. Lots of natural light. Kitchen: new white with gold, blue, and gray marbled quartz countertops, stylish white cabinets, new stainless double sink with disposal, new faucet fixtures, new reverse osmosis tankless water filtration system, lots of cabinets and a pantry for storage. Stainless refrigerator, black glass-top stove, dishwasher. Bathrooms: new fixtures, gorgeous Victorian wooden vanities, multi-layered filtration systems on sinks so you can brush your teeth and wash your face with the cleanest water as well as shower heads. There is also a versatile Florida room (aka lanai) is fully enclosed with big sliding glass windows overlooking new landscaping (palm trees and flowers) with a new tropical ceiling fan. Gorgeous easy to care for gray waterproof laminate wood floors throughout the unit. Large family room open area for couches, tables, dining, whatever. Front-loading large-capacity washer and dryer in their own closeted area with storage shelves above. Large primary suite with walk-in closet, new stylish barn door to bath and dressing area, Charming guest bedroom with seagrass wallpaper, crown molding, baseboards and white piping on the walls. Front porch big enough for sitting or for large potted plants. Outdoor storage closet (that locks securely) for storing your gardening tools or your beach chairs or bicycle. Lawn maintenance is included. Sprinkler system and drip lines for landscaping. Sparkling pool just across the quaint wooden pedestrian bridge over the lake where birds and turtles frolic. Your own parking space in front of the unit under the cover of a carport. Plenty of guest parking available nearby. Pets allowed up to 40 lbs. Move-in ready. Furnished or not (or partial).
Listing is courtesy of: REALNET FLORIDA REAL ESTATE (813-288-8000)
Listing Agent: Brenda Carey (323-447-8600)
4981 PEBBLE BEACH AVE, SARASOTA, FL 34234
$120,000155 Days on yellowkey MLS ID: A4675730
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 500 Built: 1960Monthly Fee: $140 Tax: $2,789 (2025)Community: Tri-Par EstatesMobile Home
Taxes:$2,789
Remarks: Welcome to your slice of Florida paradise in a peaceful yet vibrant 55+ community just minutes from downtown Sarasota. This charming 2-bedroom, 1-bath mobile home offers exceptional value with thoughtfully designed additions that nearly double the original square footage—creating flexible living space perfect for relaxing, entertaining, or hosting visiting family and friends. Inside, you’ll appreciate the newer vinyl flooring throughout and the peace of mind that comes with a new roof. The expanded layout provides room to spread out while still feeling cozy and inviting, making this home ideal for full-time living or a comfortable winter retreat. Step outside your door and enjoy an active, resort-style lifestyle. The community features a fitness center, heated pool and spa, pickleball and tennis courts, shuffleboard, mini golf, and a welcoming clubhouse with social activities year-round. Whether you’re looking to stay active, meet new friends, or simply unwind in the Florida sunshine, this community has it all. Conveniently located close to downtown Sarasota, shopping, dining, beaches, and cultural attractions, this home offers the perfect balance of fun, relaxation, and location. Come see why so many choose this community as their happy place—especially during the winter months.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (941-706-2142)
Listing Agent: Dakotah Grant (941-228-0758)
2118 DODGE AVE, SARASOTA, FL 34234
$185,000114 Days on yellowkey MLS ID: A4680017
REDUCED by $26,000 (12.3%) on 05/08/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1339 Built: 1956 Tax: $2,800 (2025)Community: Leisure LakesSingle Family
Taxes:$2,800
Elementary School: Emma E. Booker Elementary
Remarks: Do you need more rooms, a fenced back yard, a screen porch and covered parking that doesn't cost a lot? This is it! Home has Living room, updated kitchen & bath, family room, Florida room, storage room. Close to baseball stadium, public park and playground. Are you handy or have contacts for fixing? Yeah, that works. Call your agent today to set up an appointment to see this diamond in the ruff. Due to condition, the property may have health/safety risk(s). Prior to entry / access, all parties must sign a Hold Harmless Form, and the property may only be shown by appointment. This property may qualify for Seller Financing (Vendee). If property was built prior to 1978, Lead Based Paint Potentially Exists.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Debbie Roth (941-713-0522)
2814 PALMADELIA AVE, SARASOTA, FL 34234
$179,90015 Days on yellowkey MLS ID: A4692842
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 912 Built: 1960 Tax: $1,650 (2025)Community: Newtown Heights First Add ToSingle Family
Taxes:$1,650
Remarks: Block construction - property has been gutted to two by fours. Needs everything. Ready for rehab. Make highest offer. Seller decided to move out of area and not do this project.
