Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
111 S PINEAPPLE AVE #1208, SARASOTA, FL 34236
$2,495,00047 Days on yellowkey MLS ID: A4692746
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2026 Built: 2019 Tax: $26,151 (2025)Community: The MarkSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$26,151
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Experience elevated urban living in this spectacular penthouse residence at The Mark in the heart of downtown Sarasota, showcasing sweeping views of the city skyline, Sarasota Bay, and the Gulf of Mexico, this home blends sophisticated design with luxurious comfort. Thoughtful upgrades include custom lighting and automatic window shades throughout. Voluminous ceilings, 24" white porcelain floors and expansive windows create a bright and inviting atmosphere. The open-concept floor plan is designed for effortless entertaining, featuring a gourmet kitchen w/Jenn Aire appliances, spacious dining area, and elegant living room that opens to an oversized private terrace complete with a summer kitchen and electric grill. The primary suite offers two generous walk-in closets and a spa-inspired bath with a deep soaking tub, dual vanities, a glass-enclosed water closet, and a separate glass-enclosed shower. Both the primary and guest bedrooms enjoy water views. Two parking spaces within the private attached garage. The Mark offers exceptional amenities including 24-hour concierge service, state-of-the-art fitness center, resort style heated saltwater pool and spa, club room w/catering kitchen, fireplace, billiards and more. Located within close proximity to Whole Foods, Restaurants, cultural venues, art galleries and Bayfront Park.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Jalina Beck (914-844-4665)
222 MORNINGSIDE DR, SARASOTA, FL 34236
$7,500,000163 Days on yellowkey MLS ID: A4675254
REDUCED by $495,000 (6.2%) on 05/25/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4284 Built: 2015Monthly Fee: $42 Tax: $34,055 (2025)Community: Lido CSpa: YesSingle Family
Taxes:$34,055
Remarks: An extraordinary expression of modern waterfront living, this custom-designed Sarasota residence seamlessly blends architectural distinction, refined interiors and a tranquil Bayou setting flowing directly into the Gulf of Mexico, creating a home that is visually striking and effortlessly livable. Thoughtfully conceived by the owners, this exceptional five-bedroom, three full-bath and one half-bath waterfront residence is on approximately .37 acres and was designed to honor its surroundings while embracing contemporary form, function and natural light. Offering 4,284 square feet under air and 6,416 total square feet, the home makes a striking yet calming first impression. A circular brick-paver driveway, decorative architectural elements, trellises accents, curated landscaping, and subtle exterior lighting establish a refined sense of arrival and architectural presence. Inside, a dramatic open-concept floor plan unfolds with intention and volume. The great room features ceilings approaching 20 feet, custom wire railings and expansive glass frame serene water views from every room. Natural materials, most notably warm cedar accents carried seamlessly from interior to exterior, create a cohesive modern design language. Beechwood flooring, refined finishes, automatic solar window treatments, imported European light fixtures, and integrated LED lighting enhance comfort and contemporary appeal. The gourmet kitchen is designed for everyday living and entertaining, featuring Porcelanosa Design cabinetry, a side-by-side paneled Sub-Zero refrigerator, Asko dishwasher, Wolf built-ins including wall oven, warming drawer, microwave, a U-Line under-counter wine cooler, illuminated onyx island, quartz countertops, seamless under-cabinet lighting and a walk-in pantry. A new Whirlpool top-load washer complements the Whirlpool Cabrio Platinum dryer, completing the home’s functional amenities. The residence offers exceptional flexibility with two private primary suites on the main and upper levels, each providing direct terrace access and tranquil water views. Spa-inspired baths, one features a steam shower and walk-in closets, creating serene retreats. Additional guest suites, office, a waterfront gym or flexible living space, and these multiple en-suite accommodations support a variety of lifestyles. Outdoor living is equally compelling. A saltwater infinity-edge pool with spa and planter waterfall feature anchors the waterfront setting, complemented by covered and enclosable lanais with automatic window and terrace screens. Existing posts for the hammock overlook the Bayou. The outdoor pavilion provides space for an outdoor kitchen, with room to add a built-in grill, ice maker or under-counter refrigerator with existing gas hookup and water supply. A private illuminated dock provides direct Bayou access leading into the Gulf of Mexico, enhancing the home’s connection to nature and offering multiple gathering spaces ideal for entertaining and cherished memories. Modern construction, impact-rated openings and integrated smart-home technology contribute to peace of mind and long-term value. In one of Sarasota’s desirable waterfront neighborhoods, with optional deeded Lido Shores beach access and proximity to downtown Sarasota, St. Armands Circle and Longboat Key, this residence offers privacy, elevation, serenity and refined expression of luxury coastal living, designed to be admired and lived in.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Moriah Taliaferro (941-504-9910)
509 GOLDEN GATE PT #4, SARASOTA, FL 34236
$2,695,000229 Days on yellowkey MLS ID: A4671195
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2439 Built: 2024 Tax: $5,321 (2024)Community: En PointeSpa: YesCondo
Taxes:$5,321
High School: Booker High
Tax Year: 2024
