Location: Sarasota , 34236
Do Not Show Listings
435 S GULFSTREAM AVE #1103, SARASOTA, FL 34236
$635,00057 Days on yellowkey MLS ID: A4688618
REDUCED by $30,000 (4.5%) on 05/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972 Tax: $8,550 (2025)Community: Regency HouseSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,550
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Elevated PENTHOUSE living with breathtaking views. Ready to skip the renovations and some carrying costs? This 11th-floor penthouse-level gem at Regency House is officially “THE ONE”. Spanning 1,424 SF of bright, open space, this 2-bed, 2-bath residence trades dark corners for floor-to-ceiling glass that frames Sarasota Bay and the Ringling Bridge like a living gallery. Inside, a clean, neutral palette creates a move-in-ready aesthetic that complements a variety of design styles. The designer kitchen featuring custom cabinetry and stone surfaces flows effortlessly into an open-concept living area anchored by a custom electric fireplace, perfect for sunset hosting. Retreat to a spacious primary suite with tranquil water views, complemented by a well-sized secondary bedroom ideal for guests or a home office. Both bathrooms have been tastefully updated. A new in-unit washer and dryer add everyday convenience, along with additional in-unit storage closets. Enjoy maintenance-free living with a professional on-site manager and 24-hour concierge, dedicated covered parking, heated community pool and fitness center, club room, and an active social calendar. Ideally positioned on the quiet edge of downtown Sarasota, this residence offers a true world-class lifestyle just moments from Marina Jack, boutiques of Palm Avenue, Opera and Theatre, Whole Foods, and the botanical beauty of Selby Gardens. Whether it's a morning walk through Bayfront Park or a quick drive over the bridge to St. Armand's Circle and Lido Beach, the best of the Gulf Coast is quite literally at your doorstep. Celebrate ease of ownership and peace of mind; in an era where buyers are cautious about condo buildings, Regency House stands apart as a solid choice. This building has completed the Milestone Inspection and Structural Integrity Reserve Study and maintains healthy reserves. To make your transition entirely frictionless, the seller will pay the Special Assessment for the upgraded pool.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Dana Cook Westmark (941-356-5091)
290 N WASHINGTON DR, SARASOTA, FL 34236
$6,945,000366 Days on yellowkey MLS ID: A4652926
REDUCED by $5,000 (0.1%) on 05/26/2026
Bed: 5 Bath: 5.0 Gar: 6 Liv Area Sq Ft: 6799 Built: 2008 Tax: $78,313 (2024)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$78,313
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: A boater's dream and RARE opportunity—One of just 39 homes on this EXCLUSIVE side of St. Armands Circle offering -DIRECT GULF ACCESS- NO FIXED BRIDGES - and NO OBSTACLES. True deep-water dockage that comfortably accommodates a vessel over 60 feet. Enjoy full waterfront views of Sarasota Bay and the iconic downtown Sarasota skyline from every north-facing room in this home. This stunning, gated waterfront estate showcases the timeless elegance of Mediterranean architecture, blending classical design with refined coastal living. Expertly engineered with solid poured concrete walls reinforced by structural steel beams, this residence offers unmatched strength, integrity, and long-term value—an ideal foundation for both luxury and peace of mind. This Venetian-inspired estate is a rare architectural masterpiece, showcasing meticulously hand-applied Venetian plaster walls that exude artisan-crafted elegance—both refined and truly one-of-a-kind. The home features unmatched fit and finish throughout the entire residence. The primary floor of this home is thoughtfully designed for seamless living and exceptional entertaining value. Take in full waterfront views of Sarasota Bay and the downtown skyline while preparing a meal in the master-crafted kitchen or relaxing on the expansive waterfront veranda. The kitchen is an authentic showpiece and a true chef’s dream, featuring professional-grade appliances, a robust gas range with multiple burners, hand-carved cabinetry, and marble flooring throughout. This four-story home is equipped with a whole-house elevator for effortless access to each level. With an expansive extended garage, it’s ideal for car enthusiasts, offering multiple storage bays and additional space for organization. Looking for ease of maintenance? Enjoy the recently installed, top-of-the-line polymer turf surrounding the home. The luxury pool and spa features all brand new equipment and water heater, a premium-grade saltwater chlorination system, complete with full automation and water features. Delivering crystal-clear water and low-maintenance convenience. St. Armands Circle is one of Sarasota’s most coveted and prestigious addresses. This home's premier location places you just steps from Lido Beach. Frequent festivals, classic car shows, and seasonal events make the area lively year-round. Choose from gourmet restaurants, boutique shops, and family-friendly activities as you stroll the Circle. Downtown Sarasota’s theaters, museums, and fine arts venues are just a short drive away. For golf enthusiasts, this home is minutes from The Longboat Key Club—one of Sarasota’s most prestigious private clubs. The club features 45 holes of championship golf across two beautifully maintained courses and a full-service, resort-style experience including a world-class tennis center, private beach, deepwater marina slips, full-service spa, upscale dining, and an active calendar of social events.