Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
5151 SAINT ALBANS AVE, SARASOTA, FL 34242
$1,095,000264 Days on yellowkey MLS ID: A4666929
0 Days Off yellowkey (back on 5/13/2026)
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2314 Built: 1963 Tax: $8,056 (2025)Community: Siesta BeachSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,056
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Charming Coastal Oasis in the Heart of Siesta Key Nestled on a serene, tree-lined property, this inviting 4-bedroom, 3.5-bath beach-style home offers the perfect blend of tranquility, charm, and central location. Step into a spacious, light-filled living area with an open kitchen layout—ideal for hosting friends and making family memories. Freshly updated with new paint, gleaming quartz countertops, and stainless steel appliances, this move-in-ready home is designed for easy, coastal living. The open floor plan includes a spacious upstairs primary suite with French doors leading to a private balcony—your own quiet retreat. Three additional guest bedrooms are thoughtfully located on the first floor, including a separate guest suite with its own private entrance, offering comfort and flexibility. Step outside into your private backyard oasis featuring a beautiful pool and spa, fully enclosed with a lovely paver deck—perfect for relaxing, entertaining, or enjoying sunny Florida days in peace and privacy. There's still plenty of yard space to garden or play. Slip on your sandals for a short stroll to the world-famous Siesta Key Beach, ranked #1 in the U.S. by TripAdvisor, or bike to the charming Siesta Key Village with its eclectic mix of shops, restaurants, and entertainment. Don’t miss this peaceful, spacious retreat—your own slice of paradise on Siesta Key.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
385 AVENIDA MADERA, SARASOTA, FL 34242
$949,000375 Days on yellowkey MLS ID: A4653809
1 Days Off yellowkey (back on 5/13/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1094 Built: 1958 Tax: $10,923 (2024)Community: Siesta Manor Sec 1Single Family
Taxes:$10,923
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Beaches, Boating & Bistros!!! Excellent Investment, 2nd Home or Build new. Island Style Canal Front Home on Siesta Key, steps to World Famous Siesta Village & the cool quartz sands of Siesta Beach. This Island Style 2 bed, 2 bath home in close proximity to all the food & exciting nightlife that Siesta Key has to offer. 1 car garage. This home on a Cul de sac is light & bright with Terrazzo floors for the laid-back Island lifestyle. New roof in 2022. Excellent rental potential with its ideal location makes this property a solid investment. Out back is a huge deck on the Canal that is perfect for waterfront get togethers. Updated kitchen with stainless steel appliances that opens up for entertaining with family & friends. Separate laundry room and a potting shed & workshop. After spending the day on your boat, either cook up your catch or stroll to your favorite Siesta Village establishment. Or, better yet, take a stroll on the Beach & enjoy Sunset.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Dan Miller (941-376-7442)
1021 CRESCENT ST, SARASOTA, FL 34242
$1,699,000132 Days on yellowkey MLS ID: A4681826
REDUCED by $46,000 (2.6%) on 05/12/2026
Bed: 3 Bath: 0.0 Gar: 3 Liv Area Sq Ft: 2780 Built: 2015 Tax: $17,389 (2025)Community: Siesta/RocksMulti-Family 5+
Taxes:$17,389
Remarks: ***Potential for $150k+ gross income. Zoned for weekly rentals. ONE UNIT IN CONDO COMMUNITY*** Escape to the ultimate Siesta Key lifestyle with this rarely available, coastal contemporary condo—offering the perfect blend of luxury, privacy, and convenience with direct access to the sugar-white sands of world-renowned Siesta Key Beach and Crescent Beach. Known for its quartz-crystal sand and turquoise waters, this top-rated beach offers stunning sunsets, gentle waves, and vibrant coastal charm, all just a short stroll from your door. Nestled in a boutique enclave of only five residences, this exclusive unit has fresh interior paint, lives like a single-family home and is one of only two in its building. This unit encompasses the entire floor and shares no walls with other units. With five private patios, a built-in outdoor grill, tall ceilings and windows, and plantation shutters throughout, the light-filled layout offers an open flow between living, dining, and kitchen spaces—accented by custom cabinetry, upscale finishes throughout. The spacious primary suite provides a private retreat, while the entire home is thoughtfully designed on one level for effortless living. A private elevator offers direct access from your oversized ground-level garage, which is nearly 1,000 square feet and accommodates three vehicles plus storage, along with a private driveway for guest parking — a rare find on the Key. This property is zoned for short-term, weekly rentals and boasts a strong rental history, making it an exceptional opportunity for both personal enjoyment and possibility to earn over $150,000 in investment income. Enjoy walkable access to beachside boutiques, island restaurants, and boat rentals, plus quick and easy access on and off the island, making it ideal for both full-time living and a low-maintenance vacation home. Shared amenities include a serene pool, private owner's clubhouse, and common area used by only five residences, ensuring a peaceful and private setting. Whether you're searching for a serene retreat or a stylish beach escape with income potential, this home offers a unique opportunity to live in the heart of Siesta Key’s coastal paradise. Furnishings optional - not included in list price.
