Location: Sarasota , 34234
Do Not Show Listings
2549 19TH ST, SARASOTA, FL 34234
$699,00024 Days on yellowkey MLS ID: A4693028
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 952 Built: 1983 Tax: $3,692 (2025)Community: Lorraine ParkSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,692
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Opportunity, versatility and charm all come together in this beautifully maintained Sarasota County property on an oversized, fully fenced lot just over 1/2-acre! Featuring two bedrooms, two baths and multiple outdoor entertaining areas, this property offers endless possibilities for homeowners, investors or business owners alike with its multi-zoning potential allowing for commercial use, duplex possibilities and RV storage. Inside, you’ll find durable LVP flooring throughout, an open living room and kitchen layout, and a spacious kitchen featuring rich wood cabinetry, black Corian countertops, tile backsplash, and newer stainless appliances including a new dishwasher and refrigerator. The primary suite offers a walk-in closet, sliding glass doors leading to a private patio, and an en-suite bath complete with double sinks, soaking tub and separate shower. Home has new solar panels, which are transferable to a new owner at only $61 a month. Go outside and enjoy the shaded, treed property with multiple sitting areas, a fire pit, oversized lanai, storage shed, and plenty of room for RVs, toys or future expansion. City water and septic are in place, with the septic recently pumped and a newer drain field providing added peace of mind. Major updates include roof replaced 03/29/2023, windows replaced in 2023, solar panels installed 09/23/2025 and main electrical panel updated 12/09/2025. Air conditioner is 2005. Conveniently near the Orioles spring training facility, 17th Street Park, with baseball and BMX fields, the airport and downtown amenities, this unique property offers flexibility, convenience and incredible potential all in one package!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Jaci Krawtschenko (941-284-3789)
1704 COCOANUT AVE, SARASOTA, FL 34234
$330,000239 Days on yellowkey MLS ID: A4666635
1 Days Off yellowkey (back on 5/11/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1671 Built: 1947 Tax: $2,753 (2024)Community: Hillcrest ParkSpa: NoSingle Family
Taxes:$2,753
Elementary School: Bay Haven Sch of Basics Plus Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. This charming cottage home near downtown Sarasota and the Bay offers a private mother-in-law suite, with separate entrance. -perfect for multi-generational living. Small fenced back yard and plenty of parking. A laundry room with washer/dryer on site, separates the two units. The main apartment features two bedrooms and one bath. The kitchen is big enough to accommodate a dining table with four chairs. A dream location, walkable to downtown and the Bay, a few minutes driving to the airport and the Ringling College. Most affordable and closest to where all is happening!
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Este Lennox (941-350-0048)
1580 BLIND BROOK DR, SARASOTA, FL 34234
$169,000137 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
$659,90054 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
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 Agent: Charles Totonis (941-524-8299)
3419 CHAPEL DR, SARASOTA, FL 34234
$524,90048 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
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
$229,00091 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)
2118 DODGE AVE, SARASOTA, FL 34234
$185,000124 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
$179,90025 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
$18,950,000242 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)
1709 N TAMIAMI TRL #503, SARASOTA, FL 34234
$550,000201 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
$9,500,000239 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
$434,990209 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
2445 ALAMEDA AVE, SARASOTA, FL 34234
$1,200,000116 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
$485,00060 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
$5,750,000155 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.
