Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
6157 MIDNIGHT PASS RD #F22, SARASOTA, FL 34242
$529,90047 Days on yellowkey MLS ID: A4692762
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1332 Built: 1974 Tax: $5,274 (2025)Community: Bay OaksSpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,274
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: This property is a rare find, featuring two master suites upstairs, each with its own private balcony. The home is tastefully decorated and is being sold Turnkey, making it an excellent opportunity for immediate use or investment. Notably, the property already has a strong track record of rental income with several future bookings already in place. The Bay Oaks community offers a serene setting with mature landscaping and a wide array of amenities, including a heated pool, tennis courts, recreation room and a fishing pier. It also provides the convenience of on-site management and a picnic area with Barbeques for your enjoyment. Located less than a mile from Crescent Beach, the property offers easy access to the world-renowned powdery, quartz sand of Siesta Key, recently ranked as the #4 beach in the world by Tripadvisor in 2025. The area is a premier destination spot. Additionally, the trolley stops directly in front of the complex providing easy transportation to the various dining, shopping and nightlife options Siesta Key is famous for.
Listing is courtesy of: BECKMANN REAL ESTATE (941-346-3500)
Listing Agent: Josh Beckmann (941-321-3500)
41 S ADAMS DR, SARASOTA, FL 34236
$2,050,000243 Days on yellowkey MLS ID: A4672116
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3913 Built: 1951 Tax: $10,104 (2024)Community: Saint Armands Div John Ringling EstatesSingle Family
Taxes:$10,104
Elementary School: Southside Elementary
Tax Year: 2024
Middle School: Booker Middle
Remarks: Virtually Staged. Hidden behind lush plantings is this beautifully redesigned and amazingly private two-story home boasting over 3900 sq ft of interior living space all moments away from the shops & cafes of St. Armands Circle, the beaches of Lido Key & downtown Sarasota. As you enter this hideaway of peace and tranquility you are greeted by a fountained courtyard garden through gates of aged iron. From there the interiors will call to the imagination as it evokes the visions of a bastide in Provence or a country home in the hills of Scotland. Imperfection is curated and intentional. Rooms flow easily enhanced by wide plank reclaimed wood floors, white ship lap walls framed with wood accents, reclaimed wood beams artfully placed throughout, thick roughhewn interior doors with patinaed hardware, an eclectic kitchen design with soap stone counters, side tables and oven backsplash, a double farm sink, a new 10- burner dual fuel gas range with two ovens, a Sub-Zero fridge with a glass door & four bottom draws to name just a few of the many appealing details. A grand front room leads to a beautiful staircase of wood and clay tiles with a landing at the center of the house leading you to the primary suite, encompassing the entire second floor. Here we have a library/seating room lined with bookshelves, roughhewn wide plank wood floors, a spacious bedroom with a Julliet balcony, two walk-in closets and bath with a tub, large quartz shower with horizontal subway tiles, dual shower heads & handheld and two vanities with surface mount sinks and quartz counters sitting on retrofitted antique cabinets. There is a loggia spanning the width of the house opening on to an exceptionally large backyard bursting with lush tropical foliage. The nearly 12,000 sq ft lot is 160 ft deep. Intricately laid clay tiles form multiple walkways and an extensive lounging area. Beautifully weathered custom wrought iron gates abound not only on the drive entry but also on the courtyard and on the arched window openings of the loggia. Aged clay tiles surround windows and doors, even the garage door. Custom crafted metal awnings adorn the windows. Exterior custom metal lanterns and sconces echo the same intentional aging. There are two tankless water heaters, a whole house water purifier and a well for the yard. This home will captivate you.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Jenifer Schwell (941-780-0968)
3700 S OSPREY AVE #115, SARASOTA, FL 34239
$169,00095 Days on yellowkey MLS ID: A4689629
REDUCED by $10,000 (5.6%) on 06/11/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979 Tax: $2,512 (2025)Community: Plaza GardensCondo
Taxes:$2,512
Remarks: West of the Trail location with convenient access to downtown Sarasota and Siesta Key. Ground floor condo featuring a newly updated kitchen with new appliances and new carpet in the bedrooms. The enclosed lanai with vinyl windows opens directly to the parking area for easy access. Unit includes in-home washer and dryer and a Jack-and-Jill bathroom layout. Assigned parking space #56 located just steps from the condominium.