Listing is courtesy of: HARTMAN REAL ESTATE & COMPANY (941-500-4547)
Listing Agent: Zain Hartman (941-735-6415)
4689 PINE HARRIER DR, SARASOTA, FL 34231
$1,599,50045 Days on yellowkey MLS ID: A4692523
1 Days Off yellowkey (back on 5/12/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3103 Built: 1986Monthly Fee: $29 Tax: $7,212 (2025)Community: The LandingsSpa: NoSingle Family
Taxes:$7,212
High School: Riverview High
Remarks: Under contract-accepting backup offers. Multiple Offers. Seller requests highest and best offers by 8pm on May 10. Nestled behind the gates of The Landings, one of the only gated communities "West of the Trail", this custom Florida-style home offers the perfect blend of timeless elegance, spacious living, and an exceptional Sarasota lifestyle. Situated on a desirable corner lot with easy access to the members-only gate, this beautifully updated home spans more than 3,100 square feet and features four bedrooms, three-and-a-half baths, a three-car garage, bonus room, and an upstairs loft area ideal for flexible living. Designed with an open, airy feel and soaring high ceilings, the home is filled with natural light and inviting living spaces perfect for both everyday comfort and entertaining. The expansive screened lanai showcases two separate sitting areas, an outdoor kitchen, a large heated pool with recent resurfacing, and views of the spacious backyard, the benefits of being a corner lot, creating a true private retreat. Inside, the thoughtfully designed floor plan features a rare first-floor primary suite, a highly sought-after feature for a two-story home in The Landings. The updated kitchen is the heart of the home, complete with a large center island perfect for gathering with family and friends while creating lasting memories. Updated bathrooms, a cozy fireplace in the living room, fresh interior and exterior paint, further enhance the move-in-ready appeal of this exceptional property. Residents of The Landings enjoy tree-canopied streets, a private nature trail leading to Roberts Bay, and optional membership to the Landings Racquet Club, featuring tennis, pickle ball, a heated pool, fitness center, and clubhouse. This prestigious gated community of 702 residences borders the Intracoastal Waterway and spans 280 acres with stand-alone homes, villas, and town-homes surrounded by 75 acres of protected mangroves, nature preserves, walking trails, a gazebo, kayak launch, and butterfly garden. Take your golf cart to the Landings Shopping Center which features, Publix grocery store, Starbucks, and numerous dining options from breakfast hot spots to outstanding seafood options. Ideally located near A-rated schools, Southside Village, Sarasota Memorial Hospital, and Sarasota’s renowned dining, arts, and waterfront attractions, this is a rare opportunity to own a beautifully updated home in one of Sarasota’s most desirable gated communities. Located in flood zone X, the highest zone, no flood insurance required.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Thomas Hedge, Jr (941-587-6660)
2630 WOODGATE LN #G3, SARASOTA, FL 34231
$189,000269 Days on yellowkey MLS ID: TB8431315
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1981 Tax: $1,248 (2024)Community: Pinewood Village ViCondo
Taxes:$1,248
Remarks: $$ 10,000.00 in closing cost's paid for by the SELLER. Like new and upgraded gorgeous condo. Minutes from world famous Siesta Key Beach and safely located in flood zone X. All new vinyl plank flooring in living areas and new carpet in bedrooms. Both bathrooms are newly renovated, freshly painted inside and out, along with a total makeover of the kitchen in 2025. Located in the rear of the development this condo is very quiet and secure. New washer and dryer, make this as good as a new unit. Ceiling fans and skylights keep it light and bright inside. Community heated pool and fitness center are open to the residents at their leisure. Clubhouse includes kitchen, fitness center, pool table and rest rooms with showers. Lanai features fully enclosed glass windows with screens, new storm doors front and rear. Gardener's paradise in the rear with lush tropical plants. In front enjoy your reserved private parking spot. Close to shopping and some of the best restaurants in Sarasota.