Listing is courtesy of: ANMARK REALTY LLC (941-363-1043)
Listing Agent: Andrey Markov (941-363-1043)
388 S SHORE DR, SARASOTA, FL 34234
$18,950,000232 Days on yellowkey MLS ID: A4665863
Bed: 5 Bath: 4.5 Gar: 8 Liv Area Sq Ft: 7428 Built: 2025 Tax: $36,594 (2024)Community: Sapphire Shores Resub Blk MSpa: YesSingle Family
Taxes:$36,594
Remarks: World-renowned as Florida’s cultural coast, Sarasota’s heritage of culture and the arts provides a distinguished backdrop for its newest architectural tour de force – Lunara. Set in Sapphire Shores, one of Sarasota’s most historic and culturally rich neighborhoods, the location is quintessentially Sarasota. This prized location, originally chosen by one of the city's foremost visionaries for his own Ca' d'Zan mansion, commands what are widely regarded as the city's best views, with sweeping panoramas of Sarasota Bay, the downtown skyline, and the landmark Ringling Bridge. Steeped in a tradition of the future, Lunara transforms state-of-the-art materials from around the world through the enduring craft of local artisans. Designed by Mark Sultana of DSDG Architects and built by Michael Voigt of Voigt Brothers Construction, the residence reveals itself with dramatic geometry and floating planes. Every angle captures the shimmer of water, every surface plays with light, and every room welcomes you into a life surrounded by beauty. The heart of the home opens with dramatic presence — the 11-foot pivot entry door leads to a soaring double-height living space, where an 11-foot automated glass wall extends to an equally lofty trellised sun deck. Despite its scale, the residence feels warm and personal, thanks to a no-hallway design directive that connects each area with purposeful flow. The impressive entertainment bar, which features floating liquor display shelves and a climate-controlled wine display, stands distinct yet linked to the ultra-high-end kitchen, which includes a retractable pass-through to a concealed prep kitchen. Outside, the al-fresco kitchen and pool deck share the same floor level as the interior, creating a connected indoor-outdoor living experience that amplifies the home’s spacious elegance. Lunara’s pleasures are abundant, anchored by amenities that blend function with imagination. A two-level swimming pool cascades from infinity edge to lap lane, offering a visual spectacle as much as a place for play or exercise. The glass elevator, tallest of its kind in a Sarasota residence, glides between levels with clarity and grace. The 10-car garage is designed to be more than just storage with bay-facing sliding glass doors that invite fresh breezes, natural light and a perfect view to enjoy while caring for your prized collection. The rooftop deck, a stage for Sarasota’s sunsets, invites leisure and entertainment in equal measure, complete with a putting green, fire pit and a flex space adaptable to yoga at dawn or cocktails at dusk. Even the practical touches are elevated – a dedicated “Christmas tree closet”, concealed floor-to-ceiling doors, and a movable wall of privacy glass that transforms the primary bath into either open vista or private retreat. Beyond prestige, the best of Sarasota is always close at hand. Within one mile you’ll find SRQ International Airport and The Ringling Museum. Downtown Sarasota, The Bay park, and Marina Jack are just five miles away, with Sarasota Memorial Hospital, St. Armands Circle and Lido Beach within six miles. IMG Sports Academy and St. Stephens School are within eight miles from your door. It is rare to find a residence that is at once a work of art and a place of retreat, where scale feels human and luxury feels livable. In Lunara, architecture becomes lifestyle, and lifestyle becomes sanctuary. This is a home that does not merely impress, it endures.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Andrew Tanner (941-539-0998)
1306 GRANTHAM DR, SARASOTA, FL 34234