Listing is courtesy of: STRINGER MANAGEMENT INC (941-922-4959)
Listing Agent: Robin De Busk (941-922-4959)
2424 WOOD ST, SARASOTA, FL 34237
$958,00066 Days on yellowkey MLS ID: TB8507065
REDUCED by $40,000 (4.0%) on 06/09/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2566 Built: 2015 Tax: $9,947 (2025)Community: Hudson ParkSingle Family
Taxes:$9,947
Elementary School: Alta Vista Elementary
Remarks: Virtually Staged. Welcome to this beautifully designed 4-bedroom, 3.5-bathroom two-story home located in the desirable Hudson Park community in Sarasota — with no HOA fees or restrictions. Built in 2015, this thoughtfully crafted home features modern finishes and an open-concept layout, offering the perfect blend of comfort, style, and functionality. To provide additional peace of mind, thoughtful upgrades include a new HVAC system (replaced in 2026), water softener, and newer water heater (2021). Step inside to discover ceramic tile flooring throughout the entire lower-level living spaces, designed to mimic the warmth and elegance of natural wood. High ceilings and expansive windows fill the living room and dining room combination with abundant natural light, creating a bright and airy atmosphere. Sliding glass doors seamlessly connect the indoor living space to the screened-in patio - which has been pre-wired for a hot tub installation- providing a perfect location for relaxing or entertaining guests. The spacious primary suite is conveniently located on the first floor and features a luxurious ensuite bathroom complete with a modern walk-in shower, dual-sink vanity, and a custom walk-in closet with built-in organization and exceptional storage space. A conveniently located half bathroom on the lower level provides added comfort for guests. At the heart of the home is the stunning modern kitchen, showcasing warm gray wood cabinetry, beautiful granite countertops, stainless steel appliances including a built-in oven, microwave, refrigerator, dishwasher, range hood, and an electric cooktop. The oversized kitchen island offers generous seating options, while the mosaic tile backsplash and recessed lighting add stylish finishing touches. Enjoy filtered water (filtered by reverse osmosis) directly from the kitchen sink. Just off the kitchen, the laundry room includes washer and dryer hookups for everyday convenience. Upstairs, a large loft provides flexible living space ideal for a media room, office, or play area. The second level also includes three generously sized bedrooms, all featuring plush carpeting, along with two full bathrooms designed to accommodate family and guests with ease. Enjoy Florida living year-round from the screened rear porch overlooking the fenced backyard — offering privacy and plenty of room for outdoor enjoyment. Conveniently located near restaurants, Sarasota Memorial, Legacy Trail, Pompano Trailhead, Pickleball Courts and shopping, this home also places you just minutes from Marie Selby Botanical Gardens, Bayfront Park, and several area golf courses. Spend your weekends enjoying the beautiful Gulf Coast beaches with South Lido Key Beach Park and other stunning Gulf of Mexico beaches just a short drive away. This exceptional home combines modern design, spacious living, an unbeatable location, and the added benefit of no HOA, making it the perfect place to call home.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Golf Phuphanich (813-299-3320)
1900 BENJAMIN FRANKLIN DR #V12, SARASOTA, FL 34236
$549,900245 Days on yellowkey MLS ID: A4671208
REDUCED by $25,000 (4.3%) on 06/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1242 Built: 1967Monthly Fee: $1,217 Tax: $7,227 (2024)Community: Lido HarbourVilla
Taxes:$7,227
Remarks: Virtually Staged. Situated on the serene southern tip of Lido Key within the coveted First Lido community, Villa 12 delivers a coastal living experience that is increasingly rare—blending the privacy of a single-family home with the effortless, maintenance-free lifestyle of a ground-level villa. With 2 bedrooms, 2 full baths, and a versatile enclosed Florida room, this residence is ideal for those seeking a quiet island retreat with the vibrant energy of Lido Key just moments away. The villa has been significantly updated from the studs out, providing a fresh and clean interior canvas. The open-concept floor plan features porcelain tile flooring throughout and a modern kitchen appointed with brand-new appliances and sleek finishes—offering a bright, functional space for everyday living and hosting. While the core renovation work has been completed, the home remains a "living canvas," providing a unique opportunity for a new owner to add their own custom refinements and personal style to a high-potential space. Practicality is built-in with rare amenities, including a private attached carport for door-front parking and a dedicated in-unit laundry room. The enclosed Florida room adds valuable square footage, serving as a flexible den, office, or guest space. Just steps from your door, enjoy private beach access and a gulf-front pool where residents gather for sunset views. Positioned just minutes from St. Armand’s Circle and South Lido Park, the location is truly peerless. With a highly motivated seller ready to move, this property is priced to reflect its current condition and presents a significant opportunity for a buyer looking to secure a renovated Lido Key address at a competitive value. Whether you’re looking for a seasonal escape or a high-potential investment, Villa 12 offers a solid foundation in a premier beachside setting.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Anthony Rechul (248-930-6638)