Remarks: Brand-new, custom-built, and move-in ready, this full-floor condominium residence at En Pointe offers a rare blend of privacy, design, and elevated coastal living on Golden Gate Point. Set within a limited four-residence boutique condominium between the Ringling Bridge and downtown Sarasota, it delivers all the qualities of custom-home living with the ease and convenience of a lock-and-leave lifestyle. The residence captures views of Sarasota Bay, the marina, the downtown skyline, and the Ringling Bridge. Inside, the residence offers 2,439 square feet with 3 bedrooms and 3.5 bathrooms, plus two private covered terraces of approximately 350 square feet each—adding 700 square feet of exceptional outdoor living space. Designed as true extensions of the residence, the terraces easily accommodate open-air dining, a grill, and a generous lounge setting with TV hookup, creating an effortless indoor-outdoor lifestyle. Conceived in a neo-modern style by Echt Architects, the residence pairs refined craftsmanship with clean architectural lines and exceptional livability. A secured elevator opens directly into your private foyer, where walls of glass, expansive living spaces, and a chef-inspired kitchen create a residence that feels both sophisticated and welcoming. Spend evenings on the west terrace beneath the glow of the sunset, and begin the day on the east terrace with morning light over the marina—an elegant daily rhythm that feels distinctly Sarasota. The primary suite is spacious and serene, featuring a large walk-in closet, dual vanities, a soaking tub, an oversized shower, and direct access to the sunset terrace. Two additional en-suite bedrooms provide comfort and privacy for guests. Amenities at En Pointe include a heated saltwater pool, elevated decks for lounging and dining, two covered parking spaces, an EV charger, and ground-level bike storage. Just minutes to Main Street, St. Armands Circle, and Lido Beach, this is an exceptional opportunity to own a brand-new architectural condominium residence in one of downtown Sarasota’s most desirable settings.
Listing Agent: Brittany Perrone (941-685-1598)
345 MADISON DR, SARASOTA, FL 34236
$3,675,000194 Days on yellowkey MLS ID: A4675129
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4645 Built: 2014 Tax: $44,372 (2024)Community: Saint Armands Div John Ringling EstatesSpa: NoSingle Family
Taxes:$44,372
High School: None
Remarks: Experience refined coastal luxury in the heart of St. Armands Circle, Sarasota’s premier destination for upscale living, shopping, and dining. This exceptional opportunity offers a fully turnkey, furnished coastal residence located directly on St. Armands Circle and just a short stroll to the white sands of Lido Beach. With estimated rental potential of approximately $1,100 per night or $33,000 per month, this property provides outstanding flexibility for both personal enjoyment and income generation. This spacious 4-bedroom, 3.5-bath residence has been extensively renovated and thoughtfully updated throughout. Impact-rated windows and doors, a new roof with skylights, updated HVAC systems, and new flooring create a seamless move-in-ready experience. The chef’s kitchen showcases premium Wolf, Sub-Zero, and Bosch appliances, complemented by quartz countertops and custom cabinetry. The thoughtfully redesigned first level features expansive porcelain tile flooring, spacious living and guest areas, and a beautifully updated guest bathroom with a floating vanity and spa-inspired shower. Outdoors, a fully renovated pool with travertine decking and lush landscaping creates a private tropical retreat. Recent upgrades throughout the home reflect meticulous attention to detail, including remodeled bathrooms, upgraded lighting and ceiling fans, modern fencing, copper gutters, a striking front entry, and a custom privacy wall featuring ceramic artwork by a celebrated Florida artist. Just steps from the beach and moments from world-class dining and shopping, this is a rare opportunity to own a fully modernized, income-producing coastal residence in one of Sarasota’s most iconic locations. Please note: The pool table and monkey lamp are excluded from the sale and will not convey with the property. Welcome to elevated island living at 345 Madison Drive.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Andrew Haddad (941-313-1218)
4076 GOLD DUST LN, SARASOTA, FL 34243
$349,000188 Days on yellowkey MLS ID: A4675773
2 Days Off yellowkey (back on 6/22/2026)
REDUCED by $8,000 (2.2%) on 05/20/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1673 Built: 2026Monthly Fee: $199Community: Oasis At Longwood RunTownhouse
Taxes:$0
Elementary School: Emma E. Booker Elementary
Remarks: MOVE IN READY! Receive up to $15,000 towards closing costs & special interest rates with the use of our preferred lender - Now through June 30th. Oasis at Longwood Run offers spacious townhome living in the heart of beautiful Sarasota. Ideally located just minutes from I-75, you’ll enjoy easy access to St. Petersburg, Tampa, and Venice. Homes in Oasis at Longwood Run are equipped with a stainless-steel appliance package, quartz countertops and all-concrete-block construction on both floors. Spend your weekends soaking up the sun at Siesta Key or Lido Key, both just minutes away. If you love staying active, nearby Nathan Benderson Park, the 18-mile Legacy Trail, and Celery Fields Park offers endless opportunities for walking, biking, and rowing. You’ll also be less than a mile from the new Mote Marine Laboratory & Aquarium and University Town Center, where shopping, dining, and entertainment are always within reach. Plus, Downtown Sarasota is just a quick drive away, offering vibrant community events, live shows, a weekly farmers market, and more. Come discover the lifestyle waiting for you at Oasis at Longwood Run and make it your home.