$330,00032 Days on yellowkey MLS ID: N6143979
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1769 Built: 2020Monthly Fee: $268 Tax: $2,949 (2025)Community: Bradford Manor TwnhmsTownhouse
Taxes:$2,949
Remarks: FREE home warranty included. Located in the gated community of Bradford Manor, this home offers a low HOA fee of $268 per month with no CDD fees, covering exterior maintenance, community pool, basic cable, high-speed fiber internet, and trash removal for easy, low maintenance living. Recent enhancements thoughtfully elevate the home, bringing added comfort, efficiency, and peace of mind, including a DuroMax Dual Fuel XP4850EH hook up generator that will be included with the purchase, a water softener system installed in the garage, a UV (UVC) air purification system for the HVAC, a Level 2 EV charging (240V) outlet in the garage, and beautifully upgraded quartz countertops in all bathrooms. Step inside to discover a bright, open concept layout enhanced by high ceilings throughout. The main living areas feature tile flooring and a seamless flow ideal for both everyday living and entertaining. The kitchen is equipped with granite countertops, wood cabinetry, and an oversized breakfast bar that opens to the living and dining spaces. A first floor half bath and two entryway storage closets add convenience, while the screened lanai and paved patio offer a private outdoor retreat with no rear neighbors. The second level offers a well-designed layout with all three bedrooms and a conveniently placed laundry area enhancing everyday functionality. The spacious primary suite features a generous walk in closet and an ensuite bath with dual sinks and a walk in shower. The guest bathroom is designed with functionality in mind, offering a split layout with a dual sink vanity separate from the shower and toilet area, allowing for simultaneous use and enhanced privacy. Additional highlights include a spacious one car garage that not only accommodates a vehicle but also provides valuable extra storage space for tools, beach gear, and seasonal items, hurricane shutters for added protection and peace of mind during storm season, and ample guest parking conveniently located throughout the community, making it easy to host family and friends. Perfectly positioned in a prime Sarasota location, this home is just minutes from downtown, University Parkway, UTC shopping and dining, Sarasota Airport, top rated schools, and the area’s renowned beaches, offering the ideal combination of convenience and lifestyle. This home is perfect for a first time homeowner or as a vacation property, offering low maintenance living, strong lock and leave convenience, and proximity to key amenities, making it easy to enjoy full time living or seasonal escapes with ease. Schedule your private showing today and experience all this home has to offer.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rick Tritschler, Jr. (941-928-1292)
1647 MIDLOTHIAN ST, SARASOTA, FL 34234
$60,00024 Days on yellowkey MLS ID: A4691726
REDUCED by $10,000 (14.3%) on 05/07/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 660 Built: 1967 Tax: $2,742 (2025)Community: Tri-Par EstatesMobile Home
Taxes:$2,742
Remarks: Welcome to 1647 Midlothian St in Sarasota, FL, a charming 2-bedroom, 1.5-bath home offering affordable Florida living in a convenient location. This property features a covered carport, screened entry area, and a practical layout with comfortable living space throughout. The exterior offers low-maintenance appeal, a widened driveway area, and room to enjoy Sarasota's year-round sunshine. Located in the desirable Tri-Par Estates area, this home is close to shopping, dining, beaches, downtown Sarasota, SRQ Airport, and major roadways. Whether you are looking for a seasonal retreat, full-time residence, or investment opportunity, this property offers excellent potential.