Listing is courtesy of: DENNIS REALTY & INV. CORP. (813-949-7444)
Listing Agent: John Pinta (813-390-4918)
2544 ORSOVA WAY, SARASOTA, FL 34231
$495,00045 Days on yellowkey MLS ID: A4692439
0 Days Off yellowkey (back on 5/8/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1545 Built: 1964 Tax: $4,594 (2025)Community: Phillippi Gardens 14Spa: NoSingle Family
Taxes:$4,594
Remarks: Tucked away in one of South Sarasota's most coveted neighborhoods, this exceptional property offers the rare combination of tranquil privacy and unbeatable convenience. Nestled just off Constitution Boulevard south of Phillippi Creek, the setting feels like a retreat — yet world-class dining, boutique shopping, and the pristine shores of Siesta Key's award-winning beach are all within a mile from your front door. Inside, every detail has been thoughtfully curated for effortless, modern living. Sleek wall-to-wall ceramic tile flows throughout the home, while a fully upgraded second bathroom showcases premium finishes with no detail overlooked. The master bath has also been beautifully refreshed with new tile and cabinetry, delivering a spa-like feel you'll love coming home to. Step outside to your own private oasis — a spacious heated pool, recently resurfaced and encased in a brand-new screen enclosure, perfect for year-round entertaining. Host effortlessly, unwind completely, and create lasting memories in a backyard built for both. Peace of mind comes standard here. A brand-new roof (Fall 2025) backed by a 15-year warranty, new hurricane-impact windows (Fall 2025), fresh exterior paint, and manicured landscaping mean this home is truly move-in ready from day one. An oversized two-car garage rounds out the package with the storage and functionality today's buyers demand. BEST OF ALL— NO HOA, NO DEED RESTICTIONS, and NO CDD. This is the freedom to live on your terms, in a home that has it all.
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)
Listing Agent: Aaron Wittenstein (941-299-1151)
2215 DATURA ST, SARASOTA, FL 34239
$1,990,000134 Days on yellowkey MLS ID: A4681704
0 Days Off yellowkey (back on 5/11/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2317 Built: 2018 Tax: $22,478 (2025)Community: GreenwichSpa: YesSingle Family
Taxes:$22,478
Elementary School: Southside Elementary
Remarks: Under contract-accepting backup offers. Extraordinary Modern Sanctuary on a RARE DOUBLE LOT with Huge Saltwater Infinity-Edge Pool, Breathtaking Resort-Style Backyard Oasis & Brand-New Outdoor Kitchen! Crafted by Majestik Homes—one of Sarasota’s premier luxury builders—this stunning residence delivers innovative design, exceptional craftsmanship, and true resort-caliber living on one of the most desirable double-lot properties available. Boasting 4 bedrooms and 3 bathrooms with soaring 10-foot ceilings, 8-foot doors, and walls of hurricane-rated impact glass, the open-concept layout flows effortlessly from the chef’s kitchen (quartz counters, soft-close cabinetry, Sub-Zero refrigerator, induction cooktop, and premium appliances) into the expansive great room with perfect sightlines to the front and rear yards. The luxurious primary suite opens directly to the patio via sliding glass doors and features dual custom walk-in closets plus a spa-like bath. Three additional bedrooms offer high-end custom closets (two separated by a stylish barn door), while both guest baths are impeccably finished with frameless glass showers and elegant tilework. Premium upgrades include a new 16 SEER AC system, epoxy garage floors with built-in cabinetry, Tesla charging station, natural gas with generator hookup, auto drapes, architectural uplighting, and a private well for irrigation. The true showstopper is the jaw-dropping resort-style backyard on this rare double lot. Your own private Florida oasis awaits: a huge saltwater infinity-edge pool with integrated gas-heated hot tub — fully self-cleaning and self-draining for effortless year-round enjoyment. The expansive Shellock paver deck (cool-to-the-touch, slip-resistant, and ultra-durable) seamlessly connects to a spectacular just-installed (April 2026) custom outdoor kitchen by Paradise Professional Grills. Step into resort-style living with premium Paradise Professional stainless steel appliances—including a powerful built-in multi-burner grill, 3 outdoor refrigerators, and large stainless sink with protective cover. Finished with elegant Avellaero Stone Italian-engineered countertops, the expansive island offers ample prep and serving space, stainless drawers and cabinets, bar seating with footrest, and is perfectly positioned under the covered pergola with ceiling fan and large screen mounted TV. Overlooking the sparkling infinity pool and lush backyard, this entertainer’s dream is ideal for year-round Florida entertaining and al fresco dining. The entire oasis is fully enclosed by premium 6’ white vinyl privacy fencing and framed by mature tropical landscaping and palms for complete seclusion. A dedicated kids’ play area and large chicken coop add family-friendly charm. The second lot is the ultimate game-changer. With its own separate entrance off Hyde Park, this rare extra parcel offers endless possibilities: build a second garage, casita, home gym, pickleball court, expanded outdoor living area, RV/boat storage — whatever your vision demands. No HOA restrictions means total freedom to create your dream compound. Smartly scaled for low-maintenance living yet delivering an enormous, resort-caliber backyard with unmatched privacy and versatility. Just 1 minute to Sarasota Memorial Hospital, 5 minutes to downtown Sarasota, 10 minutes to Siesta Key, and minutes from top schools, beaches, shopping, and I-75. This is a rare opportunity to own a modern luxury home on a double lot!
