Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
3000 SOUTHWEST DR, SARASOTA, FL 34239
$12,750,000232 Days on yellowkey MLS ID: A4672971
REDUCED by $500,000 (3.8%) on 04/30/2026
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 8125 Built: 2003 Tax: $109,050 (2025)Community: Cherokee ParkSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$109,050
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: One of Sarasota’s greatest bayfront estates, this stunning 1.38 acre waterfront home has recently undergone a comprehensive renovation throughout, enhancing every room with refined finishes and modern systems while preserving its timeless architectural character. Hidden away at the end of Southwest Drive within the coveted Cherokee Park neighborhood, this 5-bedroom home offers exceptional seclusion and privacy, surrounded by lush, verdant landscaping, specimen trees and mature oaks, with tranquil water views providing a serene backdrop throughout the entire home. A masterpiece by design, this architectural gem was designed by esteemed architect Clifford Scholtz and built with impeccable craftsmanship by Rich Perrone of Perrone Construction. Among the recent exterior improvements are a new roof and gutters, fresh exterior paint, new decorative landscape lighting, and a refreshed outdoor shower. Inside, thoughtfully curated modern finishes and updates seamlessly blend with classic architectural details such as columns, archways, and a mahogany-paneled office, creating interiors that feel bright, open, and timeless. New European white oak flooring flows through the main living areas, while Stark carpeting adds warmth to the staircase, select bedrooms, and the bonus room. A culinary enthusiast’s dream, the completely updated kitchen boasts Taj Mahal leathered stone countertops, White Haze dolomite backsplash, a micro cement hood, painted cabinetry, an oversized island, new sinks and faucets, a Sub-Zero fridge/freezer, and more. The charming breakfast area and adjacent family room, featuring a new micro cement fireplace with Taj Mahal hearth, are set against a backdrop of expansive windows and glass doors that capture picturesque bay views. A luxurious and peaceful retreat, the elaborate primary suite features a beautifully updated bath showcasing new vanities with Taj Mahal countertops and Brizo fixtures, plus new flooring, soaking tub, and walk-in shower. Secondary baths throughout the home have also been refreshed. Covered patios and loggias extend from the main living areas, creating ideal spaces for relaxation and enjoyment. Upstairs, the expansive gathering room impresses with its custom Perla Venata quartzite bar, freshly painted ceiling beams, large windows, and balcony access overlooking the bay, pool, and lush grounds. This is the perfect perch to enjoy large gatherings, relax at the bar, shoot pool, or have friends and family over on game day. Outside, the property unfolds as a private oasis, with a screened porch featuring Chicago brick pavers, a Wolf gas grill, Sub-Zero fridge, and refreshed finishes including a tiled backsplash, updated hardware, new sink and faucet, and refinished cabinetry. Chicago brick pavers also surround the free-form pool, creating a cohesive outdoor living environment. At the water’s edge, boaters will delight in the protected deep-water boat basin with two lifts (10,000-lb. and 16,000-lb. capacities), providing effortless maritime adventures. A detached oversized 3-car garage, connected by a covered walkway, provides ample space for storage or workshop use. Additional updates of note include updated HVAC systems, tankless water heaters, and modernized electrical throughout. A whole house generator rounds out the superlative systems. This exquisitely updated estate represents a rare offering where timeless elegance meets modern sophistication on one of Sarasota's most extraordinary waterfront settings.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
160 GARDEN LN, SARASOTA, FL 34242
$4,250,000321 Days on yellowkey MLS ID: A4663247
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4086 Built: 2025 Tax: $10,687 (2024)Community: Siesta Rev Plat OfSpa: YesSingle Family
Taxes:$10,687
Elementary School: Phillippi Shores Elementary
Tax Year: 2024
Remarks: Pre-Construction. To be built. Welcome to Your Dream Coastal Retreat Steps from Siesta Beach! This custom three-story home on Siesta Key’s coveted north end features five bedrooms, 4 full and 1 half bathrooms and combines elegant design, elevated construction, and thoughtful luxury finishes. The light-filled, open-concept floor plan seamlessly connects the great room, dining space, and a gourmet chef’s kitchen, which features a quartz waterfall island, custom cabinetry, and high-end appliances. **Expansive sliding glass doors open to over 1,200 square feet of covered outdoor living space, framing views of lush tropical landscaping and a resort-style pool with a sun shelf. The primary suite is a true sanctuary, complete with a free-standing soaking tub and an oversized walk-in shower. The outdoor living experience is unrivaled. Multiple covered lanais and balconies provide perfect spaces for entertaining, relaxing with morning coffee, or enjoying Sarasota’s sunsets. **Additional features include an elevator servicing all three levels, additional guest suites, flexible bonus spaces, a two-car garage, and storm-rated windows and doors for elevated construction. Stylish coastal architecture with Hardie board siding and a metal roof completes the package. **Located just steps from Siesta Key’s world-famous beaches and minutes from the vibrant shops and restaurants of Siesta Village, this location offers the perfect blend of luxury and island lifestyle. **Short-term rentals are permitted, providing a flexible investment opportunity. **This property is also conveniently located in close proximity to Downtown Sarasota, Southside Village, and top hospitals, restaurants, and entertainment. This is your chance to build a custom masterpiece in a truly unparalleled location. Build your dream home with us, or purchase the lot and plans separately. Use our trusted general contractor or bring your own builder. Are you ready to turn your vision into a reality?