Listing is courtesy of: D.R. HORTON REALTY OF SARASOTA (941-256-7010)
Listing Agent: Sarah Bordeaux (941-367-2571)
3440 CHAPEL DR, SARASOTA, FL 34234
$449,00035 Days on yellowkey MLS ID: A4694145
REDUCED by $6,000 (1.3%) on 06/22/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1080 Built: 1969 Tax: $4,830 (2025)Community: Desoto TerraceSingle Family
Taxes:$4,830
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: Charming 3BR/2BA Home on a Quiet Cul-de-Sac in a Highly Sought-After Sarasota Location! Welcome to this inviting and well-maintained 3-bedroom, 2-bathroom home perfectly positioned in one of Sarasota’s most desirable neighborhoods. Tucked away on a peaceful cul-de-sac, this residence offers the ideal combination of comfort, privacy, and convenience. Inside, you’ll find a bright open-concept floor plan designed for both everyday living and effortless entertaining. The spacious layout creates a warm and welcoming atmosphere with seamless flow between the living, dining, and kitchen areas. Step outside to enjoy your fully fenced backyard — perfect for pets, play, gardening, or simply relaxing in your own private outdoor retreat. The expansive 30-foot patio provides plenty of space for outdoor dining, entertaining guests, or enjoying Florida’s beautiful year-round weather. Major updates provide peace of mind, including: • Newer roof (2022) • Newer HVAC system (2022) • Newly sodded backyard (2026) Location is everything, and this home delivers exceptional access to some of Sarasota’s most popular destinations. Just minutes away you’ll find: • Sarasota’s renowned museum campus • Sarasota-Bradenton International Airport (SRQ) • Downtown Sarasota • Beautiful Gulf beaches • Local colleges and universities • Dining, shopping, arts, and entertainment Whether you’re searching for a full-time residence, seasonal getaway, or investment opportunity, this property offers outstanding potential in an unbeatable location.
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
1815 ROXANE WAY #65, SARASOTA, FL 34235
$159,85026 Days on yellowkey MLS ID: A4694305
REDUCED by $50 (0.0%) on 06/22/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 806 Built: 1964Monthly Fee: $472 Tax: $1,041 (2025)Community: Strathmore Villa Sec 07Villa
Taxes:$1,041
Elementary School: Gocio Elementary
Remarks: Located in the heart of Sarasota, this desirable 55+ community offers the perfect combination of comfort, convenience, and the Florida lifestyle. Residents enjoy a variety of amenities included in the low HOA fee, such as a community pool, shuffleboard courts, clubhouse, recreational facilities, basic cable, landscaping, and more. World-famous Siesta Key Beach and Lido Key Beach are only few miles away. This rare free-standing, maintenance-free villa in the Strathmore community features 1 bedroom, a den, and 1 bathroom with many recent upgrades. In 2023, hurricane-impact, double-pane insulated windows were installed, along with new hurricane-impact front and back doors. The HVAC system was replaced in 2024, and all water lines have been re-piped with CPVC. The bathroom has been beautifully updated with grab bars, a built-in nook, bench seating, a new toilet, faucet, fixtures, and mirror. The kitchen has been refreshed with new LED ceiling lighting, freshly painted cabinets, and updated hardware. Additional improvements include new ceiling fans, blinds, curtain rods, and curtains throughout the home. The unit does not currently have a washer and dryer; however, the storage room under the carport could be converted into a laundry room with a stackable washer and dryer. Conveniently located just a few steps from the villa is the community laundry facility, where residents can use coin-operated washers and dryers. The low HOA fee covers water, sewer, internet, cable, trash, lawn care, landscaping, irrigation, roof repairs, exterior pest control, clubhouse access, community pool, and much more. Bobby Jones Golf Club is just minutes away, along with a nearby dog park and beautiful green spaces for walking, running, and biking. The community is conveniently located only 10 minutes from UTC Mall and downtown Sarasota, with easy access to shopping, dining, entertainment, and cultural attractions.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Gabriella Anastasakis (516-633-4019)
1141 MERLE WAY #14, SARASOTA, FL 34232
$210,000146 Days on yellowkey MLS ID: TB8470330
REDUCED by $10,000 (4.5%) on 04/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1500 Built: 1974 Tax: $2,581 (2025)Community: Glen Oaks Ridge Villas 1Villa
Taxes:$2,581
Elementary School: Tuttle Elementary