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Allen Smith, Iv (407-460-1564)
800 N TAMIAMI TRL #815, SARASOTA, FL 34236
$975,000141 Days on yellowkey MLS ID: A4676300
REDUCED by $50,000 (4.9%) on 05/15/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1323 Built: 2007Monthly Fee: $1,328 Tax: $10,115 (2025)Community: AlinariSpa: YesCondo
Taxes:$10,115
Elementary School: Alta Vista Elementary
High School: Booker High
Remarks: Immerse yourself in the vibrant energy of Sarasota’s coveted Rosemary District, where an inspired coastal lifestyle unfolds just beyond your doorstep. Perfectly positioned, moments from The Bay Sarasota and The Quay Sarasota, this residence offers effortless access to the city’s most exciting transformation – lush bayfront greenspaces, scenic walking paths, a new pier, and curated waterfront experiences including free concerts, yoga, and even a kayak launch. Right at your doorstep you will discover a dynamic collection of Rosemary District café’s, acclaimed restaurants, artisan bakeries, and boutique shops, all contributing to a walkable, cultured, and endlessly engaging lifestyle. From morning rituals to sunset dinners along the bay, this residence, set within Alinari at Rosemary Place, invites you to experience Sarasota at its finest. Framed by breathtaking true full water frontage views that stretch across Sarasota Bay and beyond, this beautifully redesigned two-bedroom, two-bath residence captures unobstructed westerly vistas from its highly desirable eighth-floor position in the south tower, where natural light pours in and sunset gazing becomes a daily ritual. The interiors have been thoughtfully re-imagined with a clean, modern aesthetic, featuring wide plank luxury flooring, quartz surfaces, new modern fixtures, and a cohesive move-in ready design. The open layout enhances the connection to the water, while a rare walk-in laundry room and additional flex storage space add everyday convenience. The primary suite offers a serene retreat with a walk-in closet and a well-appointed, fully customized en-suite bath, while the second bedroom is equally versatile for guests or a home office – each space sharing in the residence’s captivating views. Alinari presents a refined residential experience with amenities beyond expectation. Enjoy the privacy of a 3rd floor Olympic length pool and deck where recreation and relaxation can easily be found. The state-of-the art fitness center, modern and fully upgraded theater, business center, guest suites, game room, gated entry garage, 24-hour concierge and on-site security, are just a small sample of Alinari features and lifestyle. Unique to the property you will enjoy a beautifully landscaped 35,000 sq ft gated recreational space that is for the exclusive enjoyment of Alinari owners and their pets. With strong reserves, no current assessments, and elevated construction in Flood Zone X, the building offers peace of mind and enduring value. Complete with two garage parking spaces and climate-controlled storage, this residence is a rare opportunity to enjoy downtown Sarasota living at the intersection of culture, convenience, and sweeping waterfront beauty.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Moriah Taliaferro (941-504-9910)
440 MEADOW LARK DR, SARASOTA, FL 34236
$11,300,000246 Days on yellowkey MLS ID: A4666605
1 Days Off yellowkey (back on 5/12/2026)
Bed: 4 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 6880 Built: 2023Monthly Fee: $110 Tax: $82,533 (2024)Community: Bird Key SubSpa: YesSingle Family
Taxes:$82,533
Middle School: Brookside Middle