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Chad Fonder (941-961-3865)
2605 BOTANY AVE, SARASOTA, FL 34239
$555,00036 Days on yellowkey MLS ID: A4696274
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1669 Built: 1962 Tax: $2,373 (2025)Community: South Gate ManorSpa: NoSingle Family
Taxes:$2,373
Remarks: This delightful 2-bedroom, 2-bathroom home, plus space to create an office/guest house offers 1,669 square feet of inviting living space. It’s the perfect place to enjoy the laid-back Florida lifestyle. As you step inside, you’re greeted by charming terrazzo floors that bring a touch of retro style to the home. The spacious eat-in kitchen is ideal for entertaining or enjoying a quiet dinner at home. Hurricane impact windows throughout and new roof provide added storm protection, energy efficiency and peace of mind. Retreat to the primary bedroom suite that offers a comfortable and private retreat with generous closet space and an en-suite bath designed with clean finishes. Retreat outside to your private backyard oasis. The fully fenced back yard features lush gardens, creating a tranquil and picturesque setting ideal for relaxing or entertaining. The stand-alone building has been built with hurricane standards and has so many possibilities to enhance your life. Come make it your own -
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Judy Limekiller (941-374-4802)
1350 MAIN ST #502, SARASOTA, FL 34236
$462,000134 Days on yellowkey MLS ID: A4684303
REDUCED by $7,000 (1.5%) on 06/29/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 705 Built: 2007 Tax: $5,070 (2025)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$5,070
Middle School: Booker Middle
Remarks: Located at the direct epicenter of downtown Sarasota on Main Street, this 5th-floor residence at 1350 Main Street offers the ultimate turn-key downtown Sarasota condo for sale under $500k. Offering a rare sense of privacy with only three units on the entire floor, this 705 SF layout is perfect for a Florida seasonal retreat, a weekend getaway, or an effortless "lock-and-leave" lifestyle. Expansive North-facing windows flood the interior with natural light, while sliding glass doors open to invite in the city breeze. Motorized sun and blackout shades controlled by a hidden, customizable Lutron shade and lighting system provide quick control over the home’s light and atmosphere. A stackable washer and dryer are in the bathroom closet. The efficient kitchen has a newer refrigerator and a KitchenAid range and dishwasher, opening into a spacious living area. In the primary suite, custom built-in shelving provides an elegant storage solution, and for those seeking an absolute move-in ready condo in Sarasota, the furnishings are negotiable (excluding the display cabinet). This pet-friendly condo in downtown Sarasota serves as a premier secondary sanctuary for those desiring a refined city escape. Ownership includes the "gold standard" of luxury condo amenities and conveniences: a deeded parking space in the private garage and a highly coveted same-floor condo storage unit. Known for its 24/7 concierge service and meticulous cleanliness, the building offers resort-style amenities including a heated lap pool and spa, fitness center, catering kitchen, BBQ grill, social room, fire pit, library, and stylish clubroom. Step out of the lobby and into the heart of walkable downtown Sarasota. Directly across Main Street, enjoy immediate proximity to local favorites including Clasico, Cafe Epicure, Selva, OfKors Bakery, Green Zebra, Cafe Amici, and Main Street Creamery. Explore the nearby galleries of Palm Avenue Sarasota, or take a scenic stroll down to Marina Jack and the beautiful paths of Bayfront Park. With the Sarasota Opera House, Florida Studio Theatre, Art Ovation, and local theaters just steps away, this is a rare opportunity to own Sarasota luxury real estate at the intersection of culture and convenience.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: John Forberger (305-905-1842)
732 SIESTA DR, SARASOTA, FL 34242
$2,995,000500 Days on yellowkey MLS ID: A4640849
Bed: 3 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3743 Built: 1956 Tax: $13,183 (2024)Community: Bay Island ShoresSpa: YesSingle Family
Taxes:$13,183
Remarks: Rare and extraordinary waterfront offering on the coveted North end of Siesta Key, this premier Bay Island estate parcel presents the ultimate canvas for creating a world-class coastal retreat. Set on nearly half an acre, the property commands sweeping waterway views and offers 90 feet of protected sailboat-water frontage, complete with an existing 73-foot composite and tile dock—an exceptional amenity for the discerning boating enthusiast. To seamlessly bring your vision to life, fully customizable luxury home plans, as well as projected expenditure framework are available for review from Salt Wave Construction thus significantly expediting the design-build process. The seller has also committed to demolition of the existing structure, allowing for a smooth and efficient transition to new construction. The proposed residence spans approximately 6,366 square feet, including over 4,000 square feet of refined, air-conditioned living space, thoughtfully designed to maximize waterfront exposure and elevate indoor-outdoor living. Multiple entertaining spaces, expansive terraces, and view-oriented decks create the perfect setting for both grand gatherings and intimate moments, all framed by captivating water vistas. Ideally located for effortless access on and off Siesta Key and just minutes from the culture, dining, and sophistication of Downtown Sarasota, this exceptional property offers the rare combination of privacy, prestige, and proximity. An unparalleled opportunity to craft a legacy waterfront estate in one of Sarasota’s most sought-after enclaves.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jay Mitchell Jr., Pllc (941-586-1754)
3820 FLAMINGO AVE, SARASOTA, FL 34242
$8,395,000223 Days on yellowkey MLS ID: A4673215
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4775 Built: 1962 Tax: $18,005 (2024)Community: Bay IslandSpa: YesSingle Family
Taxes:$18,005