Remarks: SELLER CONCESSION** SELLER IS OFFERING 1K TOWARDS CLOSING COSTS IF BUYER USES PREFERRED LENDER. As you step into 1141 Merle Way, you’re welcomed into a bright and comfortable living space designed for easy everyday living. The home has been thoughtfully maintained and updated, with fresh interior paint completed in 2021, giving it a clean and inviting feel throughout. The layout flows effortlessly from the living room into the kitchen and dining area, creating a functional and open atmosphere. The kitchen has been upgraded with new cabinetry and Formica countertops that were redesigned and shortened to improve both movement and usability. Brand-new LG fluorescent lighting enhances the space, making it bright and practical for daily cooking and entertaining. Automatic shades in the living room, kitchen, dining area, and bedroom provide added convenience and light control at the touch of a button. Moving through the home, you’ll find a comfortable bedroom with new blinds installed in 2025, providing privacy and a fresh, updated look. The bathroom has been thoughtfully renovated to include a walk-in sit-in tub, offering both comfort and accessibility. Hurricane-rated doors add peace of mind, while a sensor light outside enhances safety and security. Recent upgrades continue outside the home, including new gutters installed in 2025. The property is located in a welcoming 55+ community known for its friendly atmosphere and well-maintained amenities. Residents enjoy access to a clubhouse, workout center, pool, and outdoor shower, as well as nearby nature trails and close proximity to three golf courses. With easy access to Honore Avenue via 17th Street, the location provides a perfect balance of tranquility and convenience. HOA INCLUDES exterior maintenance, water, sewer, cable, and amenities This home offers a comfortable, low-maintenance lifestyle, ideal for those looking to enjoy Sarasota living with ease.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Rotosha Cormier (941-210-2062)
4877 VILLAGE GARDENS DR #193, SARASOTA, FL 34234
$199,0006 Days on yellowkey MLS ID: A4696704
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1197 Built: 1982Monthly Fee: $530 Tax: $2,948 (2025)Community: Village Gardens Ph 3Spa: NoVilla
Taxes:$2,948
Remarks: Virtually Staged. Welcome to easy Sarasota living in the desirable Village Gardens community! This beautifully maintained two-bedroom, two-bath villa offers a combination of comfort, convenience and low-maintenance living in an unbeatable location. Go inside to discover soaring ceilings, abundant natural light, fresh interior paint, and new plush carpeting that create a bright and inviting atmosphere throughout. The spacious floor plan features an open living and dining area, while the in-unit washer and dryer provide everyday convenience. Enjoy your morning coffee or unwind in the evening on the covered and screened lanai, surrounded by lush, mature landscaping that enhances the peaceful setting. Hurricane-impact windows, with exception of the sliding glass doors, provide added protection and peace of mind, while your private covered carport offers convenient parking near your front door. Village Gardens residents enjoy an active lifestyle with exceptional amenities including a community pool, clubhouse, tennis and pickleball courts, and bocce ball. Best of all, exterior landscaping maintenance is included in the HOA fee, allowing you to spend more time enjoying everything Sarasota has to offer. Ideally just minutes from SRQ Airport, Ringling College of Art & Design, Indian Beach, downtown Sarasota, and the University Town Center (UTC) shopping and dining district, this villa places world-class beaches, cultural attractions, restaurants and entertainment within easy reach. Whether you're seeking a year-round residence, seasonal retreat or investment opportunity, this move-in ready villa is must-see. Schedule your private showing today and experience the charm and convenience of Village Gardens for yourself.
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
1020 23RD ST, SARASOTA, FL 34234
$465,00018 Days on yellowkey MLS ID: A4695931
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 856 Built: 1954 Tax: $4,267 (2025)Community: Sylvan ShoresSpa: NoSingle Family
Taxes:$4,267
Remarks: TAKE A STROLL back in time to "OLD FLORIDA" and land in an incredible location WEST of N. Trail in RINGLING PARK! What a fabulous, and WELL PRESERVED home complete with a large fenced back yard, private driveway and carport. You will fall in love with the beautiful, Terrazzo Floors accented by 1950's interior architectural features such as arched vestibules and Plaster Cove Ceilings. This is a 2 bedroom bungalow with a front and rear porch, ample size living room, fabulous Florida room and a large laundry room. Updates include a new kitchen and updated bathroom, almost new HVAC, updated 150 amp electric panel, all 20 windows have been updated with tilt in, single pane windows, Terrazzo floors updated and new LPV flooring in the Florida room. This Fantastic home is a great opportunity! $465,000
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Scotty Ledford (941-400-7360)
2647 SYDELLE ST, SARASOTA, FL 34237
$699,00026 Days on yellowkey MLS ID: A4695270
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1856 Built: 1954 Tax: $1,295 (2025)Community: Paver Park Estates 1St AddSpa: YesSingle Family
Taxes:$1,295
Elementary School: Alta Vista Elementary