336 AVENIDA DE MAYO, SARASOTA, FL 34242
$5,195,000112 Days on yellowkey MLS ID: A4687301
REDUCED by $200,000 (3.7%) on 06/11/2026
Bed: 8 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 3811 Built: 2019 Tax: $25,684 (2024)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$25,684
Remarks: Experience refined seaside luxury in this extraordinary 8-bedroom, 8.5-bathroom residence just moments from Siesta Key Beach and Siesta Key Village. Currently operating as a successful vacation rental property, this home is thoughtfully designed to maximize both guest experience and income potential. Its expansive layout, high-end finishes, and prime location make it highly desirable for short-term rentals, with ample space to comfortably host large groups. Spanning four levels and serviced by a private elevator, the home is purpose-built for hosting. The layout includes two bedrooms on the second level, five well-appointed guest suites on the third floor—many with private baths and balconies—and a top-floor bedroom offering additional privacy. Two bunk-style rooms with a shared Jack-and-Jill bath further enhance its ability to accommodate larger parties. The primary suite provides a luxurious retreat with its own balcony and spa-inspired bathroom. The open-concept main living area serves as the heart of the home, featuring a designer kitchen with premium appliances, a large gathering island, and a dedicated bar area—ideal for entertaining. Multiple dining areas, both inside and out, create flexibility for group stays, while an upper-level flex room adds value as a game room, media space, or additional lounge area. Outdoors, guests can enjoy a private resort-style setting complete with a heated pool, sun shelf, built-in spa, and covered patio designed for comfort and entertainment. Multiple balconies and a rooftop deck offer additional gathering spaces, with sweeping Gulf views and unforgettable sunsets that consistently maximize the Florida experience. With its proven rental appeal, generous accommodations, and unbeatable location, this property presents a rare opportunity to own a **turnkey, income-producing investment** or a luxurious personal getaway in one of Florida’s most sought-after beach destinations.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Samantha Callaway (630-865-3189)
101 BENJAMIN FRANKLIN DR #85 & 86, SARASOTA, FL 34236
$3,450,00076 Days on yellowkey MLS ID: A4692002
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2550 Built: 1968 Tax: $26,964 (2025)Community: St Armands Towers SouthCondo
Taxes:$26,964
Remarks: Once-in-a-generation opportunity in St. Armands Towers South: Discover unparalleled Gulf-front living with unrivaled scale in this fully reimagined four-bedroom, four-bathroom, 8th-floor residence. A masterful combination of units #85 and #86, this rare condominium residence features flowthrough sunrise-to-sunset views and creates one of the building’s few true four-bedroom offerings. The expansive, custom footprint spans roughly 2,550+ square feet of prime beachfront real estate. Boasting sweeping, panoramic vistas of the Gulf, Lido Beach, Pansy’s Bayou, and the iconic Sarasota skyline, this sprawling retreat eliminates the space constraints of traditional high-rise living. It offers a single-family home's footprint paired with effortless condominium convenience, perfect for enjoying endless sunrise-filled mornings and stunning sunset evenings. Step inside to find a comprehensive remodel characterized by high-end finishes and an open-concept design that prioritizes the stunning vistas. The beautifully composed living spaces contribute to a refined yet inviting atmosphere, flowing seamlessly to two expansive 45-foot balconies ideal for salt-kissed breezes, sunset soirées, and indoor-outdoor entertaining. The well-appointed chef's kitchen was crafted for high-end living, boasting leathered quartzite countertops, premium custom cabinetry with seamlessly integrated Sub-Zero and Miele appliances, a Samsung range, and elegant recessed and under-cabinet lighting. Directly adjacent, the full-service bar serves as an entertainer's dream, featuring quartzite counters, an integrated Monogram wine sommelier, and a discrete two-drawer Fisher & Paykel dishwasher. This area opens directly to a spacious dining room and lounge area—a grand, cohesive entertaining space that comfortably hosts a full dining table and a separate standalone table, with four club chairs in a conversational arrangement, perfectly transitioning the living room to the dining spaces. Designed to balance leisure with productivity, the updated floor plan also includes a quiet, dedicated private office. The residence features four bedroom sanctuaries, each with direct balcony access through sliding glass. Dual primary suites ensure a private experience with dedicated ensuite baths, while the remaining two bedrooms enjoy convenient access to full bathrooms just across the hall. For ultimate convenience, the property includes two assigned covered parking spaces and two private storage lockers perfect for beach gear. Enjoy complete peace of mind in a building that features resort-caliber amenities, including a newly modernized lobby, a heated pool, a fitness center, on-site management, and a welcoming, pet-friendly policy. Embrace island life from this iconic location situated directly across the street from the powdery white sands of Lido Beach. Enjoy a two-block stroll to upscale boutiques, sidewalk cafes, galleries, and award-winning dining on St. Armands Circle. Located just 3 miles from the mainland, the theaters, opera, and museums of Florida’s "Cultural Coast" are right at your fingertips.