Remarks: Under Construction. Incredible opportunity in highly desirable Bay Island, easy access to downtown Sarasota and Siesta beaches. Currently under construction with acclaimed Voigt Brothers construction, early 2027 completion date. Please request floor plans and finishes, you will be ecstatic with the choices
Listing Agent: Fred Sassen (404-408-5956)
4634 HIGEL AVE, SARASOTA, FL 34242
$6,990,00016 Days on yellowkey MLS ID: A4698367
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 3875 Built: 2024 Tax: $36,904 (2025)Community: Ocean Beach RepSpa: YesSingle Family
Taxes:$36,904
Remarks: Start living your dream lifestyle on world-famous Siesta Key in this Pham Development custom-built waterfront British West Indies–style home. Located on a quiet street on the north end of the key—close to the beach, Siesta Key Village and Out-of-Door Academy—and just minutes on and off the island, this residence offers island living at its best. Set on a corner canal-front lot, the two-story home features 5 bedrooms, 5 full bathrooms and 1 half bath, with 3,875 square feet under air, a great room floor plan, soaring 22-foot vaulted ceilings, and walls of windows and doors—including large pocket sliders—that bring in abundant natural light and seamlessly connect indoor and outdoor living. The adjacent dining area provides ample space for entertaining, while the stunning kitchen—completely open to the great room—serves as the heart of the home with a large 9-foot island with extended seating, professional stainless steel gas appliances and a walk-in butler’s pantry. The home also features a fully integrated security system, whole-home sound system and a complete Control4 smart home system. The first-floor owner’s suite offers a private retreat with a walk-in shower, freestanding tub, dual vanities, and a large custom walk-in closet. A laundry room, powder room and mudroom complete the first level, and a 3-car garage provides ample parking and storage. Upstairs you’ll find four en-suite guest bedrooms, an additional laundry area to service them, and an expansive second-level balcony to take in the views. Outdoor living includes approximately 1,502 square feet of covered lanai, an exterior wrap-around porch, and balcony space designed for enjoying the island lifestyle, complete with SunBrite outdoor TVs, and Brazilian hardwood ceilings. The privately gated driveway and fully fenced property are surrounded by lush landscaping, creating a secluded tropical setting with a large swimming pool, champagne spa and expansive pool deck perfect for relaxing or entertaining. A private well supports irrigation. With 31 linear feet of canal frontage, the property features a 31-by-12-foot electric boat lift rated for 6,500 pounds, two jet ski ramps and about a 4.5-foot draft—ideal for boating and enjoying the water, making this oasis the perfect place to enjoy the Siesta Key lifestyle.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
4117 ROBERTS POINT CIR, SARASOTA, FL 34242
$980,000504 Days on yellowkey MLS ID: A4640938
0 Days Off yellowkey (back on 6/19/2026)
Bed: 3 Bath: 2.5 Gar: 4 Liv Area Sq Ft: 2168 Built: 1990 Tax: $10,150 (2024)Community: Roberts Point 2Single Family
Taxes:$10,150
Remarks: Under contract-accepting backup offers. Nestled on a tranquil street, in the highly sought-after Roberts Point neighborhood of Siesta Key, this stunning elevated home offers the perfect blend of luxury, privacy, and coastal charm. Situated just moments from the world-renowned Siesta Beach and the vibrant Siesta Village, this beautifully maintained two-story residence offers the perfect combination of comfort, convenience, and Florida living. The layout features spacious living and dining areas, with plantation shutter windows that fill the home with natural light and allow for a seamless connection to the outdoors. The well-appointed kitchen includes modern appliances, ample cabinetry, and a large island, making it an ideal space for cooking and entertaining. The master suite is a private retreat, with plenty of closet space and an en-suite bathroom that offers a relaxing atmosphere. Additional bedrooms are generously sized and perfect for family or guests. Step outside to your private, nicely landscaped backyard, an ideal setting for relaxation and entertaining. Enjoy Florida’s beautiful weather on the expansive composite deck, complete with an outdoor shower—perfect for rinsing off after a day at the beach. The lush greenery and well-maintained yard create a tranquil, private oasis. This home’s prime location offers easy access to the best of Siesta Key—whether it's lounging on the soft sands of Siesta Beach, exploring the unique shops and restaurants in Siesta Village, or enjoying local parks and recreational activities. This is your chance to own a slice of paradise in one of the most coveted neighborhoods on Siesta Key. Schedule your private showing today and make this beautiful home your own!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Jim Mast (941-587-9066)
9161 RADIANT CIR, SARASOTA, FL 34241
$1,400,00021 Days on yellowkey MLS ID: A4697845
0 Days Off yellowkey (back on 6/28/2026)
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3847 Built: 2025Monthly Fee: $251 Tax: $6,945 (2025)Community: Cassia At Skye RanchSpa: YesSingle Family
Taxes:$6,945
Elementary School: None
Middle School: Sarasota Middle
Remarks: Experience luxury living in Skye Ranch, one of Sarasota's premier master-planned communities. Situated on a private west-facing preserve lot with no future rear neighbors, this Sand Key floor plan offers over 3,800 square feet, 5 bedrooms, 4.5 bathrooms, and an extensive list of custom upgrades.The chef's kitchen features Monogram appliances, Taj Mahal quartzite countertops with a waterfall island, and a custom wine cellar. Throughout the home, you'll find tray ceilings, 8-foot doors, luxury vinyl plank flooring throughout, no carpet anywhere in the home, designer lighting, custom window treatments, built-in Sonos speakers, and custom accent walls with fluted wood and shiplap details. The primary suite includes motorized curtains, additional sliding glass doors, a custom walk-in closet, and a spa-inspired bathroom with floor-to-ceiling tile and four shower heads. Additional highlights include a dedicated office with custom built-ins, a media room, impact windows, epoxy garage floors, and custom garage storage. Step outside to a private backyard retreat featuring a resort-style pool, panoramic screen enclosure, professional landscaping, fencing, and preserve views. Residents of Skye Ranch enjoy access to The Hub, a 25,000-square-foot amenity center with a fitness center, indoor basketball courts, rock climbing wall, café, resort-style pools, splash pads, lazy river, water slide, sports fields, parks, and more than 10 miles of walking and biking trails. A rare opportunity to own a highly upgraded pool home on a private preserve lot in one of Sarasota's most sought-after communities.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Nick Salzwedel (208-305-2923)