Remarks: Welcome to Paver Park Estates, one of Sarasota's fastest-growing and most sought-after neighborhoods, where modern renovations meet an unbeatable location. Just minutes from Downtown Sarasota, Sarasota Bay, Payne Park, and the Legacy Trail, this beautifully renovated 4-bedroom, 2-bath residence offers approximately 1,850 square feet of thoughtfully designed living space in the heart of the city. Completely transformed with extensive updates throughout, the home features a bright, open-concept floor plan highlighted by luxury vinyl plank flooring, recessed lighting, impact-rated windows, and a stunning shaker-style kitchen designed for both everyday living and entertaining. The kitchen boasts quartz countertops, a large center island, custom tile backsplash, and a full suite of Frigidaire appliances. The spacious primary and guest bathrooms have been tastefully updated with custom tile work, quartz countertops, and premium rain shower fixtures, creating a spa-like atmosphere. Additional improvements include shaker-style interior doors, updated lighting and ceiling fans, a new HVAC system with all-new ductwork, upgraded electrical service with underground power, and numerous modern finishes throughout. Step outside to your private backyard retreat featuring a newly constructed saltwater pool and spa, providing the perfect setting for relaxing, entertaining, or enjoying Sarasota's year-round sunshine. Located less than a mile from Downtown Sarasota, residents can easily bike or walk to the city's vibrant dining, shopping, arts, and cultural attractions, including the Sarasota Opera, Marina Jack, Bayfront Park, and countless restaurants and boutiques. The world-renowned beaches of Siesta Key and Lido Key are only a short drive away. Surrounded by new construction homes and luxury redevelopment, Paver Park continues to emerge as one of Sarasota's most exciting neighborhoods, making this property an exceptional opportunity for full-time residents, seasonal owners, or investors seeking a prime location with strong long-term upside.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Randy Fallon (941-321-0997)
1155 N GULFSTREAM AVE #401, SARASOTA, FL 34236
$2,649,00071 Days on yellowkey MLS ID: A4689843
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2625 Built: 2017 Tax: $19,431 (2025)Community: Vue Sarasota BaySpa: NoCondo
Taxes:$19,431
Remarks: Iconic bay views. Elevated design. Exceptional downtown living. A rare bayfront offering, this residence presents over 2,600 square feet of refined living within one of the building’s most coveted floor plans. The sophisticated 3-bedroom plus den layout is defined by scale, light, and uninterrupted connection to the bay, where sweeping marina vistas and cinematic sunsets create an ever-changing backdrop to daily living. Walls of 10-foot floor-to-ceiling glass dissolve the boundary between interior and exterior, opening to an expansive 10’ x 34.5’ terrace designed for elevated entertaining. Clean architectural lines, contemporary finishes, and curated designer selections establish a calm yet refined modern aesthetic throughout. The chef’s kitchen is both sculptural and functional, featuring Nolte cabinetry, quartz countertops, a dramatic waterfall-edge island, induction cooktop, built-in convection ovens, and a 42” French door refrigerator—crafted for effortless entertaining and everyday luxury. Each bedroom is a private ensuite retreat, appointed with upgraded porcelain tile flooring and custom vanities. The primary suite is distinguished by its sense of separation and scale, offering a dedicated dressing area, generous walk-in closets, and a spa-inspired bath with dual vanities and an oversized walk-in shower. Refined details elevate the residence further, including a private elevator foyer entry, impact-rated glass, LED illumination, and two deeded secure garage parking spaces. Residents enjoy a resort-caliber lifestyle with a thoughtfully designed amenity collection, including a beautifully appointed pool and spa area with high-end grilling stations, state-of-the-art fitness center, elegant club lounge, concierge services, valet, EV charging, and a vibrant calendar of social programming. Perfectly positioned in the heart of downtown, moments from the marina, theaters, fine dining, galleries, Whole Foods, and the farmers market, this residence offers a rare synthesis of sophistication, convenience, and elevated bayfront living.
Listing Agent: Marci Mcfarland (941-961-3390)
4528 LONGWATER #35, SARASOTA, FL 34235
$210,00068 Days on yellowkey MLS ID: A4690305
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 676 Built: 1979 Tax: $2,125 (2025)Community: Longwater Chase / The MeadowsSpa: NoCondo
Taxes:$2,125
Remarks: This beautiful ground-floor end-unit 1-bedroom, 1-bath condo offers the perfect blend of comfort, privacy, and stunning views. Step inside to a bright, spacious living and dining area that feels warm and inviting. The living space opens directly onto a serene screened lanai overlooking the lush fairways of The Meadows golf course, an ideal spot for morning coffee or peaceful sunsets. The generous bedroom includes a large walk-in closet for excellent storage. Nestled in the desirable Longwater Chase community, this home places you right in the heart of The Meadows, surrounded by miles of scenic walking and biking trails, access to the outstanding amenities at The Meadows Country Club, offering something for every lifestyle, and just steps away from the community pool, tennis courts and fitness center. You're also just minutes from Sarasota's world-famous beaches, vibrant cultural scene, fine dining, entertainment, and shopping. Plus, the bustling Mall at University Town Center is only a relaxing 20-minute walk away. Don't miss this opportunity to own your own slice of paradise and enjoy the very best of Florida living in The Meadows.