Listing is courtesy of: RONNIE DEWITT AND ASSOCIATES (941-755-0011)
Listing Agent: Ronnie Dewitt (941-650-2154)
1423 HILLVIEW DR, SARASOTA, FL 34239
$13,900,00093 Days on yellowkey MLS ID: A4686188
Bed: 6 Bath: 8.0 Gar: 8 Liv Area Sq Ft: 11588 Built: 2006Monthly Fee: $21 Tax: $184,274 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$184,274
Remarks: Welcome to a home that lives like a resort in Sarasota’s premier neighborhood, Harbor Acres. With 134 feet of water, this nearly 12,000-square-foot estate is crafted for laid-back luxury and everyday ease, designed for entertaining against breathtaking views of Sarasota Bay, the Ringling Causeway, and the downtown skyline. A paver driveway winds through mature palms to a stone exterior with travertine steps, a porte cochere, and an expansive porch, all setting the tone for within. Solid wood doors open to a soaring foyer with wood columns, intricate millwork, and custom archways that reflect the home’s detailed character. Designed for easy living, the main spaces flow effortlessly, highlighted by a family room with zero-corner sliders, a wall of windows overlooking the water, a coffered wood ceiling, and a stone fireplace that anchors the room. Detailed trim, crown molding, and wood wainscoting add depth and highlight craftsmanship throughout. The kitchen is anchored by a large island with storage, prep space, and a sink, and equipped with top-tier appliances including Dacor double ovens and range, Sub-Zero refrigerator and freezer, dual Bosch dishwashers, a warming drawer, and a Scottsman ice maker. A walk-in pantry with custom shelving keeps everything organized, while the adjacent butler’s or catering kitchen, with its own cooktop, refrigerator, microwave, and desk area, makes entertaining effortless. An eat-in area with an aquarium window and bar-height counter seating keeps it functional and inviting. A wine room with wood-paneled walls and a separate entertaining bar with an oversized wine cooler make this home ideal for gatherings of any scale. The theatre offers the ultimate at-home viewing experience with custom wall and ceiling treatments, tiered seating, blackout glass windows and door, and a built-in bar with sink and additional seating. Outside is an extension of the home’s lifestyle, offering resort-style features meant for everyday use. The pool features a sun shelf, stone accents, and cascading water features paired with a raised spa, while the outdoor kitchen, with grill, refrigerator, and bar seating, makes entertaining effortless. A dedicated pool bath adds convenience, and nearby, the turf yard, fire pit, and hammock invite easy relaxation. A spiral staircase connects the primary suite terrace to the outdoor amenities, and a private dock completes the experience. Back inside, the home offers a thoughtful blend of privacy and flexibility. The primary suite is a retreat with incredible views, French doors to a private terrace, a coffee bar, and a sitting room with a fireplace. Its spa-inspired bath features a jetted tub, multi-head shower, custom dual vanity, and dual walk-in closets. A separate in-law suite provides full independence with its kitchenette, living room, laundry, and terrace. Guests enjoy four additional suites with private baths, a bonus room with a terrace, a fitness room, a built-in homework area, and easy access across all levels via dual staircases and a three-stop elevator. Abundant garage and storage space complete the estate. This Harbor Acres residence delivers the ultimate Sarasota lifestyle, just minutes from downtown, Southside Village, and Gulf beaches. The adjacent vacant lot at 1435 Hillview is currently offered separately, with the opportunity to purchase both together. Bank signoff on the sale of this property may be required. The gate and driveway would need to be reconfigured.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
1423 & 1435 HILLVIEW DR, SARASOTA, FL 34239
$17,350,000382 Days on yellowkey MLS ID: A4653958
Bed: 6 Bath: 8.0 Gar: 8 Liv Area Sq Ft: 11588 Built: 2006Monthly Fee: $21 Tax: $238,008 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$238,008
Remarks: Welcome to a home that lives like a resort, set on two lots consisting of 1.8 lush, waterfront acres in Sarasota’s premier neighborhood, Harbor Acres. Crafted for laid-back luxury and everyday ease, this nearly 12,000-square-foot estate offers 249 waterfront feet and is designed for entertaining, all set against views of Sarasota Bay, Ringling Causeway and the downtown skyline. An expansive paver driveway winds through mature palms to a stone exterior with travertine steps, a porte cochere and an expansive porch, all setting the tone for within. Solid wood doors open to a soaring foyer with wood columns, intricate millwork and custom archways that reflect the home’s detailed character. Designed for easy living, the main spaces flow effortlessly, highlighted by a family room with zero-corner sliders, a wall of windows overlooking the water, a coffered wood ceiling, and a stone fireplace that anchors the room. Detailed trim, crown molding, and