Remarks: A breathtaking fusion of architectural brilliance and design sophistication, 440 Meadow Lark Drive is arguably the finest residence ever constructed in Sarasota. Envisioned by the masterful minds of architect Clifford Scholz and Voigt Brothers Construction, this custom estate is a testament to elevated living where no detail has been spared. From the moment you approach the bespoke exterior elevations, crafted to distinguish with striking individuality you realize this is not merely a home, but a work of art. Step inside to discover nearly 7,000 square feet of flawlessly curated interiors where each room tells a story. Italian oak floors, Gucci, Phillip Jeffries, and Holly Hunt wallpapers, and SAWW’s custom cabinetry set the tone for refined elegance. Every room is inspired by the glamor of Kelly Wearstler’s Hollywood Regency style and brought to life by renowned designer Christiana Engert, while the entire home functions as a smart residence, seamlessly blending intuitive technology with timeless luxury. At the heart of the home, the kitchen is both showpiece and workspace, featuring Dolomite marble counters with protective tough-skin, double dishwashers, Wolf, Sub-Zero, and Miele appliances, and a hidden pantry with display cabinetry, wine chiller, and artwork. The adjacent morning room is perfect for casual lounging, complete with custom cabinetry and a discreet TV. The living room exudes warmth with a Nero Marquina marble gas fireplace, generous seating, and captivating water views, while the dining room stuns with a one-piece luxe side table and a dramatic custom chandelier. Entertain effortlessly in the media room with surround sound, three TVs, and a custom bar. An adjacent butler’s pantry includes an additional refrigerator, washer/dryer, dishwasher, and concealed storage. The 1400+ bottle wine cellar is a masterpiece unto itself. With custom artistic designs, backlit lighting, and a commercial capacity cooling system, the one-of-a-kind space is perfect for the most discerning collector. The primary suite is a sanctuary of indulgence with hand-painted wallpaper, sweeping waterway views, and his-and-her closets with exquisite built-ins, chandelier, a marble island, and boutique-style jewelry displays. The spa bathroom features gold-leaf inspired tile, dual vanities, and indoor and outdoor showers. Ascend the single-piece staircase to the upper level, where guest suites are equally impressive with vaulted ceilings, en-suite baths, and private access to the second-floor entertainment terrace. A loft with clerestory windows, serving bar, and hidden storage provides flexibility as a guest lounge, office, or retreat. A separate-access guest suite doubles as an office or bonus room, with its own bath and dramatic architectural lines. Outdoors, resort-level amenities await. The lanai offers seamless indoor-outdoor flow through oversized sliders, a full outdoor kitchen, fireplace, and multiple seating areas beneath tongue-and-groove ceilings. Limestone pavers surround a saltwater pool and spa designed for comfort and elegance, while a 20,000 lb boat lift and 7,000 lb deck lift for kayaks or paddleboards make this an ideal waterfront escape. Stunning privacy landscaping by Michael A. Gilkey ensures serenity across the grounds. With concrete walls on both levels, an 8-inch concrete slab second floor, full-house generator, whole-house water softener, and natural gas, this estate combines enduring structure with breathtaking beauty.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Keith Redding (941-894-4216)
800 BENJAMIN FRANKLIN DR #607, SARASOTA, FL 34236
$950,000224 Days on yellowkey MLS ID: A4669063
REDUCED by $50,000 (5.0%) on 05/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1150 Built: 1978 Tax: $11,434 (2024)Community: Lido AmbassadorSpa: NoCondo
Taxes:$11,434
Remarks: Experience the best of beachfront living at Lido Ambassador with this rarely available 6th-floor residence, lovingly maintained by long-time owners and offering captivating Gulf views, impact-rated windows and sliders, and endless potential to personalize. Perfectly situated on the sandy shores of Lido Beach and just moments from world-famous St. Armands Circle, this condo offers the ideal balance of coastal tranquility and vibrant Sarasota living. This two-bedroom, two-bath unit features a desirable split floor plan, open living/dining area, and a private balcony where you can soak in breathtaking sunset views, sea breezes, and the ever-changing colors of the coastline. Meticulously cared for over the years, this home is move-in ready or the perfect canvas to update to your personal style. The spacious primary suite offers ample closet space and an en-suite bath, while the guest bedroom and bath provide a private retreat for visitors. Natural light, a thoughtful layout, and the overall condition reflect the pride of ownership throughout. Lido Ambassador is a well-managed community of just 74 residences, known for its pristine grounds and attentive upkeep. The Gulf-front heated pool and sun deck are currently undergoing a full renovation, soon to reopen better than ever, with a refreshed, resort-style atmosphere for residents to enjoy. Additional amenities include a fitness center, catering kitchen, private storage, and assigned covered parking. Steps from the Lido Beach Resort Tiki Bar and short distance of St. Armands Circle, Longboat Key, and the arts and culture of downtown Sarasota, this location is unmatched. Whether you’re seeking a coastal getaway, investment opportunity, or full-time residence, this 6th-floor unit delivers exceptional location, views, and value. Discover why Lido Ambassador is one of the most coveted addresses on Lido Key.