Listing Agent: Doug Parks (941-400-9087)
6548 SABAL DR, SARASOTA, FL 34242
$6,195,000100 Days on yellowkey MLS ID: A4688728
REDUCED by $100,000 (1.6%) on 06/11/2026
Bed: 9 Bath: 9.5 Gar: 2 Liv Area Sq Ft: 4944 Built: 2024 Tax: $40,057 (2025)Community: Sabal PalmsSpa: YesSingle Family
Taxes:$40,057
Middle School: None
Remarks: Discover the ultimate expression of luxury coastal living in the heart of Siesta Key. This extraordinary 9-bedroom, 9.5-bath property is a true architectural showpiece, offering unmatched space, style, and sophistication just moments from world-renowned beaches and vibrant island amenities. Designed with an emphasis on grand-scale living, the home features an expansive great room floor plan that blends effortless comfort with refined elegance. The chef’s kitchen is a standout centerpiece, showcasing a large center island, premium appliances, and an oversized walk-in pantry. Perfect for both everyday living and large-scale entertaining. The dining area is enhanced by custom lighting, creating an inviting ambiance for memorable gatherings. A private elevator provides seamless access to all levels, while the 3-car garage adds convenience and storage flexibility. On the third floor of the home find an additional open family living room space with a wet bar and separate outdoor patio. No detail has been missed including an incredible game room. Every inch of this turnkey furnished home is finished with high-end materials and thoughtful craftsmanship. With nine spacious en-suite bedrooms, this property is ideal for multigenerational living, hosting guests, or maximizing income potential as a luxury rental investment. Outdoor living reaches new heights with a resort-style pool and covered spa, a super fun waterslide, and a putt-putt green are all within the interior of lush tropical landscaping. There are also plenty of outdoor dining and lounging options throughout with several patios and porches including an impressive rooftop deck which offers a panoramic view of the famous Siesta sunsets. Top rated Siesta beach is just a short stroll away as well as shops, the marina and dining. Whether you’re seeking a full-time residence, a second home, or a premier investment opportunity, this Siesta Key BEACH HOUSE delivers an unparalleled blend of luxury, versatility, and island living at its finest.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)
Listing Agent: Sabrina Ullmann (203-300-8181)
332 AVENIDA DE MAYO, SARASOTA, FL 34242
$5,195,000113 Days on yellowkey MLS ID: A4687188
Bed: 9 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 4055 Built: 2019 Tax: $26,520 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$26,520
Remarks: ~Experience elevated coastal living in this fantastic BEACH HOUSE right in the heart of SIESTA KEY VILLAGE~ This beautiful home boasts 8 bedrooms + an additional bonus room = 9, plus 8 bathrooms, including 6 en-suite retreats, perfectly suited for a large primary residence or a high-performing luxury vacation rental. Ideally located and just steps from premier dining, boutique shopping, & vibrant nightlife, and only a short stroll or bike ride to the world-renowned Siesta Key Beach. This property offers the ultimate blend of convenience with the feel of a resort-style escape. Upon entering take the stairs or the convenient elevator up to the main living space. Here you will find an open chef's kitchen, large island, a beverage bar, along with the spacious living room and dining area. There are 2 bedrooms also on this level. Multiple balconies showcase great views of the village, while the home’s prime location places you moments from everything Siesta Key has to offer. It has been thoughtfully designed with high-end designer finishes and furnishings, every detail for both comfort and entertaining. The bonus room on the 4th level leads out to a spiral staircase and then up to the rooftop deck where both village and GULF VIEWS create a great backdrop for stunning SIESTA SUNSETS. Back on the 1st level, walk out to the covered patio and enjoy your private outdoor oasis with lush landscaping and the tranquil heated pool & spa designed for both relaxation and entertainment. It features an oversized sun shelf, wraparound lounge ledge and in-water bar seating. Whether you're hosting family and friends, a large group getaway or seeking a luxury investment property, this extraordinary beach house delivers unmatched living spaces throughout. It also comes beautifully turnkey furnished and ready for immediate enjoyment or rental income. THIS IS YOUR COASTAL ESCAPE...where luxury, location, and lifestyle all meet!
1841 PARAKEET WAY #1101, SARASOTA, FL 34232
$142,90035 Days on yellowkey MLS ID: A4696605
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 765 Built: 1970 Tax: $1,796 (2025)Community: Vistas On BenevaSpa: NoCondo
Taxes:$1,796
Elementary School: Wilkinson Elementary
Remarks: AS PROMISED! Extra large 1 bedroom upper level condo has brand new carpet and newly painted walls and ceilings. Light and bright open floor plan has combined living and dining room with French doors opening onto an open deck overlooking the large pool area. Oversized bedroom offers room for a king bed, dresser, small desk and also has a walk-in closet. The kitchen has a window overlooking the pool area, and a pass through/breakfast bar plus plenty of cabinet space. The large bath actually offers 2 rooms - one has the tub/shower combo and the commode, while the other has the sink and linen closet. There is a stack unit washer and dryer in the hallway outside the bedroom. Well-run community with on-site manager (limited hours during certain times), community pool, beautiful clubhouse with state of the art fitness center (get rid of that gym membership fee), large community room and kitchen. This complex is centrally located near shopping and dining and with easy access to downtown, Siesta Key beach, and offering easy access to I-75. Monthly maintenance fee includes water, sewer, trash pickup and reserve funds. The absolutely perfect place for year-round living, or as a vacation getaway. Very pet friendly as well.