1525 MALLARD LN, SARASOTA, FL 34239
$8,250,00061 Days on yellowkey MLS ID: A4692537
Bed: 5 Bath: 5.5 Gar: 6 Liv Area Sq Ft: 5664 Built: 2021 Tax: $67,285 (2025)Community: Paradise ShoresSpa: YesSingle Family
Taxes:$67,285
Remarks: A true masterpiece of modern coastal design, this custom-built 2021 waterfront estate is a stunning showcase of luxury, craftsmanship, and breathtaking views. Nestled in the highly coveted West of Trail Paradise Shores community, this 5,664 sq. ft. architectural beauty offers five bedrooms, five and a half baths, and state-of-the-art amenities designed for the discerning buyer. Step through the custom 10-foot decorative glass entry doors, and you’re welcomed by an ambiance of refined elegance. The home’s open-concept design is accentuated by vaulted ceiling details, a showcase electric fireplace, and a multitude of custom built-ins. Hardwood flooring flows throughout the first floor and continues onto the upstairs balcony and bonus room, creating a warm yet sophisticated atmosphere. A Control4 automation system provides whole-home automation, allowing effortless control of lighting, sound, and security. At the heart of the home, the chef’s kitchen boasts top-tier Wolf and Sub-Zero appliances, including a 36” Wolf cooktop, built-in ovens, a Sub-Zero refrigerator/freezer, wine cooler, and walk-in pantry, ensuring every culinary experience is extraordinary. The built-in dining buffet/bar adds an element of effortless entertaining. The main floor primary suite is a private retreat featuring dual vanities, an oversized walk-in shower, a soaking tub, two custom-designed walk-in closets, and stunning custom ceiling details. A private en-suite guest quarter located on the first floor, offers a den and an exclusive balcony, making it a perfect sanctuary for visitors. Upstairs, three beautiful and spacious en-suite bedrooms offer privacy and comfort, while a bonus movie room provides the ultimate entertainment escape, complete with a dry bar for added convenience. Designed for seamless indoor-outdoor living, the 1,000 sq. ft. raised outdoor area is nothing short of spectacular, with the pool and spa elevated to the main living level which is at 14 feet. Lounge in the resort-style pool and spa, gather around the double-sided fireplace topped with two televisions, or enjoy dining in the fully equipped outdoor kitchen, complete with a Sub-Zero refrigerator, ice maker, and Wolf natural gas grill with side burner. Remote-controlled retractable screens offer sun/shade versatility for a comfortable outdoor retreat year-round, while the fire bowls and lush landscaping create an enchanting ambiance. For boating enthusiasts, this estate boasts 123 feet of seawall and water frontage, a private dock, a 20,000 lb boat lift, and two jet ski lifts, offering direct access to the Gulf of Mexico – no bridges, just open water. Engineered for both beauty and resilience, the home sits at an elevation of 14 feet, with PGT high impact security windows and doors, spray foam insulation, a concrete tile roof, and a whole-house Kohler generator. An elevator services all three levels, leading to the sky deck, where panoramic views of Sarasota Bay and downtown create an remarkable backdrop. The 6 plus car garage with epoxy flooring provides ample space for a car collection and additional storage. Located just a short walk to Southside Village, you’ll enjoy some of Sarasota’s finest dining and boutique shopping, including Morton’s, Libby’s, and Veronica’s. With downtown Sarasota and Siesta Beach just a quick drive away, this home offers the ultimate combination of luxury, lifestyle, and location. Experience unparalleled waterfront living—schedule your private showing today.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Robert Ruiz (941-544-3299)
5780 MIDNIGHT PASS RD #407, SARASOTA, FL 34242
$1,100,00026 Days on yellowkey MLS ID: A4697559
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1979 Tax: $9,178 (2025)Community: Gulf & Bay ClubSpa: YesCondo
Taxes:$9,178
Remarks: Welcome home to a fully updated, fully furnished 2 bedroom 2 bathroom beach oasis! Located in the heart of Siesta Key at the exclusive upscale Gulf & Bay Club. Featuring costal decor with modern neutral colors.This unit is nestled in B Building with direct beach access which is just steps away from your front door. Enjoy breath taking sunsets from your personal balcony or head down to the private beach for an up close view of the #1 beach in the US. The sandy white powder stretches 800 feet across this pristine 32 acre meticulously cared for tropical community. You will be impressed with world class amenities offered at Gulf & Bay Club. Enjoy the comfort of 24 hour gated security, heated pools, a fitness center, dry saunas, hot tub, tennis courts, just to name a few. Multiple barbecues and tiki hut picnic areas are great for entertaining your guests. The amenities don’t stop there, the club house has a library, bar, pool table and TV's all for your enjoyment. Not to mention the electric car charging stations and car wash on grounds. You are moments away from Siesta Village to enjoy alfresco dining with live music, specialty shopping and more! Take a short trip to the mainland and discover theater, art and fine dining. This is the island resort lifestyle you have been looking for, don't let your chance of fine beach living slip away.