Listing Agent: Jason Moore (941-735-0028)
5023 VILLAGE GARDENS DR #29, SARASOTA, FL 34234
$230,00099 Days on yellowkey MLS ID: A4686540
REDUCED by $9,000 (3.8%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 966 Built: 1981Monthly Fee: $530 Tax: $1,942 (2025)Community: Village Gardens Ph 1Spa: NoVilla
Taxes:$1,942
Remarks: Move-in ready and not impacted by recent storms, according to the owner. In the desirable Village Gardens community, this beautifully updated home is set within a lush, park-like environment with mature tree canopy and exceptional recreational amenities. Residents enjoy access to a heated pool, pickleball and tennis courts, and an active clubhouse. Ideally just north of downtown Sarasota and minutes from the University Parkway corridor, providing convenient access to Sarasota-Bradenton International Airport, UTC Mall, Interstate 75, and renowned cultural destinations including Ringling Museum of Art & Design, Asolo Theatre, Sarasota Ballet, Ringling College of Art & Design and USF. This rare Palm model features a screened-in Florida room, making it one of the larger floor plans in the community. The home was extensively updated in 2023 with new electrical, renovated baths, an updated kitchen, new flooring, baseboards and fresh interior paint, creating a modern and inviting interior. Additional improvements include a paver patio added in 2025, ideal for outdoor relaxation. Inside, the home offers a welcoming foyer entry, a spacious great room with vaulted ceilings and clerestory windows. The kitchen has been renovated with beautiful cabinets, countertops and backsplash. The primary suite includes a walk-in shower, and direct access to the Florida room. The second bedroom has plenty of room and the guest bath includes a tub for soaking. An interior utility room offers additional storage along with a washer and dryer. Additional highlights include roof replaced in 2014 and air conditioner approximately 6–8 years old The HOA covers exterior maintenance and the roof, providing low-maintenance living in one of Sarasota’s charming and convenient communities. A rare opportunity to enjoy easy Florida living in a beautifully maintained neighborhood so move right in!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Jaci Krawtschenko (941-284-3789)
205 GOLDEN GATE PT #401, SARASOTA, FL 34236
$990,000124 Days on yellowkey MLS ID: A4683357
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1535 Built: 1996Monthly Fee: $1,000 Tax: $11,511 (2025)Community: ToscanoSpa: NoCondo
Taxes:$11,511
Remarks: This penthouse residence captures the essence of Golden Gate Point lifestyle, where refined elegance meets effortless coastal living. Located on the fourth level, the home blends authentic Southern European architecture with sophisticated contemporary design. Soaring ceilings, crown molding, and abundant natural light enhance the open-concept layout, creating an inviting setting ideal for both everyday living and entertaining. The expansive great room opens seamlessly to a balcony showcasing partial views of Sarasota Bay, city skyline exposure, and captivating bridge vistas. The beautifully appointed kitchen is designed for both style and function, featuring upgraded Bosch appliances, Italian LUBE cabinetry with generous storage, and a layout that flows effortlessly into the dining and living areas. Additional highlights include new flooring, built-in shelving, blackout shades, and a gas fireplace accented with glass stones. A full-size laundry room with cabinetry and sink adds convenience and practicality. The spacious owner’s suite opens to a private balcony and offers tranquil views of downtown Sarasota and the bay, creating a serene retreat day or night. The guest bedroom is equally inviting, featuring natural light and thoughtful storage. This residence also includes two secure, gated, deeded parking spaces and a private storage room. Set within Toscano, one of Golden Gate Point’s most intimate and well-built boutique buildings, this residence offers an exceptional location close to downtown Sarasota’s world-class dining, cultural venues, marina access, bayfront parks, and the white sand beaches of Lido Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Mimi Kruk (941-587-5188)
1750 BENJAMIN FRANKLIN DR #10G, SARASOTA, FL 34236
$1,175,000142 Days on yellowkey MLS ID: A4680259
REDUCED by $25,000 (2.1%) on 04/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1548 Built: 1970 Tax: $9,085 (2025)Community: Key Tower SouthCondo
Taxes:$9,085
Remarks: ****There is nothing left to do. Nothing to imagine. Completed in 2022, everything has been upgraded and transformed into the most modern luxury. This high-floor corner residence on Lido Beach in the Key South Tower building has been completely transformed—from ceilings to floors—into a home where every high-end creature comfort is already in place and water views unfold from every window. The building is so modern, so perfectly updated and completed that it even has its own hurricane/surge protection system surrounding the building-- unique and impressive. You must see this condo's extraordinary views in day and at night!!! ****Panoramic vistas stretch across the Gulf of Mexico, Sarasota Bay, the Ringling Bridge, and downtown Sarasota, creating a constantly shifting backdrop of light, water, and skyline. Set within a Lido Beach building that has already been elevated to the highest modern building standards, this residence offers peace of mind. The HOA’s abundant reserves reinforce the sense of security -- owners love living here. Inside, porcelain tile flows throughout, complemented by all-new ceilings and modern lighting that set a sophisticated, contemporary tone. ****The kitchen is both elegant and functional, featuring abundant new wood cabinetry, quartz countertops, and new appliances—designed for everything from casual mornings to elevated entertaining. The primary suite is a private sanctuary, framed by water views and finished with the finest luxury tile. It offers