wood wainscoting add depth and highlight craftsmanship throughout. The kitchen is anchored by a large island with storage, prep space and a sink, and equipped with top-tier appliances including Dacor double ovens and range, Sub-Zero refrigerator and freezer, dual Bosch dishwashers, a warming drawer and a Scottsman ice maker. A walk-in pantry with custom shelving keeps everything organized, while the adjacent butler’s or catering kitchen—with its own cooktop, refrigerator, microwave and desk area—makes entertaining easy. An eat-in area with an aquarium window and bar-height counter seating keeps it functional and inviting. A wine room with wood-paneled walls and a separate entertaining bar with an oversized wine cooler make this home ideal for gatherings of any scale. The theatre offers the ultimate at-home viewing experience with custom wall and ceiling treatments, tiered seating, blackout glass windows and door, and a built-in bar with sink and more seating, ideal for movie nights, game days or entertaining. Outside is an extension of the home’s lifestyle, offering resort-style features meant for everyday use. The pool features a sun shelf, stone accents, and cascading water features paired with a raised spa, while the outdoor kitchen, with grill, refrigerator and bar seating, makes entertaining effortless. A dedicated pool bath adds convenience, and nearby, the turf yard, fire pit and hammock invite easy relaxation. A spiral staircase connects the primary suite terrace to it all, while a versatile sport court and two private docks for 75-plus-foot yachts complete the experience. Back inside, the home offers a thoughtful blend of privacy and flexibility. The primary suite is a retreat with incredible views, French doors to a private terrace, a coffee bar and a sitting room with a fireplace. Its spa-inspired bath features a jetted tub, multi-head shower, custom dual vanity and dual walk-in closets. A separate in-law suite provides full independence with its kitchenette, living room, laundry and terrace. Guests enjoy four more suites with private baths, a bonus room with a terrace, a fitness room, a built-in homework area, and easy access across all levels via dual staircases and a three-stop elevator. Abundant garage and storage space complete the estate. This Harbor Acres home delivers the ultimate Sarasota lifestyle, just minutes from downtown, Southside Village and Gulf beaches. The vacant lot at 1435 Hillview can be separated and the list price reduced accordingly.
3471 CLARK RD #269, SARASOTA, FL 34231
$158,00072 Days on yellowkey MLS ID: A4689287
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 768 Built: 1974Monthly Fee: $426 Tax: $1,818 (2025)Community: SiennaCondo
Taxes:$1,818
Elementary School: Gulf Gate Elementary
Remarks: ***5% financing for qualified buyers for two years. Seller will buy down your mtg. rate for two years to only 5% - FURNISHED*** Discover your perfect slice of paradise in sunny Sarasota! Whether you're looking for a relaxing getaway, a full-time residence, or a smart investment opportunity, this charming condo checks all the boxes. Situated in a welcoming, pet-friendly community, this home offers a thoughtfully designed layout, ideal for individuals or couples. The condo comes fully furnished, including a 63” HD TV in the living room, a 43” HD TV in the bedroom, a fully equipped kitchen, and all linens. With new wood floors and updated kitchen and bath fixtures, everything you need is ready for you to settle right in or start renting immediately. Enjoy low HOA fees, a heated swimming pool, and a clubhouse, all within close walking distance and set in a well-maintained community. The sellers have fully covered the special assessments, adding even more value. Conveniently located with biking distance to Sarasota’s top destinations—including the breathtaking Siesta Key Beach, cultural hot spots, shopping, and dining—this property provides easy access to everything you need. Seize this chance to own a beautiful condo and embrace the best of Florida living! This second-floor walk-up means no flooding issues. Sienna Park roofs were replaced in 2023, and all special assessments have been paid in full by the seller. At 768 sq ft, this is the largest of the one-bedroom units in the complex—compare it to the smaller 555 sq ft one-bedroom units. Walking distance to Publix and public transportation. Furnished except for a few personal items.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Ron Koelling (941-923-4616)
3820 FLAMINGO AVE, SARASOTA, FL 34242
$8,395,000200 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 is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Fred Sassen (404-408-5956)
7145 BRIGHT CREEK DR #33, SARASOTA, FL 34231
$240,00075 Days on yellowkey MLS ID: A4689181
0 Days Off yellowkey (back on 5/10/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1352 Built: 1981Monthly Fee: $325 Tax: $3,031 (2025)Community: Woodside South Ph 1 2 & 3Villa
Taxes:$3,031