Listing Agent: Sylvia Wilk (630-863-1825)
2465 FOSTER LN, SARASOTA, FL 34239
$869,00026 Days on yellowkey MLS ID: A4697288
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2564 Built: 1956 Tax: $7,256 (2025)Community: South GateSingle Family
Taxes:$7,256
Remarks: A beautifully reimagined South Gate residence, this 3 bedroom, 3 bathroom home blends modern sophistication with timeless Sarasota charm. Set on an elevated 14,005 sq ft corner lot, the property offers exceptional privacy, mature landscaping, and an abundance of fruit-bearing trees, all supported by an irrigation system. Inside, the split floor plan provides effortless livability, complemented by a dedicated private office and an additional bonus room ideal for flexible lifestyle needs. Two of the bedrooms are ensuite, creating comfortable retreats for family or guests. The heart of the home is the gourmet kitchen, featuring 42" cabinetry, quartz countertops, stainless steel appliances, and a large picture window that fills the space with natural light. The adjoining dining area offers generous room for gatherings, while the family room with its sleek electric fireplace creates a warm, inviting atmosphere. Thoughtful upgrades continue throughout: a totally renovated interior, and an oversized two-car garage with epoxy flooring. Outside, a paver circular drive and a charming covered front porch with new Trex decking elevate curb appeal. With its expansive lot, there is ample room to add a pool and create a true Sarasota oasis. Located in the coveted South Gate community, this home offers unmatched convenience just minutes to fine dining, boutique shopping, world renowned beaches, and vibrant downtown Sarasota.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Courtney Church (941-323-0028)
5966 MIDNIGHT PASS RD #G-67, SARASOTA, FL 34242
$2,299,00067 Days on yellowkey MLS ID: A4692674
REDUCED by $90,000 (3.8%) on 06/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1396 Built: 1970 Tax: $10,966 (2025)Community: Palm Bay Club ISpa: YesCondo
Taxes:$10,966
Remarks: Own a piece of paradise at the Palm Bay Club tower, where Siesta Key sunsets and Gulf views become a part of daily life. Positioned in the waterfront tower, this airy corner residence captures a rare perspective down Siesta Key’s shoreline, where wide Gulf views, turquoise water, and the movement of the surf are visible from every room. Its unique southern orientation is one of the reasons the current owner fell in love with the property. It offers the beauty of a true Gulf-front setting without the harsh afternoon sun that many beachfront residences contend with. It is low enough to remain connected to the beach and water below, yet elevated enough to frame a panorama of the coastline. The experience from within the residence is both soothing and unforgettable. Floor-to-ceiling windows fill the unit with natural light throughout the day. Morning sunrises arrive softly through the eastern-facing windows, while the southern exposure continuously reflects the changing colors of the Gulf, beach, and sky across the living spaces. Lovingly maintained as a private coastal retreat for the owner, the residence has been thoughtfully and continually improved with an emphasis on luxurious comfort, quality, and ease of ownership. Features include custom cabinetry and generous storage, KitchenAid and Kohler appliances, Brizo fixtures, designer lighting and furnishings, top-of-the-line custom Hunter Douglas blackout blinds, hurricane-rated window protection, a private in-unit washer and dryer — a rare convenience within the building, and much more. The interiors feel refined yet relaxed, designed for extended stays, entertaining guests, or simply enjoying quiet mornings overlooking the water. While this residence has primarily been enjoyed privately, Palm Bay Club’s highly regarded in-house rental program and flexible three-day minimum rental policy provides an exceptional option for owners seeking to generate income alongside personal enjoyment. The property includes 24-hour onsite security as well as full-time management, front desk and maintenance personel 7 days/week. Many long-term staff members contribute to the welcoming and established feel that owners value so highly. The Palm Bay Club's beach resort lifestyle comes with a level of service and atmosphere that sets it apart on Siesta Key. Available beach staff will take the complimentary loungers anywhere on the private beach by ATV. Owners and guests enjoy one of the largest expanses of direct access private beach frontages on the Key, with an outdoor grill, covered pavilions, a rinse station, and additional premium beach cabana services. The Gulf side amenities also include poolside bathrooms and showers, and a fitness center that looks out to the big heated pool and tennis/pickleball courts. A brand new shuffeboard court has been added in 2026. For a different laidback vibe, residents and guests simply walk to the Bay side to lounge by the heated pool and hot tub, where they can watch the boats go by amidst the boat docks, fishing pier, and palm trees. Must see to appreciate this rare tower unit with one of the most desirable and requested orientations at this exceptionally well maintained gulf-to-bay resort condo complex. This fully furnished turnkey property is move-in ready for immediate enjoyment or future rental use.