Listing Agent: Lindsay Nock (941-735-7005)
332 COCOANUT AVE #302, SARASOTA, FL 34236
$1,050,00010 Days on yellowkey MLS ID: A4694715
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1117 Built: 2021Monthly Fee: $631 Tax: $9,524 (2025)Community: 332 Cocoanut CondominiumCondo
Taxes:$9,524
Elementary School: None
High School: None
Middle School: None
Remarks: Condominium 332 Cocoanut delivers the ideal blend of modern downtown living and effortless convenience in Sarasota’s vibrant Rosemary District. Offered turnkey furnished, Residence 302 is a beautifully appointed two-bedroom, two-bath condominium designed for those seeking a stylish, low-maintenance lifestyle in the heart of the city. On the third floor, this residence enjoys one of the convenient locations in the building, near the rooftop pool deck and only moments from the elevator and assigned parking space, creating an ease of living rarely found in downtown condominium living. Built in 2021, 332 Cocoanut is known for its contemporary design, intimate feel and relatively low HOA fees. Inside, the residence features thoughtful finishes, modern lighting and an open-concept layout. The spacious primary suite offers a walk-in closet and a private bath, while the guest suite provides comfort and flexibility for visitors or a home office. Residents enjoy a rooftop pool and entertaining area with sweeping city views, all just outside the residence’s front door. In Sarasota’s rapidly evolving Rosemary District, you are surrounded by acclaimed restaurants, cafés, galleries, fitness studios and nightlife, while remaining just moments from Main Street, Sarasota Bayfront, The Bay Park, St. Armands Circle and Lido Beach. Whether you are seeking a full-time residence, seasonal retreat or downtown pied-à-terre, Residence 302 offers a rare opportunity to enjoy accessible luxury with exceptional everyday convenience.
Listing Agent: Gregg Center (941-266-1868)
620 RAWLS AVE, SARASOTA, FL 34236
$1,440,00074 Days on yellowkey MLS ID: A4686636
REDUCED by $55,000 (3.7%) on 05/26/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2300 Built: 2017 Tax: $11,066 (2025)Community: Townhomes/Orange ClubSpa: NoTownhouse
Taxes:$11,066
Remarks: Welcome to luxury urban living in the heart of downtown Sarasota. Located in the highly sought-after Townhomes of Orange Club, this stunning three-story residence offers approximately 2,300 square feet of thoughtfully designed living space just steps from the charm and culture of Burns Court. This beautifully appointed townhome features three spacious bedrooms, each with its own private ensuite bathroom, providing comfort and privacy for both residents and guests. A private elevator services all levels, seamlessly blending convenience with sophistication. Designed for both everyday living and entertaining, the home is crowned by an expansive rooftop deck—your own private retreat in the city—perfect for sunset gatherings, outdoor dining, or simply enjoying the vibrant downtown skyline. With its premier location, modern design, and rare rooftop living, this residence embodies the very best of Sarasota’s downtown lifestyle.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Samantha Jennen (941-321-6095)
800 BENJAMIN FRANKLIN DR #110, SARASOTA, FL 34236
$695,000121 Days on yellowkey MLS ID: A4680696
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1125 Built: 1978 Tax: $6,728 (2025)Community: Lido AmbassadorCondo
Taxes:$6,728
Remarks: It is rare to find a beachfront unit at this price that offers both a "designer" feel and total peace of mind. This ground-floor home stayed bone-dry during the recent storms—not a single drop of water made its way inside—which is a huge testament to the unit's placement. The interior is fully updated and shows true pride of ownership; you really won't have to do a thing here besides pack your bags and move in. The lifestyle here is hard to beat. You are less than 100 feet from the sand and the brand-new pool deck, making the beach feel like an extension of your living room. Because the building is right next door to the Lido Beach Resort, you can wander over for a sunset dinner or a casual lunch and truly feel like you’re living the resort life every day. Note: Unit is being sold mostly furnished. See the attached exclusion list for specific items not included. For those who love being outside, you’re in the heart of it all. You can walk to the boutiques at St. Armands Circle, kayak the mangrove tunnels at South Lido Park, or take the three-mile run over the bridge into downtown Sarasota. Between the "heavenly" sunsets and the unbeatable location, this really is a dream spot for the next owner.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Jessie Hayre (201-723-2847)
222 MORNINGSIDE DR, SARASOTA, FL 34236
$7,500,000141 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.