Listing is courtesy of: CASEY REALTY CORPORATION (941-922-3391)
Listing Agent: Sue Jordan, Pa (941-920-6878)
1541 FLOWER DR, SARASOTA, FL 34239
$1,870,000386 Days on yellowkey MLS ID: A4656365
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3302 Built: 1956 Tax: $7,456 (2024)Community: Harbor AcresSpa: NoSingle Family
Taxes:$7,456
Remarks: This unique home is in the desirable neighborhood of Harbor Acres. World renowned Selby Botanical Gardens is less than a mile from your new home. This mid-century jewel was built in 1956 and was originally a 2/2. The original bathrooms are still in their original state and are in good condition providing a cool retro vibe. The original hardwood floors and fireplace exude warmth and sophisticated charm. The current owner purchased the home in 1989 and remodeled the kitchen and added a new wing on the house with 2 additional large bedrooms ensuite with baths. Copious amounts of storage in all 4 bedrooms and a huge laundry room with lots of closet space as well. The garage is oversize and there is a picturesque circular driveway for ample parking. There is plenty of room to put in a pool of your own design. The house was re-roofed in 2018. Some of the most beautiful homes in Sarasota are your neighbors in Harbor Acres. And Flower Drive is a special address with the highly sought after Southside Elementary School just 1-mile away, you can’t beat this property. In real estate it is all about Location, Location, Location. This home has plenty of room for the family, so, come on home!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Kathleen Griffin (941-302-3979)
2304 SEATTLE SLEW DR, SARASOTA, FL 34240
$595,000177 Days on yellowkey MLS ID: A4678513
0 Days Off yellowkey (back on 6/10/2026)
REDUCED by $4,000 (0.7%) on 04/23/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1935 Built: 1994Monthly Fee: $58 Tax: $4,248 (2025)Community: Paddocks WestSpa: NoSingle Family
Taxes:$4,248
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. 2304 Seattle Slew Dr, Sarasota — Immaculate, move-in ready single-family home in a quiet neighborhood with a convenient location. This inviting residence features an open living area anchored by a cozy fireplace, plenty of light, vaulted ceilings, no carpet anywhere and easy-care luxury vinyl plank flooring throughout, a modern kitchen, and a private pool with generous outdoor entertaining space framed by new pavers and landscaping. Updates & upgrades include: 2022 — pool resurfaced, pool heater installed, interior and exterior paint refreshed; 2023 — new AC, luxury vinyl plank (no carpet) installed throughout, new privacy fence; 2024 — quartz countertops and updated cabinetry in the kitchen; 2025 — all-new windows and exterior doors, new appliances, new pavers, new gutters, refreshed landscaping, new pool motor and LED pool light. Conveniently located near The Celery Fields, beaches, top-rated schools, University Town Center, and Waterside. This turnkey home blends contemporary finishes with reliable systems for comfortable Sarasota living. Schedule a showing to see the full scope of improvements.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Jason Caller (941-301-5083)
4242 MADEIRA CT #3315, SARASOTA, FL 34233
$279,00099 Days on yellowkey MLS ID: A4685842
REDUCED by $10,000 (3.5%) on 06/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1063 Built: 1989Monthly Fee: $458 Tax: $1,180 (2025)Community: Casa Del Sol Sec ViiCondo
Taxes:$1,180
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Move-in ready and thoughtfully updated, this beautiful 2-bedroom, 2-bathroom end-unit home offers the perfect combination of comfort, style, and scenic surroundings. The inviting interior features an open and airy layout, enhanced by hurricane-impact windows and a hurricane-rated sliding glass door for both safety and peace of mind. Elegant plantation shutters add a refined touch, while a built-in TV with an electric fireplace creates a warm and cozy living area. The eat-in kitchen is ideal for casual dining offering ample space and functionality. The primary suite serves as a private retreat, complete with a walk in closet and a beautifully updated ensuite bath featuring high-end finishes, including a custom-made vanity sourced from North Carolina. The primary bathroom has