Listing Agent: Ryan Skrzypkowski (941-328-8307)
1704 FORTUNA ST, SARASOTA, FL 34239
$1,395,00088 Days on yellowkey MLS ID: A4689929
REDUCED by $80,000 (5.4%) on 06/26/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2435 Built: 2000 Tax: $12,085 (2025)Community: GranadaSingle Family
Taxes:$12,085
Remarks: Virtually Staged. Nestled on one of the most picturesque oak-lined streets in Sarasota's highly sought-after Granada neighborhood, this beautifully updated residence offers the perfect blend of elegance, privacy, and effortless Florida living. Surrounded by lush tropical landscaping and a fully fenced yard, the home lives like a maintenance-free property while providing the space, comfort, and independence of a private single-family residence. Inside, timeless finishes and thoughtful updates create a warm, inviting atmosphere. Engineered wood flooring, crown molding, plantation shutters, custom millwork, and built-in cabinetry enhance the home's sophisticated design, while fresh interior paint (May 2026), updated living room built-ins and trim (2025), and exterior landscape lighting add to its exceptional appeal. The stunning kitchen, remodeled in 2023, is designed for both everyday living and entertaining. Featuring quartz countertops, an oversized island with seating for six, and premium Sub-Zero, Thermador, and Bosch appliances—including a new cooktop (2025) and dishwasher (2024)—it flows seamlessly into the separate dining room and spacious great room with tray ceiling and custom built-ins. French doors from both living spaces open to the private pool and patio, creating the ideal indoor-outdoor lifestyle. Upstairs, three generously sized bedrooms and two full baths provide comfortable accommodations for family and guests. On the main level, a versatile den and beautifully remodeled powder bath (2023) offer the perfect space for a home office, media room, or flex living area. Step outside to your own private backyard oasis featuring a sparkling pool, mature landscaping, and multiple areas for relaxing or entertaining in complete privacy. Whether hosting friends or enjoying a quiet evening at home, this outdoor retreat is designed to embrace Florida's year-round sunshine. This home has been meticulously maintained with significant recent improvements, including two newer HVAC systems (both replaced within the last three years), a tankless water heater (2020), washer and dryer (2023), hurricane-impact windows and doors with additional hurricane shutters, a DeHart security system, and wiring and plumbing already in place for a future generator. Perfectly located just minutes from Red Rock Park, Southside Village's boutique shopping and dining, Sarasota Bay, downtown Sarasota, and the world-famous beaches of Siesta Key, this exceptional property offers the rare combination of privacy, luxury, and convenience in one of Sarasota's most desirable neighborhoods. Experience the best of Sarasota living in a home where timeless style, modern updates, and an unbeatable location come together beautifully.
Listing Agent: Kelly Baldwin (941-404-9396)
6140 MIDNIGHT PASS RD #904, SARASOTA, FL 34242
$2,350,00096 Days on yellowkey MLS ID: A4682903
REDUCED by $100,000 (4.1%) on 06/03/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1940 Built: 1967 Tax: $9,709 (2025)Community: Horizons WestCondo
Taxes:$9,709
Remarks: Experience the pinnacle of island living in this 9th-floor, west-facing penthouse offering sweeping, unobstructed Gulf and Crescent Beach views from Point of Rocks to iconic Siesta Beach, where nightly sunsets paint the sky. Perfectly positioned above Siesta Key’s crystal-white sands, this spacious residence features 2 bedrooms and 2 baths with the rare opportunity to expand to a third bedroom and bath, allowing you to customize your coastal retreat. Highlights include a full laundry room, impact-rated windows, tankless water heater, dual A/C systems, and a coveted private 2-car garage with direct lobby access—one of only four in the community. Located in the prestigious Horizons West, a gated gulf-to-bay enclave spanning more than seven lush acres, residents enjoy 300 feet of private beachfront, beach cabanas, a Gulf-front pool and spa, grilling areas, a bayside pool and clubhouse, and a private intracoastal park with day dock, kayak launch, and serene mangrove setting. With SIRS and Milestone inspections complete and new landscaping throughout, this exceptional penthouse delivers luxury, privacy, and the ultimate Siesta Key beachfront lifestyle.
Listing Agent: Suki Scollo (941-587-2289)
6140 MIDNIGHT PASS RD #603, SARASOTA, FL 34242
$1,174,000102 Days on yellowkey MLS ID: A4688546
REDUCED by $25,000 (2.1%) on 06/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1521 Built: 1967 Tax: $11,779 (2025)Community: Horizons WestCondo
Taxes:$11,779
Remarks: Perched on the 6th floor with sweeping, unobstructed western views of the Gulf and world famous Crescent Beach, this spectacular Siesta Key condo delivers front row sunsets and frequent dolphin sightings, stretching from Point of Rocks to north Siesta Key. Ideally positioned above the gulf front pool and spa, this partially furnished island retreat is move in ready and features a full length enclosed balcony for added living space, along with impact windows and doors for peace of mind. Located in Horizons West, a coveted gulf to bay resort community spanning over 7 lushly landscaped acres, residents enjoy 300 feet of deeded private beach with cabanas, a beachside pool and spa, grilling areas, a second pool by the clubhouse, and a private Intracoastal Waterway park with day dock perfect for kayaking, paddleboarding, fishing, or relaxing among the mangroves. Conveniently access Siesta Key Village dining, shopping, and entertainment via the free island trolley and embrace the ultimate carefree coastal lifestyle. Come see what Island Life is all about.