139 S WASHINGTON DR, SARASOTA, FL 34236
$14,950,000295 Days on yellowkey MLS ID: A4661401
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 7817 Built: 1936 Tax: $158,866 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$158,866
Remarks: Timeless Elegance, Effortless Living where HISTORY Meets MODERN LUXURY @ "Casa del Carnevale," an exquisite waterfront estate, situated in the prestigious St. Armands Key, the neighborhood of John Ringling Estates. This home seamlessly blends history with modern luxury, offering views of the Sarasota Waterway and Bay with a historic designation. Casa del Carnevale presents a rare opportunity to own an esteemed historical property. Offered for only the fifth time in its storied history, this exceptional estate combines Old World architectural charm with contemporary opulence. The home underwent an extensive renovation, with meticulous attention to detail and craftsmanship, utilizing top-tier materials and artisanship. Expanded from 4,000 to nearly 10,000 sq. ft. under roof, and featuring over 7,800 sq. f.t of air-conditioned space, Casa del Carnevale preserves its original charm while offering a reimagined layout that exceeds modern luxury standards. Set on three sprawling lots, 30,000+ square feet, the estate boasts 171 feet of waterfrontage, a private dock lift, a floating lift for jet skis and kayaks, and breathtaking views of Sarasota Waterway. The lush, meticulously designed tropical landscaping creates a private oasis that feels like you are walking in Selby Gardens on St. Armands. The residence includes five bedrooms and six and a half baths across two spacious levels with an elevator. Multiple terraces provide perfect outdoor retreats and entertaining areas, all complemented by stunning garden water vistas, a central courtyard, and an elegant 65' saltwater pool and spa with arched spraying fountains and iridescent glass tiles. Other luxury features include a three-car garage, elevator, nanny’s quarters, walk-in wine room, billiards room, office, and custom impact-glass arched windows designed to maximize unobstructed views. The chef’s kitchen boasts premium finishes, top-of-the-line appliances, a 5-Star La Cornue range and hood from France, featuring gas or electric ovens (kitchen art). Sub-Zero refrigerators, a Bosch dishwasher, a Miele microwave, a Miele built-in coffee machine, a stand-alone beverage refrigerator, and a stand-alone ice maker. Throughout the home, exposed beams, warm wood tones, natural stone, custom ironwork, Pecky Cypress wood throughout, and curated artwork create an inviting, sophisticated atmosphere. Offering furniture (negotiable under separate contract), and instant enjoyment to create everlasting memories, Casa del Carnevale is a rare and exquisite blend of history, elegance, and modern comfort on one of Sarasota’s most coveted waterfront estates. EASY TO SHOW. CASA DEL CARNEVALE IS A MUST-SEE IN PERSON TO FULLY APPRECIATE.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Judy Kepecz-Hays (941-587-1700)
111 S PINEAPPLE AVE #1204, SARASOTA, FL 34236
$2,950,000299 Days on yellowkey MLS ID: A4660919
2 Days Off yellowkey (back on 5/25/2026)
Bed: 3 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 2845 Built: 2019 Tax: $26,938 (2024)Community: Mark SarasotaSpa: YesCondo
Taxes:$26,938
Remarks: Rare penthouse offering at Mark Sarasota. 111 S Pineapple Ave. #1204 is a one-of-a-kind 12th-floor residence and the largest home in the building, offering 2,845 square feet under air and over 3,600 square feet of total living space including a spacious wraparound covered terrace with uninterrupted views of Sarasota Bay. From the moment you go inside, you’re greeted by 11-foot ceilings, double 8-foot entry doors, and expansive 10-foot impact-rated sliding glass doors that blur the line between indoors and out. Gleaming 24-inch white polished porcelain tile floors run throughout the open-concept interior, where a thoughtfully designed layout integrates the living, dining, and family spaces with a chef-caliber kitchen—complete with high-gloss European cabinetry, quartz countertops, and a suite of premium Jenn-Air stainless steel appliances including a 42-inch built-in refrigerator, convection wall oven, and 36-inch induction cooktop. The primary suite