Remarks: Under contract-accepting backup offers. This charming 2-bedroom, 2-bath plus bonus room villa is nestled in the quiet and desirable Woodside South community in the Gulf Gate area of Sarasota. Ideally located just minutes from world-renowned Siesta Key Beach, with easy access to Interstate 75, and surrounded by a variety of restaurants, shopping, and premier golf courses, this home offers both convenience and a relaxed Florida lifestyle. The low maintenance fee includes water, trash, basic cable, pest control, exterior maintenance, and landscaping—making for truly easy living. This villa boasts larger square footage than many others in the community and features a spacious, light-filled living room, a kitchen with a cozy eating area, a primary suite with a full bath and walk-in closet, a second bedroom, and an additional full bathroom. A versatile den/office with a private exterior entrance adds extra flexibility for work or guests. Enjoy tile flooring throughout for a clean, modern feel. Residents also have access to a community pool and clubhouse—perfect for relaxing and socializing. Tenant's lease ends 4/30/2026.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Kate Aumua (305-542-5452)
6144 MIDNIGHT PASS RD #2N, SARASOTA, FL 34242
$1,699,000244 Days on yellowkey MLS ID: A4668144
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1204 Built: 1967 Tax: $8,388 (2025)Community: Island HouseCondo
Taxes:$8,388
Remarks: It's all about THE VIEW and the Direct Beach Access!!! This first floor condominium has a Full Gulf View from the living room and glassed-in lanai. The water views are amazing, and the sunsets are gorgeous! You will walk out your front door right down to the sand to enjoy the warm Gulf water in minutes. There was no water intrusion and no water damage to this unit in past storms, as there are enough steps up from the level of the beach sand to make it elevated! Or use the ramp for easy luggage access. The windows and doors are all wind and impact-rated, so you'll have peace of mind and a quieter home. All the floors are tile for easy care. The kitchen and bathrooms have been updated, including solid surface/granite counters and the elegant tiled showers. Furnishings and appliances have been updated in the past year. This unit is move-in ready, or you can continue to rent it with a 3-night minimum for instant income (over $58,000 income after paying rental mgmt expenses in the first 9 months of 2025). On-site management is available for all your needs. The landscaping has been refreshed, there are new tables and chairs for outdoor dining or games, and beach chairs and chase lounges are provided, as well as shade under the condo's cabanas on the beach. Shuffleboard and corn-hole games await in the center greenway. The community pool is heated for your year-round enjoyment. On the occasional rainy day, you'll enjoy the games in the club room (billiards, foosball, board games and puzzles). If you want to explore the Siesta Key Village shops, restaurants or nightlife, or explore Turtle Beach, just hop on the free trolley or other free ride-share vans. A 20-minute drive will take you to downtown Sarasota, including shops, restaurants, access to off-shore fishing or tour boats, opera, symphony, art museum, ballet, and live theater. With easy access to I-75, airport, colleges, Lifelong Learning, wine and spirits-tastings, and multiple parks and the Legacy Trail for biking, jogging, or skating, Sarasota and Siesta Key have it all! This condo is your key to the fun, so bring your toothbrush and swim suit and ENJOY IT ALL!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Susan Keal (941-320-1689)
4444 SWIFT RD #4, SARASOTA, FL 34231
$127,900273 Days on yellowkey MLS ID: A4665781
REDUCED by $2,000 (1.5%) on 05/10/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 598 Built: 1969 Tax: $1,804 (2024)Community: Lucaya Country Club VillageCondo
Taxes:$1,804
Remarks: WELCOME to this beautifully UPGRADED 1 bedroom, 1 bath condo in Lucaya Country Club Villas!!! From the moment you arrive, you'll appreciate the attention to detail, starting with the painted and SCREENED front porch, perfect for year-round enjoyment. Step inside to an inviting open floor plan featuring spacious living room and dining room combo. The kitchen has been tastefully upgraded with MODERN cabinets, countertops, and an eat-in area with stools. The spacious bedroom offers ample closet space, while the bathroom includes a tub and shower combo for convenience. Throughout the condo, you'll find LUXURY VINYL FLOORING, adding to both style and durability. As part of Lucaya Country Club Villas, you'll enjoy access to a community pool, along with a prime location just a short drive to amazing restaurants, shopping, Sarasota's downtown vibrant scene, Sarasota Airport, Siesta Key and the WORLD FAMOUS GULF beaches. Whether you're searching for an investment property or a primary residence, this condo is exactly what you're looking for. This home is truly MOVE-IN ready, offering comfort, charm, and a maintenance-free lifestyle in a desirable community and it's waiting for you to enjoy! Don't wait to make this YOUR home and begin your FLORIDA Lifestyle!