Listing is courtesy of: JOSEPH WALTER REALTY LLC (248-294-7850)
Listing Agent: Scott Fader (248-294-7850)
1709 N TAMIAMI TRL #503, SARASOTA, FL 34234
$550,000191 Days on yellowkey MLS ID: A4671066
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 855 Built: 2022 Tax: $7,016 (2025)Community: The StrandSpa: NoCondo
Taxes:$7,016
Remarks: Experience this breathtaking penthouse waterfront condominium with sunset views in the resort style gated complex, The Strand. With direct boating access to the Bay and Gulf of Mexico, serene water views, option to purchase a deeded boat slip with 16,000# lift, five-star amenities and fantastic proximity to Downtown Sarasota and area beaches, this residence affords a second-to-none waterfront lifestyle. This unit features a prime location in the Strand in the building closest to the bay and on the 5th floor providing incredible views! The 1 bedroom + office/den, 2 full bath open floor plan features upgraded finishes, custom closets, sizable living area, dining area and open-air terrace. Perfect as a primary or secondary home, or investment property where weekly rentals are welcome. Entertain in your chef's kitchen with stainless Samsung appliances, upgraded white subway tile backsplash, soft close cabinetry, statement quartz countertops and 2 generously sized peninsulas with room for seating. The main living space has incredible natural light and affords stunning water views through 9' hurricane-rated sliding glass doors. This smartly designed home boasts a serene primary bedroom with custom closet, luxe owner's bath with quartz vanity, and laundry area with stackable Samsung washer and dryer. Office/den with closet perfect for all of your organizational needs and an additional full bath with tub. Other noteworthy features: custom designed closets, pendant lighting, and designer ceiling fans. Includes 1 deeded under building parking space, and private secure storage. Welcome to The Strand, brought to life by renowned architectural firm HOYT, and award-winning interior design firm JKL Design Group. Fantastic resort style amenities including heated swimming pool/spa, fitness center, gas fire pit and grills, electric car charging stations, dog park, boardwalk, and kayak launch & storage. In addition to the fabulous surroundings and culture of Downtown Sarasota, you can enjoy the restaurants, cafes and bars that are just a stone throw away from The Strand. Live THE lifestyle exploring top-rated beaches and bays. Make this exceptional residence, community and city your home today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
4035 BAY SHORE RD, SARASOTA, FL 34234
$9,500,000229 Days on yellowkey MLS ID: A4667415
Bed: 8 Bath: 8.5 Gar: 8 Liv Area Sq Ft: 8875 Built: 2021 Tax: $125,437 (2024)Community: Indian Beach Map OfSpa: YesSingle Family
Taxes:$125,437
Remarks: An Architectural Masterpiece on Sarasota Bay. Commanding one of Sarasota’s most spectacular bayfront settings, this gated estate blends cutting-edge engineering with timeless coastal living. Built on 55 deep concrete piles extending 30 feet underground, the home is constructed entirely of cast-in-place concrete and masonry, including every slab and the roof, creating a true hurricane fortress designed to endure generations. A massive 8-car garage sits beneath this elevated residence on an oversized, fenced lot, offering both privacy and security. Inside, the open-concept layout was intentionally designed with no interior bearing walls, supported only by a few discreet columns per floor—allowing future owners to reimagine the floor plan freely to suit any lifestyle. Outdoors, the property feels like a private resort. The waterfront pool area features sunken seating and a swim-up bar, perfect for entertaining or soaking in Sarasota’s sunsets over the bay. An elevator serves all levels, including the roof, where there’s potential for an extraordinary rooftop terrace with panoramic views of Sarasota Bay and the skyline. Documents are currently being finalized for a dock permit, which will enhance the property’s existing direct Sarasota Bay access and allow for private boat docking in the future. 4035 Bay Shore Road isn’t just built, it’s engineered to impress. A home where modern strength meets pure waterfront serenity.