is a private oasis, offering panoramic views, dual walk-in closets by California Closets, and a spa-inspired en-suite bath with double vanities, an oversized walk-in shower, deep soaking tub and sleek Grohe fixtures. Two generous guest suites, each with private baths, custom closets and blackout shades, provide comfort and privacy for visitors or family. Additional interior highlights include a convenient and spacious family room/den, automated roller shades throughout with blackout shades in all bedrooms, a full laundry room with custom cabinetry and Whirlpool HE washer and dryer, water filtration and softener systems for the entire residence, and four deeded garage parking spaces plus a same-floor oversized private storage unit. The wraparound covered terrace is an entertainer’s dream with commanding views of the water and city skyline. Enjoy alfresco dining at the built-in outdoor kitchen, equipped with an electric grill, under-counter refrigerator, stone countertops, and durable exterior cabinetry. Residents of The Mark enjoy exceptional lifestyle amenities including 24-hour concierge service, a resort-style heated saltwater pool and spa, state-of-the-art fitness center with a dedicated spin room, a club room with catering kitchen, fireplace and billiards, as well as outdoor lounging areas with fire pits, grills, and dining spaces—all just steps from Whole Foods, Bayfront Park, shopping, dining, galleries and Sarasota’s renowned cultural venues. This rare penthouse opportunity places you in the heart of downtown Sarasota’s most desirable address, where convenience, comfort and coastal elegance converge.
Listing Agent: Mike Warm, Llc (941-525-2740)
988 BLVD OF THE ARTS #1816, SARASOTA, FL 34236
$999,900113 Days on yellowkey MLS ID: A4681842
REDUCED by $99,100 (9.0%) on 04/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1555 Built: 1982 Tax: $8,929 (2025)Community: Condo On The BayCondo
Taxes:$8,929
Remarks: With Sarasota’s endless sunshine and breathtaking coastal vistas, the views from this residence truly go on forever. From the 18th floor, enjoy full, unobstructed panoramas of Sarasota Bay stretching all the way to the Gulf of Mexico on the horizon—views attainable only from the 18th and 19th floors, where residences are rarely available. This exceptional home has been completely remodeled to a refined, contemporary living space. The main living areas and kitchen feature select UA Grecian Series Natural Hickory wood flooring, adding warmth and sophistication throughout. The renovated kitchen and two bathrooms showcase soft-close European-hinge cabinetry and granite countertops. The kitchen is equipped with high-end KitchenAid appliances, including a refrigerator, convection oven, microwave, cooktop, vent hood, and dishwasher. A full-size stacked GE washer and dryer are conveniently and discreetly integrated into the kitchen design. Thoughtful upgrades enhance both comfort and wellness, including a REME HALO whole-home air purification system, Everpure commercial-grade water filter in the kitchen, and a Smith Proline commercial-grade water heater. Recently replaced Plaza HBP Low-E sliding glass doors (Miami-Dade rated) frame the spectacular views, while Llumar Vista security window film—with a lifetime guarantee—adds peace of mind in the primary bedroom. Additional custom touches include a floating bar in the living room and elegant Allure window shades, with motorized shades in the primary bedroom. The Condo on the Bay community offers a wide array of amenities exclusively for its residents and guests of both Towers I and II. These amenities include: • 2 Swimming Pools - North and South, • 4 Lighted Pickleball Courts, • Lighted Tennis Courts, • Exercise Facilities & Sauna Rooms, • Boat Docks, Kayak Racks, and Fishing Piers - North and South. This active community also participate in many social events such as Mahjongg & card games, discussion & screening, family/group gatherings and fellowship, and Happy Hour. There is something here for everyone! It is time to experience a luxurious urban life from the 18th floor of Tower II, in the pulsing heart of Downtown Sarasota!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-486-8686)
Listing Agent: Denise Conrad (941-350-4620)
226 GOLDEN GATE PT #32, SARASOTA, FL 34236