922 INDIAN BEACH DR, SARASOTA, FL 34234
$2,475,00031 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)
5135 OLD BRADENTON RD, SARASOTA, FL 34234
$328,90076 Days on yellowkey MLS ID: A4685664
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1106 Built: 1955 Tax: $3,201 (2025)Community: Armstrong AcresSingle Family
Taxes:$3,201
Remarks: Move-in ready with a bright and modern feel, this Sarasota home features an open layout, large windows for abundant natural light, and a versatile office/family/bonus room. **2022 Roof**Nicely updated bathrooms, SS appliances/solid cabinets/granite countertops in the kitchen and newer flooring as well! The paver driveway offers extra-wide parking with plenty of space for multiple vehicles. Equipped with a private fenced backyard providing room to create your own outdoor retreat, with space for a pool or garden. Located within the City of Sarasota limits with one-week minimum rentals allowed, this property offers great flexibility for investors, first-time buyers, or those looking to downsize. Just minutes to Downtown Sarasota, SRQ International Airport, dining, shopping, and all the beautiful city of Sarasota has to offer! Reach out to schedule a time to see for yourself today! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
5229 BEL AIR AVE, SARASOTA, FL 34234
$149,000235 Days on yellowkey MLS ID: A4667830
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1060 Built: 1968Monthly Fee: $140 Tax: $2,459 (2024)Community: Tri-Par EstatesSpa: YesMobile Home
Taxes:$2,459
Remarks: This fully furnished residence comprises two bedrooms and two bathrooms across 1,060 square feet. Notable features include spacious bedrooms, built-in dining room cabinetry, a recently installed TPO roof and carport, durable vinyl siding, an upgraded electrical box, a covered laundry area, and a large screened-in sitting area. Tri-par Estates offers amenities such as a year-round heated/cooled pool, spa, tiki hut, pickleball, fitness center, shuffleboard, miniature golf, horseshoes, game rooms, plus arts and crafts classes. The clubhouse hosts frequent social events. Conveniently located near downtown Sarasota, World-renowned beaches including Siesta Key and Lido Key are only a short drive away for leisure and relaxation, marinas, shopping, dining, museums, and the airport. Land rights are included with an annual $1,648 fee in your property taxes—no direct HOA fees. The community is golf cart-friendly and offers optional RV/boat storage.
4123 BAY SHORE RD, SARASOTA, FL 34234
$11,770,00054 Days on yellowkey MLS ID: A4688729
Bed: 5 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 5117 Built: 2021 Tax: $119,748 (2025)Community: Indian Beach Map OfSingle Family
Taxes:$119,748
Remarks: A modern masterpiece on Sarasota Bay, this architectural landmark embodies contemporary design and sustainable luxury. Set on over an acre in the prestigious Indian Beach neighborhood—Sarasota’s renowned “Museum Area”—the gated estate boasts nearly 180 feet of waterfront with panoramic views that extend endlessly across the Bay. Conceived by acclaimed architect Mark Sultana of DSDG and expertly built by Voigt Brothers, the elevated residence rests gracefully on monumental columns, appearing to float above the landscape. Open-air colonnades below provide serene shaded spaces and complete storm protection, while the reinforced concrete structure—including the roof—ensures enduring strength. Elegant wood accents and striking architectural details bring warmth and balance to its modern aesthetic. A powerful solar array crowns the home’s concrete roof, allowing fully off-grid operation. Beyond the oversized glass pivot door, a suspended staircase with solid wood treads and an elevator ascends to the main living level. Inside, walls of floor-to-ceiling impact glass frame mesmerizing water views from every room. The expansive great room transitions seamlessly to a vast covered terrace, creating a breathtaking indoor-outdoor living experience. The sleek chef’s kitchen—enhanced by movable glass partitions—easily shifts from an open-concept entertainer’s dream to an intimate culinary retreat. The primary suite, privately positioned on the southern wing, offers inspiring views of the Ringling Bridge and includes a tranquil study. Along a sunlit gallery, four generous guest suites open to a full-length veranda overlooking Longboat Key and the Bay, with spa-like baths designed to let the water remain ever-present. On the ground level, a four-car garage, ample storage, bonus space, and a shaded lounge connect to the dramatic 60-foot heated wet-edge lap pool—its horizon line merging with the sparkling city skyline. Just minutes from Downtown Sarasota, St. Armands Circle, Lido Beach, and celebrated cultural landmarks, this solar-powered sanctuary redefines coastal contemporary living, where architecture, innovation, and nature unite in perfect harmony.
4921 PEBBLE BEACH AVE, SARASOTA, FL 34234
$129,999219 Days on yellowkey MLS ID: A4669681
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 687 Built: 1962Monthly Fee: $132 Tax: $2,762 (2024)Community: Tri-Par EstatesMobile Home
Taxes:$2,762
Remarks: Experience the charm of this quaint two-bedroom two-bath mobile home located in an active mobile home community. This well-maintained property offers comfort and convenience in a welcoming environment. Enjoy the vibrant lifestyle of the Tri-Par Estates mobile home park with friendly neighbors and plenty of community activities. This could be your perfect piece of paradise or your Ideal Vacation Home. Perfect for relaxation and enjoyment in the beautiful Florida sunshine.
Listing is courtesy of: CITY LUXE REALTY (941-321-0679)
Listing Agent: Lori Forester (941-284-9800)
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