Listing is courtesy of: LUXIO REAL ESTATE LLC (941-266-0300)
Listing Agent: Hugo Gagliardi (941-266-0300)
2809 MARRAKESH LN, SARASOTA, FL 34234
$434,990199 Days on yellowkey MLS ID: TB8444677
1 Days Off yellowkey (back on 5/5/2026)
REDUCED by $5,000 (1.1%) on 04/16/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1542 Built: 2025Monthly Fee: $115 Tax: $3,705 (2025)Community: GracewaterVilla
Taxes:$3,705
Remarks: Under Construction. Welcome to The Bishop by David Weekley Homes — a Luxury Villa at Gracewater where a timeless coastal design, expansive windows, and serene preserve views create a home full of light and life. Inside, open-concept living spaces, a breezy lanai, a private guest suite, and a dedicated home office make every moment effortless — whether you’re hosting loved ones, tackling work, or simply relaxing at home. Step outside and embrace the resort-style lifestyle of Gracewater. The Pura Vida Club invites you to unwind by the cabana-lined beach entry pool, play pickleball, stay active in the gym, or let your on-site lifestyle manager arrange your perfect day. Enjoy leisurely dog walks to Peppa Park, soak in the sunshine, and savor every moment. The Bishop isn’t just a home — it’s your everyday vacation retreat.
Listing is courtesy of: WEEKLEY HOMES REALTY COMPANY (866-493-3553)
Listing Agent: Robert St. Pierre
1645 23RD ST, SARASOTA, FL 34234
$49,90022 Days on yellowkey MLS ID: A4692070
0 Days Off yellowkey (back on 5/5/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 800 Built: 1959 Tax: $1,367 (2025)Community: NewtownSingle Family
Taxes:$1,367
Remarks: Multiple Offers, Highest & Best Due by 5pm on Monday, May 4th. This lot is located centrally in Sarasota, across the street from newly constructed residences, in a transitional area with new construction being built throughout the community. This is a tear down, sold as-is. Property is potentially dangerous, enter at your own risk.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jennifer Morgan (941-539-4965)
2445 ALAMEDA AVE, SARASOTA, FL 34234
$1,200,000106 Days on yellowkey MLS ID: A4681432
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2901 Built: 1925 Tax: $9,313 (2025)Community: Sarasota Bay ParkSingle Family
Taxes:$9,313
Remarks: Under contract-accepting backup offers. The meticulously updated and restored Craftsman-style McCall house features all the charm and vintage vibes of its 1925 construction while offering every convenience of a fully renovated modern home. The roofs on both the main home and the detached garage were replaced in 2023, new AC was installed in 2022, and all the electric and plumbing have been completely updated. A brand new tankless gas water heater and new irrigation well were just installed. In addition to the most recent updates the property was restored and renovated over the course of a decade by Pat Ball, known in the preservation community for his high-quality and sensitive work on some of Sarasota’s most important historic structures, and his wife Judy. Highlights of the Balls’ extensive work include the restoration of the native pine wood floors, the intricate millwork, and the original windows found throughout the home. The kitchen features Bosch and Café appliances, slate countertops, floor to ceiling custom cabinetry, and large windows opening to the oversized veranda. The dining room connects to both the kitchen and front foyer and features a gas fireplace and a custom reproduction Craftsman-style chandelier. The living room, also with a gas fireplace and period fixtures, receives both morning and evening natural light. The south-facing sunroom, a perfect flex-space, features three walls of oversized windows. Upstairs you will find the owner’s suite featuring a walk-in closet, new vintage-style high-end fixtures, and a large en-suite which opens to the upstairs sleeping porch. An additional two bedrooms, each with a walk-in closet, and an additional renovated full bath are also located up the home’s grand staircase. The main home is complemented by an oversized garage, currently used as a custom woodshop and featuring a mini-split AC system. This detached structure also contains a guest suite with full bathroom, a second washer and dryer, and access through French doors to a covered porch overlooking the fully-fenced backyard. Located within the Indian Beach Sapphire Shores neighborhood, known for its lush tropical feel, the home’s landscaping has been designed with Florida-friendly gardens that are both beautiful to look at and easy to care for. Although the property is only 4 blocks from Indian Beach Park on Sarasota Bay, the home is located in an X flood zone where flood insurance is NOT required. The home’s convenient location is only 5 minutes to downtown Sarasota and 10 minutes to St. Armands Circle and the crystal quartz sand of Lido Beach. A great selection of restaurants and coffee shops are within walking-distance of the home. The low-cost and optional Indian Beach Sapphire Shores neighborhood association offers a neighborhood newsletter, picnics, and additional social activities. Within the neighborhood you will also find many cultural amenities including the renowned Ringling Museum, Asolo Repertory Theatre, and Sarasota Ballet.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Amanda Gilliland (941-320-1132)