2475 BAY ST, SARASOTA, FL 34237
$2,012,000155 Days on yellowkey MLS ID: A4676732
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2874 Built: 2024 Tax: $14,004 (2025)Community: Hudson ParkSingle Family
Taxes:$14,004
Elementary School: Alta Vista Elementary
Remarks: Experience refined modern living at 2475 Bay Street, a brand-new contemporary residence offering 2,874 square feet of thoughtfully designed space. Clean architectural lines and a striking façade set the tone, while inside, sun-filled interiors reveal soaring ceilings, expansive open-concept living areas, and walls of glass that create a seamless indoor-outdoor connection. The home is designed to feel both elevated and livable, with spaces that flow naturally for entertaining, relaxing, and everyday life. The home features four bedrooms and four bathrooms, including a main-level primary suite that offers split-plan privacy and direct access to the pool area. The primary bath includes a double vanity, walk-in shower, soaking tub, and spacious his-and-hers closets with built-in accessories. The chef’s kitchen is outfitted with Café appliances accented in gold, premium cabinetry, Calcutta quartz countertops throughout the home, and a dramatic waterfall island seating eight. An upstairs living area overlooks the main level and opens to a second-story balcony, while additional bedrooms feature en-suite baths for comfort and privacy. Additional highlights include a custom resort-style pool, fully fenced yard, covered lanai with a fully equipped outdoor kitchen, two-car garage, energy-efficient construction, paver driveway accommodating up to four vehicles, and a mudroom with direct access to the pantry. Ideally located in central Sarasota, this home offers a peaceful residential setting with quick access to downtown and the area’s top attractions. Enjoy nearby Main Street dining, boutique shopping, and cultural venues such as the Sarasota Opera House, Florida Studio Theatre, and McCurdy’s Comedy Theatre. Outdoor and lifestyle destinations include Bayfront Park and Marina, Marie Selby Botanical Gardens, Payne Park, St. Armands Circle, Sarasota Jungle Gardens, The John and Mable Ringling Museum of Art, and Mote Marine Aquarium. World-renowned beaches including Siesta Key, Lido Key, and Longboat Key are just minutes away, along with convenient access to Publix, Sarasota Memorial Hospital, top schools, and Sarasota-Bradenton International Airport. Schedule your private tour and experience the design, flow, and lifestyle of this unique Sarasota property before it slips away.
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Desiree Doggett (941-900-6380)
2345 BAHIA VISTA ST, SARASOTA, FL 34239
$820,000198 Days on yellowkey MLS ID: A4672606
REDUCED by $29,000 (3.4%) on 06/11/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2141 Built: 2023 Tax: $8,758 (2024)Community: Avon Heights 2Single Family
Taxes:$8,758
Remarks: Virtually Staged. New construction and under $1m in the sought after Southside school district this is very rare, but you have found it right here and your opportunity is knocking. Custom Luxury Living Near Downtown Sarasota! Welcome home to this exquisite, 4 bed 2 and a half bath custom-built residence designed by renowned Piper Navy! This two-story traditional model offers unparalleled craftsmanship and exceptional amenities just moments from Sarasota's vibrant core. Step inside to discover a truly thoughtful design, featuring soaring 9'4'' ceilings and elegant crown molding. The gourmet kitchen is a chef's dream, boasting an entertaining island, all-wood cabinetry, and stunning quartz countertops. Beautiful wood flooring flows seamlessly throughout the entire home. Constructed with block on both floors and featuring upgraded underground electric service, this residence is built for lasting quality. Enjoy peace of mind and abundant natural light thanks to custom hurricane PGT Florida Impact Rated windows and doors. The floor plan includes a gorgeous master suite on the ground floor, with a beautiful ensuite bathroom with carrara tile flooring and free standing bath to wallow the night away in after a hard day, there is also a versatile loft, with ample storage space, Upstairs is a further three guest bedrooms with luxurious bathroom and a bonus landing area that can be utlized and made into an open plan office space, should you need to work from home. Relax or entertain guests on the expansive rear concrete lanai with fenced in mature private gardens. There is also room to build a pool,should you wish to in the future The exterior is completed with an irrigation system, St. Augustine grass, and a paver front driveway, providing beautiful curb appeal.This property offers an unbeatable Sarasota lifestyle! With the boutique area of Hillview around the corner ,Siesta key beach and You are less than 5 minutes from downtown Sarasota's beautiful Marina, cultural attractions, and fine dining. Less than 10 minutes to reach the world-renowned St. Armands Circle and the pristine sands of Lido Beach, offering upscale shopping and entertainment, you are in the best central location you could ask for.