a walk-in closet, an ensuite bath with a walk-in shower, and thoughtful storage. The guest suite is equally impressive, with new tile, a walk-in closet, and beautiful views of the Intracoastal Waterway and downtown Sarasota. Spacious enough for a king bed, it also features its own walk-in shower, making it ideal for guests who appreciate comfort and privacy. ****Beyond the residence, Key Tower South has been fully reimagined, with the lobby and common areas completely renovated in 2025. Residents enjoy 220 feet of private Gulf frontage, a heated beachfront pool, expansive sundeck, direct beach access, saunas, a fitness room, library, bike storage, and on-site management—resort-level amenities without the crowds. ****This is not simply a condo. It is a fully realized beachfront lifestyle—elegant, effortless, and complete. Call now for a private showing. Prefer to experience it from afar? Drone footage and immersive fly-throughs are available.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Meredith Van Vaals (612-716-4784)
1156 COCOANUT AVE, SARASOTA, FL 34236
$2,017,000146 Days on yellowkey MLS ID: A4680261
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2882 Built: 2024 Tax: $13,113 (2025)Community: Boulevard Add To SarasotaSpa: NoSingle Family
Taxes:$13,113
High School: Riverview High
Remarks: Own a Sarasota Bay view home today. Introducing 1156 Cocoanut Avenue, a newly built modern residence that delivers bold architecture, refined finishes, and effortless urban living in the heart of Sarasota. Designed for today’s lifestyle, this striking home blends clean lines, open spaces, and elevated craftsmanship into a seamless expression of contemporary luxury. The home features five bedrooms and four bathrooms across 2,882 square feet. You are greeted by large-format, marble-look tile throughout the first floor for a seamless, elegant flow. From the moment you arrive, the home’s sleek exterior and architectural presence make a powerful first impression. Inside, light-filled interiors unfold with expansive open-concept living areas, high ceilings, and thoughtfully selected finishes that feel both high end and inviting. The Gourmet chef’s kitchen is equipped with top-of-the-line Café appliances featuring elegant gold accents, premium cabinetry, and seamless Calcutta quartz countertops throughout the home. The waterfall center island seats 6 comfortably, ideal for family meals, casual gatherings, or hosting large dinner parties. The layout is ideal for modern living—entertaining, everyday comfort, and stylish retreat. Having two spacious living rooms, one on each floor, offers versatile entertaining or relaxed family time. The primary suite is a true retreat with a spa-style bath, soaking tub, walk-in shower, and generous his-and-hers closets. Large-format tile flooring, energy-efficient construction, a two-car garage, and modern architectural details enhance both form and function. Outdoors, a private resort-style backyard awaits with a custom Pebble Tec pool, covered patio with tongue-and-groove ceiling plus stylish full summer kitchen, and a fully fenced lot with rear alley access for added privacy and ease. Additional features include a 2-car garage, energy-efficient design, and modern architectural finishes that emphasize comfort and style. Every element has been intentionally curated to reflect quality and design-forward living, creating a home that feels fresh, refined, and effortlessly functional. Ideally located in Sarasota’s sought-after downtown corridor, near Sarasota’s vibrant downtown, you’re just moments from the Rosemary District, world-class dining, art galleries, theaters, shopping, and the city’s renowned cultural scene. Enjoy quick access to the waterfront, marinas, and Sarasota’s award-winning beaches, all while being tucked into a rapidly growing and highly sought after neighborhood. You are just steps from the Bay and the Van Wezel through the beautiful Pioneer Park path. This is a rare opportunity to own a newly built modern home in one of Sarasota’s most dynamic locations. Schedule your private showing today and experience the lifestyle waiting for you! Would also make an excellent Airbnb. Call today for a showing!
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Desiree Doggett (941-900-6380)
1750 BENJAMIN FRANKLIN DR #9F, SARASOTA, FL 34236
$1,500,000197 Days on yellowkey MLS ID: A4674543
REDUCED by $100,000 (6.3%) on 04/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 2035 Built: 1970 Tax: $9,743 (2024)Community: Key Tower SouthCondo
Taxes:$9,743
Remarks: Forever yours the unobstructed views of Sarasota Bay, Ringling Bridge and the Skyline of the City of Sarasota. Sip your morning beverage while watching the boats go by or dinner and the evening lights of the City. Beyond $200,000 has been invested to create this thoughtfully redesigned condo in floor to ceiling renovations to create this masterpiece with custom recessed lighting, porcelain flooring throughout, waterfall effect of quartz counters, contemporary sleek cabinetry designed kitchen, European spa-inspired Bathrooms designs and plumbed for your personal washer/dryer. Enjoy 2035 square feet of contemporary luxury in this light-filled 2-bedroom, 2-bath condominium with a versatile flex room currently used as a bedroom at Key Tower South directly on the soft quartz sands of the Gulf of Mexico on Lido Key. Expansive impact windows frame daily sightings of dolphins, seabirds, and shimmering water. Spa-inspired bathrooms feature premium fixtures. The open-concept floor plan offers excellent flow for entertaining or relaxed everyday living, enhanced by abundant storage and a flexible den ideal for a home office, 3rd bedroom or guest space. The building has recently undergone updates to its common areas, adding a fresh, modern aesthetic that complements the residence. Residents enjoy true beachfront living on Lido Key with immediate access to white sandy beaches and scenic waterfront walks. Just minutes away, St. Armands Circle offers world-class dining, boutique shopping, and vibrant coastal culture. This is a rare opportunity to own a luxury waterfront condo in Sarasota, perfectly positioned for both full-time living and seasonal enjoyment. Furnishings included with a few personal exceptions. Washer / Dryer hookup in the hall closet is ready for use.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Midge Mccarthy (941-809-3800)