2107 CHIPPAWA PL, SARASOTA, FL 34234
$485,00050 Days on yellowkey MLS ID: A4688520
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1348 Built: 1950 Tax: $5,429 (2025)Community: Sylvan ShoresSpa: NoSingle Family
Taxes:$5,429
Remarks: Under contract-accepting backup offers. Located West of the Trail in the Indian Beach / Sapphire Shores neighborhood of Sarasota, this single-family property offers flexible living with an additional efficiency. The main residence includes 2 bedrooms and 1 bathroom, featuring a newly updated kitchen, along with a separate laundry room for added convenience. Natural light and a functional layout create comfortable everyday living. The spacious backyard offers room for outdoor enjoyment and entertaining. A standout feature of the property is the separate 1 bedroom, 1 bathroom grandfathered-in efficiency with its own private entry and private yard, providing flexibility for rental use. Total living configuration includes 3 bedrooms and 2 bathrooms across both living spaces. No deed restriction. The home is located in an X flood zone where flood insurance is NOT required. No damage, water intrusion, or insurance claims from recent hurricanes. Convenient proximity to downtown Sarasota and the Rosemary District offer access to dining, shopping, and cultural amenities, while Lido Key provides nearby beach access. The property is located in proximity to nearby points of interest including Indian Beach Park along the bay, The Ringling Museum, Sarasota Jungle Gardens, Ringling College, New College, USF Sarasota-Manatee, Asolo Repertory Theatre, and The Bay. Optional Indian Beach Sapphire Shores neighborhood association offers a neighborhood newsletter, picnic, and additional social activities. Property is being sold as-is.
Listing is courtesy of: BROOKFIELD REAL ESTATE LLC (941-917-0494)
Listing Agent: Eric Collin (941-350-7775)
315 S SHORE DR, SARASOTA, FL 34234
$5,750,000145 Days on yellowkey MLS ID: A4676265
Bed: 4 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 5826 Built: 2016 Tax: $62,165 (2025)Community: Sapphire Shores Resub Blk MSpa: YesSingle Family
Taxes:$62,165
Remarks: House never flooded, including during Hurricanes Milton and Helene, and protected by a full house generator! Lavishly embellished with Old World authenticity, this exceptional waterfront estate evokes the grandeur of a 17th century Tuscan farmhouse. Custom built by John Cannon, the home is set on what was once Ringling’s personal yacht basin, offering protected sailboat water, 180 feet of seawall, a private dock, two boat lifts, and a dedicated kayak lift platform, all framed by sweeping panoramic water views. From the moment of arrival, the level of craftsmanship is unmistakable. Walls are finished in aged plaster, hand made terra cotta floors have been acid washed and stained to reflect centuries of wear, and authentic frescoes and ceiling beams inspired by the Renaissance period add depth and character throughout. The great room provides a dramatic setting for entertaining with soaring 22 foot ceilings, a gas fireplace, and a wet bar accented by a hammered copper sink. The chef’s kitchen is equipped with an Italian eight burner gas range and Brazilian soapstone countertops, while the dining room features a rare brick vaulted ceiling that reinforces the home’s Mediterranean soul and creates a truly immersive dining experience. The primary suite is a romantic retreat with his and hers walk in closets and a spa like bath wrapped in rich wood and stone finishes. Additional spaces include two to three guest bedrooms, dual offices, a bonus room, and a wine room. A true 2,500 square foot ground level garage offers tandem parking for two to four plus vehicles, making it a dream for car collectors. Outdoor living is exceptional, with stone and wrought iron terraces, an outdoor kitchen and bar on the main level, all designed to capture natural breezes and expansive water views. The newly completed infinity edge pool and spa create a striking visual effect, with the water appearing to seamlessly spill into the bay, while two strategically placed fire pits add warmth and dramatic ambiance after sunset. This storybook residence is ideally located near Sarasota’s beaches, dining, and cultural attractions, offering a rare blend of architectural artistry, privacy, and timeless elegance.