Listing is courtesy of: SERHANT (646-480-7665)
Listing Agent: Christy Peterson (774-287-5322)
2613 TEMPLE ST, SARASOTA, FL 34239
$1,199,000209 Days on yellowkey MLS ID: A4673045
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3308 Built: 1997 Tax: $5,102 (2025)Community: Highland Park 2Spa: NoSingle Family
Taxes:$5,102
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. PRICED TO SELL AT $1,199,000 , this is your chance to own a home with incredible value. A NEW METAL ROOF IS SCHEDULED FOR APRIL -giving buyers instant peace of mind and long-term savings from day one. A rare offering with architectural character and privacy, this property presents exceptional value for buyers seeking a truly special one-of-a-kind retreat. Welcome to Storybook — a treetop sanctuary where architecture, nature, and artistry meet! Tucked away in Arlington park at the end of a private canopied road and surrounded by native Florida landscaping and protected wetlands, this extraordinary 3-bedroom, 4-bathroom residence with a custom library/den feels like a hidden world all its own. Designed by renowned Sarasota architect Richard G. Allen, known for his sustainable and expressive style, Storybook lives up to its name — enchanting, serene, and timeless. Soaring ceilings, exposed wood beams, and maple floors create a warm, open-concept living space that flows effortlessly to the outdoors. Clerestory windows invite natural light, while the wraparound porch and treetop pool immerse you in the surrounding canopy. A spiral staircase ascends to a light filled loft offering both inspiration and a tranquil retreat above it all. This home's heart resides in a custom library/den, a quiet sanctuary where books, ideas, and conversation gather. Beyond the cozy den lies an en suite bedroom, a serene space inspired by Zen simplicity. Sliding glass doors open to the wraparound patio, a haven for morning coffee and quiet reflection. On the same floor, a second primary suite welcomes you through an intricately hand carved door. Inside, an expansive bedroom and private sitting area rests quietly among the treetops, wrapped in peaceful seclusion. The ground floor includes a private guest suite and entrance, spacious laundry room, ample storage, oversized two-car garage ,and EV charging station. From the hand-carved Tibetan gates to the tranquil pond and water feature, every detail of Storybook reflects a reverence for Sarasota’s natural beauty and a deep sense of peace and privacy. This is more than a home — it’s a place to breathe, reflect, and feel fully connected to the world around you.
9200 BLIND PASS RD, SARASOTA, FL 34242
$5,250,00047 Days on yellowkey MLS ID: A4692471
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 4000 Built: 1994 Tax: $48,308 (2025)Community: Not Part Of SubdivisionSpa: YesSingle Family
Taxes:$48,308
Remarks: One or more photo(s) has been virtually staged. Experience the art of beachfront living in this exceptional 4-bedroom, 4-bath Gulf-front residence, where sweeping water views and unforgettable sunsets take center stage. Spanning three thoughtfully designed levels, this coastal retreat offers a rare blend of refined comfort and effortless elegance. Walls of glass frame the Gulf from nearly every vantage point, filling the home with natural light and showcasing breathtaking vistas that evolve throughout the day. A private elevator provides seamless access to all floors, while expansive living spaces invite both relaxed everyday living and refined entertaining. Recent enhancements—including impact windows and sliders, four updated HVAC systems, and a new water system—ensure peace of mind while complementing the home’s modern coastal aesthetic. The guest bathrooms have also been tastefully updated with fresh, contemporary finishes, offering a polished and comfortable experience for family and visitors alike. Step outside to multiple outdoor living areas designed to capture the essence of coastal living. The rooftop terrace is a true showpiece, complete with a private jacuzzi—an idyllic setting to unwind under the stars or take in spectacular sunset views over the Gulf. With direct beach access just beyond your door, every day begins and ends with the soothing rhythm of the waves. Perfectly positioned on Blind Pass Road, this home offers both privacy and proximity to the charm of Siesta Key’s vibrant coastal lifestyle. This is more than a home—it’s a front-row seat to the Gulf, where every day feels like a getaway.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Holly Pascarella, Pa (941-225-3218)
5531 CANNES CIR #603, SARASOTA, FL 34231
$649,000106 Days on yellowkey MLS ID: A4685329
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1706 Built: 2006 Tax: $6,519 (2025)Community: Phillippi LandingsCondo
Taxes:$6,519
Remarks: Luxury living with spectacular sunset waterfront views in the gated community of Phillippi Landings, offering boating access and a prime Sarasota location just minutes from Siesta Key Beach and downtown. This sixth-floor residence overlooks Phillippi Creek with glimpses of the Intracoastal Waterway and a peek of the Gulf from the private screened balcony. The 2-bedroom, 2-bath plus den floor plan features 10-foot ceilings, crown molding, and numerous upgrades including a newer A/C system, LG refrigerator, LG washer and dryer, KitchenAid dishwasher, Lumens ceiling fans, and upgraded lighting. The kitchen offers granite countertops, wood cabinetry, and stainless steel appliances, opening to the living area and screened balcony through 8-foot sliding doors for seamless indoor-outdoor living for relaxing or entertaining. The primary suite features wood flooring, two walk-in closets, and a spacious bath with dual vanities, garden tub, and walk-in shower. Residents enjoy resort-style amenities including a heated waterfront pool and spa, fitness center, clubhouse, kayak launch, dog park, and scenic boardwalk. High-end turnkey furnishings option available.