been tastefully renovated within the last two years. Additional major upgrades include a full plumbing repipe, along with a water heater, washer, and dryer all replaced just two years ago—ensuring modern efficiency and reliability. One of the standout features of this home is the converted, air-conditioned back patio, perfect for use as a sunroom, home office, or additional living space to enjoy year-round comfort while taking in the tranquil lake views. Located in the desirable Casa Del Sol community, residents enjoy a vibrant lifestyle with amenities including tennis and pickleball courts, shuffleboard, bocce ball, a heated pool for cooler months, and a clubhouse with a pool, poker tables, a gym, books and endless ongoing activities. Conveniently situated near I-75, this home is just a short drive to Siesta Beach, University Town Center, Waterside, and downtown Sarasota—offering easy access to shopping, dining, and the world-renowned Gulf Coast beaches. This exceptional home truly offers the best of Florida living—schedule your showing today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Carey Hibbs (941-915-9235)
5155 HIDDEN HARBOR RD, SARASOTA, FL 34242
$1,995,000173 Days on yellowkey MLS ID: G5107159
2 Days Off yellowkey (back on 6/10/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2233 Built: 1973Monthly Fee: $332 Tax: $7,806 (2025)Community: Hidden HarborSpa: NoSingle Family
Taxes:$7,806
Remarks: Nearly 200 feet of deep-water frontage in the prestigious Hidden Harbor enclave of Siesta Key—no bridges, quick access to Roberts Bay and the Gulf of America. Move-in ready and never flooded. Enjoy island living in this private waterfront setting surrounded by multi-million dollar estates. Lush, canopy-lined brick paver streets, wide water views, no through streets, and excellent boating access. The home has been thoughtfully renovated with an emphasis on functionality and storage, featuring an updated kitchen, modernized bathrooms, tile flooring throughout, recessed lighting, impact-rated windows and sliders, landscape lighting, a dedicated well with irrigation system, and a heated saltwater pool. Bike to the award-winning Siesta Key Beach, dine and shop in Siesta Village, kayak from your dock to nearby mangrove tunnels, or enjoy the convenience of downtown Sarasota less than seven miles away. A rare waterfront home offering immediate enjoyment and long-term upside in a neighborhood experiencing significant luxury redevelopment.
Listing is courtesy of: LIST NOW REALTY, LLC (352-385-7636)
Listing Agent: Matt Buttner (352-385-7636)
2564 WOOD ST, SARASOTA, FL 34237
$449,00063 Days on yellowkey MLS ID: A4693167
0 Days Off yellowkey (back on 6/9/2026)
REDUCED by $1,000 (0.2%) on 05/27/2026
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 2118 Built: 1958 Tax: $5,488 (2025)Community: Hudson ParkApartment
Taxes:$5,488
Remarks: A Rare Find in the Heart of Sarasota — Two Homes, One Exceptional Opportunity In a city where inventory is tight and opportunities like this surface only once in a while, this dual-unit property stands apart. Whether you're an investor chasing cash flow, a family seeking connected-but-separate living, or a homeowner looking to let rental income offset your mortgage — this is the one. The Main Home is warm and welcoming, with two bedrooms, a full bath, and a den that adapts to whatever life demands — home office, reading room, guest space. The eat-in kitchen keeps things bright and functional, and the screened lanai is your front-row seat to everything that makes Florida living worth it. A covered carport, plus shared laundry just steps away, keeps daily life effortless. The Rear Dwelling operates as a fully independent two-story residence — its own driveway, its own entrance, its own world. Two bedrooms, one bath, and a smart layout split across two floors give tenants or family members the privacy they want without sacrificing connection to you. And when you're not relaxing on the lanai? You're minutes from Sarasota's celebrated dining and arts scene, the Legacy Trail, and some of the most beautiful beaches on the Gulf Coast — Siesta Key, Lido Key, all within easy reach. Extra storage on site fits a boat, trailer, or RV. Because why not? Two units. Endless possibilities. One showing to change everything.