301 JACKSON DR, SARASOTA, FL 34236
$2,790,000119 Days on yellowkey MLS ID: A4683209
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2028 Built: 1951 Tax: $20,382 (2025)Community: Saint Armands Div John Ringling EstatesSpa: NoSingle Family
Taxes:$20,382
Remarks: Welcome to your private coastal sanctuary just moments from the powder-soft sands of Lido Beach and a short stroll to iconic St. Armands Circle. Perfectly positioned in one of Sarasota’s most coveted locations, this stunning residence captures everything buyers dream about when they imagine luxury living by the gulf. From the moment you arrive, lush tropical landscaping and swaying palms frame a beautifully maintained property that feels both secluded and inviting. The expansive paver drive and manicured lawn create a grand first impression, while mature greenery provides privacy rarely found this close to the beach. Inside, the home blends refined elegance with relaxed island charm. Sunlight pours through plantation-shuttered windows, illuminating spacious bedrooms designed for comfort and style. The primary suite is a tranquil retreat with soft coastal tones and garden views, while the guest rooms are thoughtfully appointed to accommodate family and visitors with ease. Every space feels bright, airy, and curated for effortless living. The bathrooms are nothing short of spa-worthy. Floor-to-ceiling tile, frameless glass showers, custom vanities with stone countertops, dual sinks, and elegant fixtures create a luxurious experience that rivals high-end resorts. Thoughtful details like recessed niches, designer mirrors, and soft lighting elevate each space. Step outside and the property truly comes to life. The private backyard oasis is designed for unforgettable gatherings and serene relaxation alike. A sparkling pool is surrounded by expansive decking, lounge seating, and tropical landscaping that transforms the space into your own secluded resort. String lights overhead add ambiance for evening swims, while shaded seating areas invite long afternoons under the palms. The fenced yard enhances privacy, creating a rare sense of retreat just minutes from everything. And the location — simply exceptional. Imagine morning walks to Lido Beach, sunset cocktails at St. Armands Circle, boutique shopping, award-winning dining, boating, and downtown Sarasota’s vibrant arts scene all just moments from your front door. Homes in this location with this level of finish and established rental success are incredibly rare. Whether you are searching for a luxury island residence, a sophisticated vacation retreat, or a high-performing investment property with proven appeal, this home delivers on every level. Offered in pristine condition and designed for both comfort and entertaining, it embodies the very best of coastal Florida living. This is more than a home. It is the St. Armands lifestyle — elevated, private, and unforgettable.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Christy Travis (941-545-5284)
1212 CENTER PL, SARASOTA, FL 34236
$5,695,000169 Days on yellowkey MLS ID: A4676921
Bed: 5 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4807 Built: 2024Monthly Fee: $42 Tax: $19,996 (2024)Community: Lido CSpa: YesSingle Family
Taxes:$19,996
Remarks: In a market where building a custom home can take years, this recently completed residence offers something increasingly rare: the opportunity to move immediately into a new home in one of Sarasota's most coveted beachside neighborhoods. Located just moments from the private Lido Shores beach access, the home was thoughtfully designed for modern coastal living, blending clean architectural lines, expansive walls of glass, and seamless indoor-outdoor spaces. Every detail has already been completed, allowing the next owner to enjoy the benefits of new construction without the uncertainty, delays, and escalating costs associated with building today. The heart of the home is a beautifully appointed kitchen featuring Thermador appliances, custom Italian cabinetry, and an oversized island that naturally serves as the gathering place for family and guests. Open-concept living and dining spaces connect effortlessly to the pool, spa, and outdoor entertaining areas, creating a home equally suited for everyday living and large-scale entertaining. All five bedrooms feature en-suite baths, providing privacy and comfort for both owners and guests. The primary suite serves as a private retreat, complete with spa-inspired finishes and a tranquil connection to the surrounding outdoor spaces. Above it all, an expansive rooftop terrace captures spectacular sunset views toward the Gulf of Mexico—a rare feature that provides an additional layer of outdoor living and entertaining space seldom found in the neighborhood. Completed in 2024 by Seaward Homes, the residence is equipped with smart-home technology, custom closets, premium finishes, and the level of quality expected in a newly built luxury home. Lido Shores remains one of Sarasota's most sought-after waterfront communities, offering private beach access and an unmatched location between St. Armands Circle, Downtown Sarasota and Longboat Key. Residents enjoy convenient access to award-winning restaurants, cultural attractions, marinas, and some of the region's finest waterfront amenities. For buyers seeking new construction in Lido Shores, opportunities are exceptionally limited. This is a chance to enjoy the benefits of a brand-new residence today rather than waiting years for one to be built.
Listing Agent: Steven Moore (401-767-7180)
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