Listing is courtesy of: ALBERT WOOSTER & COMPANY (941-350-1220)
Listing Agent: Albert Wooster (941-350-1220)
1200 EAST PEPPERTREE LANE #302, SARASOTA, FL 34242
$719,000103 Days on yellowkey MLS ID: A4685295
REDUCED by $10,000 (1.4%) on 05/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1463 Built: 1975 Tax: $6,135 (2025)Community: Peppertree BaySpa: YesCondo
Taxes:$6,135
Remarks: PRICE IMPROVEMENT OF $20.000!! Turnkey coastal living in the desirable mid-rise tower at Peppertree Bay on Siesta Key. This sought-after split-plan residence offers bright open living spaces, exceptional privacy, and the convenience of effortless island living with resort-style Gulf-to-Bay amenities just moments from world-famous Siesta Beach. Offered fully turnkey furnished, this beautifully maintained two-bedroom, two-bath residence is ready for immediate enjoyment as a primary residence, seasonal retreat, or investment property. The split-bedroom layout provides privacy for owners and guests, while the open living and dining areas create a comfortable space for everyday living and entertaining. A feature seldom found in these units is the dedicated laundry room with a utility sink, adding both convenience and functionality. The residence also includes elevator access, covered parking, and generous storage. Peppertree Bay is one of Siesta Key’s most sought-after Gulf-to-Bay communities, offering private beach access to the powdery quartz sands of Siesta Beach, two heated pools, tennis and pickleball courts, a fitness center, clubhouse, fishing pier, and beautifully maintained tropical grounds. Ideally located just minutes from Siesta Village dining, shopping, and entertainment, this residence offers the best of relaxed island living.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Renee Nadiv (941-299-4242)
225 HOURGLASS WAY #106, SARASOTA, FL 34242
$500,000122 Days on yellowkey MLS ID: A4683200
REDUCED by $75,000 (13.0%) on 05/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969Monthly Fee: $1,566 Tax: $3,860 (2025)Community: Whispering SandsCondo
Taxes:$3,860
Remarks: Step into your own island retreat with this rare ground floor END unit in the highly sought after GULF FRONT property of Whispering Sands! Perfectly positioned with a full length screened & glassed lanai overlooking the picturesque lagoon and lush tropical landscaping, this residence captures a peaceful, serene setting with a touch of everyday luxury. Thoughtfully updated and designed for effortless living, the OPEN CONCEPT floor plan features non-slip porcelain tile placed on the diagonal, skip trowel ceiling, and a spacious light-filled living space with an additional, sunny, west facing window. The nicely RENOVATED kitchen is a standout, offering granite countertops, colorful tile backsplash, a 9’ breakfast bar, white soft-close cabinetry, and a suite of GE, Whirlpool, Frigidaire, and LG appliances, all enhanced by overhead recessed, dimmable LED lighting. The cabinetry and granite extend into the entire length of the dining area, creating additional storage and an elegant serving space ideal for entertaining. The original interior living room sliders have been removed to seamlessly incorporate the lanai, transforming it into a sun-drenched sunroom that expands your cooled living space and invites the outdoors in. Just outside, a small brick paver patio off the sunroom offers the perfect spot for grilling, sunning, or unwinding after a day at the beach. Both bathrooms in this unit have been tastefully updated with NEW vanities, fixtures, and cabinetry. Additional highlights include a complete set of 2016 hurricane impact sunroom sliders and 2025 water heater. At Whispering Sands, every day feels like a vacation—with 800’ of PRIVATE beach, two heated pools with new travertine tile decks, clubhouse – currently undergoing a complete remodel which will include a catering kitchen and fitness rooms – beachside Tiki Hut, grills, and canoe/kayak—all just a short stroll to the vibrant shops and dining options of Siesta Key Village. Your island getaway awaits!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
467 CANAL RD #467, SARASOTA, FL 34242
$2,590,000586 Days on yellowkey MLS ID: A4628207
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3228 Built: 2005Monthly Fee: $158 Tax: $10,222 (2023)Community: Grand Siesta 1Spa: YesTownhouse
Taxes:$10,222
Tax Year: 2023
Remarks: Under contract-accepting backup offers. Possible Seller Finance. High & Dry!! BEACH, BOATING & BISTROS!!!! SIESTA KEY`CANAL FRONT featuring WEEKLY RENTALS!! DOCK & LIFT!! GULF VIEWS!! BEACH ACCESS STEPS AWAY!!! Great location with Gulf Views steps to Public Beach Access #8 offering the ultimate waterfront lifestyle of this rare, furnished 3 bedroom/3.5 Bath plus office (or 4th bedroom), RMF-zoned opportunity on Siesta Key. Built in 2005 with high elevation and Impact Glass for peace of mind. Savor spacious living with high ceilings in 4 stories and 3,036+/- sq. ft. of living area, all accessible by stairs or private elevator, plus a ground-floor bonus room set behind the garage for your gym or office. Retreat to the large master suite, which boasts water vistas and master bath with dual vanities, granite counters, walk-in shower. Multiple terraces provide a picture-perfect panorama of your tropical setting, with each level more stunning than the last and culminating with stunning Siesta Key Beach views from the soaring top floor. Entertain with ease and style by the open, heated pool and spa, which leads to your own private dock and boatlift. Just a short boat ride on the Grand Canal to worldclass fishing and watersports. HOA is reasonably priced and lends to your comfort and convenience of maintenance-free living. Seller will also consider partial trade on storm damaged home.
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