$799,000188 Days on yellowkey MLS ID: A4673403
0 Days Off yellowkey (back on 5/24/2026)
REDUCED by $20,000 (2.4%) on 04/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1454 Built: 1968 Tax: $5,507 (2025)Community: Harbor House WestCondo
Taxes:$5,507
Remarks: Renovated waterfront condominium in the sought-after Golden Gate Point neighborhood. Sleek modern design with open kitchen featuring custom cabinets, quartz counters and Kitchen-Aid appliances. Coveted great room design with crown molding, custom built-ins, modern light fixtures and luxury vinyl planking. Owners suite has 2 closets, updated bath with porcelain tile, sliding glass shower door and modern fixtures… both lighting and plumbing. Guest bath has been updated as well. Unit has laundry room with utility sink and more custom storage. All main living areas have picture perfect views from impact windows. Enjoy sunsets over the Ringling Bridge, views of Bird Key, an ever changing array of boats in the Bay, and even an occasional dolphin. The condominium association has done a modernization over the past few years. They have done a remarkable job creating an inviting, modern look to this building. Updated composite dock has room to enjoy the views of Sarasota Bay. Golden Gate Point is a short distance to Marina, The Bay Park, Harts Landing, Lido Beach, St Armands Circle, downtown’s culture district, restaurants and shoppin
Listing Agent: Tammy Garner (941-374-4161)
223 GOLDEN GATE PT #302, SARASOTA, FL 34236
$2,950,000109 Days on yellowkey MLS ID: A4682563
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2400 Built: 2025Monthly Fee: $2,390Community: Peninsula SarasotaSpa: YesCondo
Taxes:$0
Remarks: Newly completed, Peninsula Sarasota is ideally positioned in the coveted Golden Gate Point neighborhood, offering a peaceful residential retreat just moments from the vibrancy of downtown Sarasota. Designed by Blu Interiors, each residence showcases contemporary modern elegance with calming, sophisticated palettes, soaring ceilings, and expansive wraparound terraces that seamlessly blend indoor and outdoor living. Every element reflects a thoughtful commitment to refined luxury. State-of-the-art kitchens feature sleek European cabinetry, gas cooktops, and quartz countertops, complemented by premium Wolf and Sub-Zero appliances. Additional highlights include hardwood flooring throughout, floor-to-ceiling windows that flood the home with natural light, and a private terrace equipped with a gas grill—perfect for effortless entertaining. The spacious owner’s retreat serves as a true sanctuary, complete with a generous walk-in closet, dual vanities, a soaking tub, and an oversized walk-in shower for spa-like relaxation. Residents enjoy on-site concierge services and secure, access-controlled underground parking for two vehicles, including an EV charging station. A private foyer and dedicated elevator provide direct access to exceptional amenities such as a resort-style pool and state-of-the-art fitness center, while the elegant owner’s club room offers private wine storage for each residence. The communal rooftop terrace sets the stage for unforgettable gatherings, boasting sweeping panoramic and sunset views. Peninsula Sarasota delivers a truly elevated lifestyle within a lush, tropical setting—just minutes from Sarasota’s celebrated arts, culture, dining, and award-winning beaches. A rare opportunity to experience sophisticated coastal living. Schedule your tour today!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Georgia Salaverri (954-661-8968)
33 S PALM AVE #1701, SARASOTA, FL 34236
$6,250,000176 Days on yellowkey MLS ID: A4674550
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3407 Built: 2024 Tax: $47,568 (2025)Community: DemarcayCondo
Taxes:$47,568