Listing Agent: Rory Mcdonald (941-961-7247)
9397 MIDNIGHT PASS RD #903, SARASOTA, FL 34242
$364,00026 Days on yellowkey MLS ID: A4696940
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 778 Built: 1975 Tax: $4,242 (2025)Community: Pointe On Midnight PassCondo
Taxes:$4,242
Remarks: At the very end of Midnight Pass Road—where tranquility, water, and lifestyle take over. The Pointe is a private, gated, park-like condominium community situated on the southernmost tip of Siesta Key, where Midnight Pass Road ends and a remarkable waterfront lifestyle begins. Surrounded by water, wildlife, and natural beauty, residents regularly enjoy sightings of dolphins, manatees, pelicans, herons, egrets, and active osprey nests, while kayakers and paddle boarders quietly pass through the surrounding waterways. Set on more than five acres and surrounded by over 900 feet of seawall, The Pointe combines a private gated setting, Gazebo Island, boat slips, kayak launches, abundant wildlife, and immediate access to Sarasota Bay and the Gulf—an exceptionally rare combination of amenities and natural beauty found in very few condominium communities in Southwest Florida. Unit 903S is one of only 16 one-bedroom residences within the entire community and is currently the only available one-bedroom opportunity at The Pointe. Positioned on the 9th floor, the residence enjoys wonderful sunrise views over Little Sarasota Bay and evening sunsets toward the Gulf. During much of the year, fresh Gulf breezes flow naturally through the residence, creating the relaxed coastal lifestyle that attracts owners to Siesta Key. The residence has been thoughtfully refreshed and furnished in a clean coastal-contemporary style with designer furnishings selected through The Pamaro Shop. The presentation emphasizes light, openness, comfort, and surrounding water views while still allowing future owners the flexibility to personalize the residence according to their own tastes. The Pointe is recognized for its strong ownership structure, professional on-site management, and completion of all required post-Champlain engineering and structural requirements. Major building improvements have been completed and paid for, providing buyers with confidence in the community's long-term stewardship and financial stability. WATERFRONT LIFESTYLE & AMENITIES • Largest condominium swimming pool on Siesta Key (heated year-round)• 12-person in-ground spa• Tennis and pickleball court• Three BBQ and outdoor gathering areas, including the covered island gazebo• Boat slips available for owners• Kayak and paddle board storage racks and launch areas• Less than five minutes by boat or kayak to the Gulf via Midnight Pass• Private Gazebo Island with BBQ facilities and park benches overlooking mangrove preserves and Sarasota Bay• Multiple garden sitting areas and park benches throughout the property• Seawall features a lighted concrete waterfront walkway, ideal for morning walks, sunset strolls, fishing, wildlife viewing, and enjoying the ever-changing beauty of Sarasota Bay• The Cottage Community Center with fireplace, full kitchen, social gathering areas, and community events• On-site Property Manager, Maintenance Manager, Maintenance Technician, and fully equipped maintenance workshop. The Pointe maintains a three-month minimum rental policy, preserving a quiet, owner-oriented environment without constant short-term rental turnover. Whether enjoying morning coffee overlooking the Bay, a sunset over the Gulf, boating through Midnight Pass, or simply relaxing in one of Siesta Key's most peaceful waterfront communities, Unit 903S offers a rare opportunity to enjoy the very best of coastal Florida living.
Listing Agent: Guia Tomelden-Dorion (845-321-5158)
201 HONORE AVE, SARASOTA, FL 34232
$520,00049 Days on yellowkey MLS ID: A4694437
REDUCED by $14,000 (2.6%) on 06/26/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1581 Built: 1979 Tax: $2,957 (2025)Community: Green AcresSpa: NoSingle Family
Taxes:$2,957
Elementary School: Fruitville Elementary
Middle School: McIntosh Middle
Remarks: Welcome to this stunning designer-renovated pool home offering modern contemporary style, exceptional privacy, and flexible living in one of Sarasota’s most convenient locations — just minutes from UTC Mall, downtown Sarasota, premier dining, golfing, and the area’s renowned beaches. Thoughtfully reimagined with custom finishes throughout, this single-story residence blends clean architectural design with comfortable everyday living. Inside, you’ll find 2 bedrooms plus a striking glass-enclosed office that creates a dramatic focal point while maintaining the home’s bright, open-concept feel. The showpiece kitchen was designed for entertaining, featuring an oversized waterfall island with additional storage, solid wood cabinetry, granite countertops, premium appliances, wine/beverage refrigerator, designer lighting, and seamless flow into the expansive living and dining areas. A sleek modern electric fireplace and custom inset designed to accommodate up to an 85-inch TV elevate the main living space. The private primary suite offers custom walk-in closet shelving and a beautifully renovated spa-inspired bathroom with an oversized walk-in shower and dual vanity. Step outside to your own private backyard retreat featuring a resurfaced heated pool, expansive screened lanai, covered outdoor dining area, updated landscaping, new pool lighting, fenced yard, front courtyard, and dedicated boat/RV parking space. The detached 2-car garage includes additional air-conditioned flex space perfect for a home gym, studio, workshop, guest overflow, or hobby room. The options are limitless. Additional upgrades include: • Smart-home technology throughout • Front Courtyard • Back and side yards are fenced • Newer roof • Brand-new septic system • New flooring throughout • New lighting, doors, baseboards, and custom millwork • Custom window shades • Fresh interior and exterior paint • Oversized 2 car garage with workshop/storage space No HOA restrictions — bring your boat, recreational vehicles, or outdoor toys. Ample parking in garage and driveway. Also includes RV electrical hookup in garage. Main residence offers approximately 1416, sq. ft. under air and 1,951 sq. ft. under roof, plus approximately 165 sq. ft. of additional air-conditioned flex space off the garage as well as an oversized 2 car garage. A complete list of renovations and smart-home features is available upon request. This home can go conventional, FHA or VA financing if you are considering different mortgage options.
Listing Agent: Amy Chapman (941-225-1500)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.