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)
Listing Agent: Aaron Wittenstein (941-299-1151)
2816 MICHIGAN ST, SARASOTA, FL 34237
$379,00092 Days on yellowkey MLS ID: A4689787
REDUCED by $20,500 (5.1%) on 06/05/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1380 Built: 1956 Tax: $872 (2025)Community: Glen RidgeSingle Family
Taxes:$872
Remarks: SAY HELLO TO A GOOD BUY * SOLAR PANELS ARE OWNED (not leased), HOUSE IS KEPT AT 74 DEGREES AND THE HIGHEST POWER BILL IS $50+/-/MONTH WHICH IS AN ESTIMATED SAVINGS OF ABOUT $200/MONTH * This home has been LOVINGLY RENOVATED * NEW Kitchen with NEW Cabinets & Countertops & NEW Appliances * NEW Bathroom with NEW Vanity & NEW Shower * NEW Tile Flooring * NO Carpet * NEW Paint * Metal Roof * Solar Panels so you have a very low electric bill * LARGE Carport & Storage Room * This house is beautiful with a very large Living Room & Dining Room - there's a lot of A/C Living Space * Spacious Front Yard * Paver Park area is located in a great school district * You are minutes to Payne Park and a few blocks to The Legacy Trail * Short bike ride to Downtown and the Bay Front * Short car ride to Selby Botanical Gardens, Siesta Key, St Armand's Circle & Lido Beach * This is an EXCELLENT year round home OR winter getaway * One look & you'll fall in love * Run, don't walk to this INCREDIBLE VALUE *
Listing Agent: Glenn Brown (941-342-6464)
707 S GULFSTREAM AVE #505, SARASOTA, FL 34236
$695,000211 Days on yellowkey MLS ID: A4675101
0 Days Off yellowkey (back on 5/30/2026)
REDUCED by $104,000 (13.0%) on 05/15/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1240 Built: 1974 Tax: $6,333 (2024)Community: Essex HouseSpa: NoCondo
Taxes:$6,333
Remarks: Be prepared for the breathtaking, UNOBSTRUCTED BAY VIEWS from this exquisite condominium in the Essex House – one of downtowns most coveted addresses and among the few residences untouched by neighboring development. Exquisitely positioned showcases breathtaking vistas of Siesta Key, Sarasota Big Pass, Marina Jack and Downtown Sarasota. From dramatic floor-to-ceiling windows, enjoy a front-row seat to Sarasota's legendary sunsets every evening. This thoughtfully updated 2+ bedroom, 2 bath residence blends sophistication with comfort. Coffered ceilings with recessed lighting and a built-in electric fireplace create an inviting ambiance - perfect for relaxing as the sun dips into the Gulf. The contemporary kitchen is as functional as it is stylish, featuring stainless steel appliances, open shelving, and expansive quartz countertops ideal for entertaining. The redesigned primary suite offers a serene private retreat, complete with a custom closet, built-in desk area, bench seating with additional storage, dual vanities with quartz countertop, and a beautifully appointed walk-in shower. You will appreciate the clean lines of wood imprinted porcelain tile flooring throughout, additional storage, built-in bookcases and washer/dryer. A true showpiece of the home is the fully enclosed glass Florida Room - an airy and seamless extension of the living space accessible from the living area and both bedrooms. Surrounded by glass and equipped with screens, it is the perfect setting for morning coffee or evening cocktails while soaking in the ever-changing, memorizing views. Located in the vibrant heart of downtown, you are just steps from award-winning dining, theatres, galleries, boutique shopping, and Whole Foods. Residents of the Essex House enjoy premier amenities include a fitness center, pool deck, security, covered garage parking with an assigned space, and pet-friendly living. This is a rare opportunity to own unobstructed water views paired with refined downtown luxury - plus the added peace of mind that all assessments have been paid.
Listing Agent: Scott Rickards, Pa (941-356-7040)
332 BOB WHITE WAY, SARASOTA, FL 34236
$4,300,00056 Days on yellowkey MLS ID: A4690146
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2987 Built: 2027Monthly Fee: $110 Tax: $14,705 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$14,705
Remarks: Pre-Construction. To be built. With a fresh, exciting floor plan and stylish coastal flair, this exquisite new Bird Key residence is set on a 1/3-acre homesite in one of Sarasota’s most coveted boating communities. Located just over the Ringling Bridge from the mainland, Bird Key is centrally located between the Downtown arts and cultural district and world-renowned St. Armand’s Circle. Designed by the award-winning professionals at Allegra Homes, the “Lauren Coastal” showcases 2,987 sq. ft. of open living with 3 ensuite bedrooms, a dedicated office with custom built-ins, and a poolside bonus room with wet bar. The foyer entry invites exploration into a fabulous great room, an amazing dream kitchen, and a dining area with built-in buffet. The bright, open great room features a striking volume ceiling with architectural accents, floor-to-ceiling entertainment wall with fireplace, and wide glass sliders opening to a fantastic outdoor setting. Enclosed in Clear View screening, the covered lanai is enhanced with wood tongue-and-groove ceiling, a heated saltwater pool/spa, and a grilling station with beverage center. The kitchen is a standout centerpiece, anchored by a large island and appointed with premium name brands such as Sub-Zero and Wolf, including a 42-inch refrigerator, wine cooler, 36-inch cooktop, oven, drop-down microwave, and dishwasher. The secluded owner’s suite offers casual comfortability with its dramatic headboard feature wall, roomy sitting area and stunning bath highlighted by a freestanding soaking tub, an 80” tall frameless glass shower enclosure, floating full-height mirrors, split vanities, and a private water closet. Additional features include trey ceilings with cove molding, recessed lighting, finished closets, 8-ft. solid-core interior doors, hurricane shutters, a tankless recirculating water heater, and an upgraded trim package in the great room, dining room, and foyer. A brick paver driveway leads to the 3-car garage, and the beautiful exterior façade is framed in a lush landscape with irrigation system and night lighting for added visual appeal. Residents can enjoy the Bird Key Yacht Club’s exclusive social club experience for its members with a wide array of outstanding amenities and social events focused around boating, dining and tennis in a prized bayfront setting. With completion in late 2026, the $27.5 million rebuild will include a 21,500-sq-ft clubhouse plus 3,500 sq-ft of covered outdoor decks, a new pool, relocated bocce courts, and a fourth tennis court. Bird Key is the standard for exceptional Florida living and this beautiful address is no exception. It’s the perfect opportunity to live an enviable island lifestyle in a prestigious enclave surrounded by the pristine waterways of Sarasota Bay.