1264 18TH ST, SARASOTA, FL 34234
$525,00056 Days on yellowkey MLS ID: A4687775
REDUCED by $220,000 (29.5%) on 05/01/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1921 Built: 1947 Tax: $5,774 (2025)Community: EdgewaterSingle Family
Taxes:$5,774
Remarks: Multifamily investment opportunity (RMF Zoning) on the near north side of Sarasota in the heart of the highly sought-after Central Cocoanut Historic District. BLOCK CONSTRUCTION, three-bedroom, two-bathroom home WITH a one bed, one bath, 566 square foot in-law suite created from a garage conversion. The home is a split plan and all three bedrooms have exterior access. The kitchen is bright and updated and opens to the shared lanai and utility room. In addition to the “in law” suite there is an attached 220 square foot studio with plumbing, offering creative or rental potential. Situated in a vibrant, walkable neighborhood with bike lanes, you’ll enjoy easy access to downtown Sarasota, along with its renowned dining, shopping, arts, and cultural amenities. The Ringling College of Art and design is just a few blocks away and the adjacent North Trail Corridor is experiencing some of Sarasota’s most dynamic development. A short 10-minute drive over the Ringling bridge lands you in St. Armands Circle and the beaches of Lido and Longboat Key.
Listing Agent: David Jennings (941-650-7354)
922 INDIAN BEACH DR, SARASOTA, FL 34234
$2,475,00021 Days on yellowkey MLS ID: A4689749
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3234 Built: 2001Monthly Fee: $75 Tax: $10,612 (2025)Community: Old OaksSingle Family
Taxes:$10,612
Remarks: This beautiful residence sits on a rare half-acre lot within Old Oaks, an exclusive enclave of just six homes, privately tucked behind lush Florida landscaping. A set of double glass doors welcomes you into a light-filled interior where refined finishes and thoughtful upgrades create a warm atmosphere designed for both everyday living and effortless entertaining. At the center of the home, the living room features a wood-burning fireplace and opens seamlessly through three sets of French doors to an expansive screened terrace. An additional fully enclosed outdoor living space with soaring ceilings overlooks a serene, botanical garden—offering a true indoor-outdoor lifestyle. The kitchen is both stylish and functional, anchored by a large island with a farmhouse sink and complemented by a dedicated breakfast area. The primary suite serves as a private retreat, complete with French doors to the lanai, dual walk-in closets, and a spa-inspired en-suite bath featuring a wall-enclosed walk-in shower, soaking tub, and custom built-in cabinetry. Upstairs, two generously sized bedrooms share a well-appointed full bath, providing comfort and privacy for family or guests. The oversized screened lanai offers ample space for entertaining, while the separate pool is surrounded by lush greenery, creating a tranquil setting for relaxation and recreation. An oversized two-car garage includes custom floor-to-ceiling storage. Ideally located in the heart of Sarasota’s cultural district, this home is just minutes from downtown, St. Armands Circle, Lido Beach, and SRQ Airport. Enjoy close proximity to the Ringling Museum, Ringling College of Art and Design, and a short walk to Indian Beach Park for breathtaking bayfront sunsets. An exceptional opportunity to experience refined Florida living with modern comfort and timeless appeal.
Listing is courtesy of: CHARITY & WEISS INTERNATIONAL LLC (941-365-0022)
Listing Agent: Rudi Weiss (941-284-1013)
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