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
509 SPOONBILL WAY, SARASOTA, FL 34236
$4,350,00056 Days on yellowkey MLS ID: A4691908
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2987 Built: 2027Monthly Fee: $110 Tax: $6,764 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$6,764
Remarks: Under Construction. With a fresh, exciting floor plan and sophisticated modern flair, this exceptional new residence in Bird Key is perfectly positioned on an oversized quarter-acre-plus homesite within one of Sarasota’s most prestigious boating communities. Ideally located just across the John Ringling Causeway, Bird Key offers effortless access to both vibrant downtown Sarasota and the world-renowned St. Armands Circle. Crafted by the award-winning team at Allegra Homes, the stunning “Lauren Modern” design features 2,987 square feet of thoughtfully curated living space with 3 ensuite bedrooms, a private office with custom built-ins, and a versatile poolside bonus room complete with wet bar. A welcoming foyer opens into an impressive great room where soaring architectural ceilings, a dramatic floor-to-ceiling entertainment wall with fireplace, and expansive walls of glass create an atmosphere that is both refined and inviting. Wide sliding doors seamlessly connect the interior living spaces to an extraordinary outdoor retreat designed for year-round enjoyment. Enclosed with Clear View screening, the covered lanai showcases a wood tongue-and-groove ceiling, heated saltwater pool and spa, and a fully appointed outdoor grilling station with beverage center—ideal for entertaining or relaxed coastal living. At the heart of the home, the designer kitchen blends beauty and functionality with an oversized island and premium appliances from Sub-Zero and Wolf, including a 42-inch refrigerator, wine cooler, 36-inch cooktop, wall oven, microwave drawer, and dishwasher. Privately tucked away, the owner’s suite is a luxurious sanctuary featuring a dramatic feature wall, spacious sitting area, and lavish bath with freestanding soaking tub, oversized frameless glass shower, floating mirrors, split vanities, and private water closet. Additional appointments include tray ceilings with cove molding, recessed lighting, finished closets, 8-foot solid-core doors, hurricane protection, tankless recirculating water heater, and upgraded trim detailing throughout the main living areas. A circular brick paver driveway leads to the spacious 3-car garage, while professionally designed landscaping, irrigation, and evening accent lighting enhance the home’s striking curb appeal. Residents of Bird Key also enjoy the opportunity to join the exclusive Bird Key Yacht Club, offering a distinguished social lifestyle centered around boating, dining, tennis, and waterfront recreation. The club’s exciting $27.5 million transformation—scheduled for completion in late 2026—will introduce an impressive new clubhouse, expanded outdoor gathering spaces, resort-style pool, additional tennis court, and enhanced amenities. Combining luxury, location, and timeless coastal sophistication, this remarkable property presents a rare opportunity to experience the very best of Sarasota waterfront living in one of the region’s most popular island enclaves.
6300 MIDNIGHT PASS RD #21, SARASOTA, FL 34242
$869,000173 Days on yellowkey MLS ID: A4678951
REDUCED by $30,000 (3.3%) on 05/26/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1253 Built: 1969 Tax: $5,276 (2025)Community: Crystal Sands 1Villa
Taxes:$5,276
Remarks: Everything is brand new in this beautifully renovated, turnkey furnished two bedroom, two bath end-unit villa offering an exceptional Siesta Key beach lifestyle just steps from the Gulf. The desirable split floor plan features spacious bedrooms, generous closets, and an open-concept living area filled with natural light, enhanced by a sun-lit Florida room. The updated kitchen is thoughtfully designed with granite countertops, a coordinating backsplash, soft-close cabinetry, and new stainless steel appliances. The primary suite offers a wall-to-wall closet, transom window, and sliding glass doors opening to the Florida room. Additional highlights include luxury vinyl plank flooring, all-new furnishings, and an attached one-car garage with washer and dryer plus ample storage for beach gear. Whether enjoyed as a private coastal retreat or a lock-and-leave rental opportunity, this residence truly offers the best of both worlds. Crystal Sands is a well-managed, financially stable beachfront community that has remained highly desirable since 1969 due to consistent upkeep and thoughtful renovations. The condominium comprises a collection of one, two, and three bedroom villas along with a Gulf-front high-rise tower, all set within beautifully maintained grounds. Residents and guests enjoy private beach access with umbrellas and loungers, two heated swimming pools, a clubhouse, on-site rental management, and night security, all just moments from Siesta Key’s renowned dining and shopping.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Bev Murray (941-724-4995)
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