Remarks: UNPARALLELED LUXURY HIGH ABOVE SARASOTA BAY!! Are you looking for the best views in Sarasota? Look no further...Soaring 17 stories above Sarasota's most coveted address, this extraordinary 3,407-square-foot residence redefines elegance. Residence 1701 at 33 South Palm Avenue presents a rare opportunity to own one of the finest penthouses in Sarasota, where breathtaking panoramic views meet impeccable Italian craftsmanship. From the moment you enter, floor-to-ceiling windows framed by 12-foot ceilings unveil a mesmerizing 360-degree canvas. Watch sailboats glide across Sarasota Bay, admire the barrier islands stretching toward the Gulf of Mexico, observe the vibrant marina below, and take in the glittering city skyline. These aren't just views—they're an ever-changing masterpiece visible from every room. The gourmet kitchen stands as a testament to culinary excellence, featuring custom Italian cabinetry, premium Miele cabinet-panel appliances including gas cooking, dual ovens, and dual dishwashers. Quartz countertops and walls provide both beauty and durability, while a full standing freezer in the walk-in pantry ensures you're always prepared for any occasion. Wine connoisseurs will marvel at the custom 2,600-bottle climate-controlled wine room—a sophisticated showcase for your collection and the perfect conversation piece for entertaining. This three-bedroom haven offers ultimate privacy with en-suite bathrooms for each bedroom, all appointed with spa-like finishes that transform daily routines into restorative rituals. A dedicated office with a private balcony and custom built-in wall units and desk provides the perfect work-from-home sanctuary, while a convenient powder room accommodates guests. The living spaces feature custom built-in entertainment centers and bar cabinetry, seamlessly integrating technology and function with Italian design sensibility. Ascend to the rooftop oasis where a sparkling pool, spa, and outdoor kitchen await against a backdrop of endless sky and sea. The rooftop lounge with catering kitchen makes entertaining effortless, while the fitness center keeps you at your best. Two assigned valet parking spaces ensure convenience and security. This is more than a residence—it's a front-row seat to Sarasota's cultural renaissance, steps from world-class dining, performing arts, and the marina. Experience the pinnacle of luxury living where every detail has been carefully considered and every view takes your breath away.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Philip Pisano, Iii (941-468-8603)
1903 OAK ST, SARASOTA, FL 34236
$720,00018 Days on yellowkey MLS ID: A4693794
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1626 Built: 1950 Tax: $8,464 (2025)Community: Laurel ParkSingle Family
Taxes:$8,464
Remarks: Located in the coveted Laurel Park neighborhood in downtown Sarasota, this exceptional property captures the charm and character of true “Laurel Park Living.” Positioned in Flood Zone X with one of the highest elevations in the neighborhood, the home offers an outstanding combination of location, flexibility, and peace of mind. The meticulously maintained residence features a 2-bedroom, 1 full bath and 1 half bath main home, along with a separate fully equipped 1-bedroom apartment complete with its own kitchen and full bath. Ideal as a private guest suite or income-producing opportunity, the property allows for short-term or long-term rentals if desired. Optionally offered turnkey furnished, the home is move-in ready and enhanced by two inviting paver patio areas and upgraded walkways designed for relaxed outdoor living. Just moments from downtown Sarasota’s acclaimed dining, shopping, entertainment, bayfront parks, and world-renowned beaches, Laurel Park is one of the city’s most sought-after historic neighborhoods known for its vibrant atmosphere and timeless appeal. Opportunities to own properties like this are rare.
Listing Agent: Michael Grady (941-366-8070)
1155 N GULFSTREAM AVE #1107, SARASOTA, FL 34236
$1,899,00042 Days on yellowkey MLS ID: A4689252
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1580 Built: 2017 Tax: $22,657 (2025)Community: Vue Sarasota BaySpa: YesCondo
Taxes:$22,657
Remarks: Indulge in bayfront life at The VUE, a landmark of modern luxury where worldly architecture meets vibrant cultural allure of downtown Sarasota. Poised for effortless walkability, this home places near fine dining, upscale boutiques, art galleries, performing arts venues and renowned Saturday farmer’s market. Savor sweeping, unobstructed vistas of Sarasota Bay, barrier islands, Big Pass, Marina Jack and the Gulf beyond, while capturing breathtaking sunrises, glowing sunsets, and tranquil moonlit evenings through expansive floor-to-ceiling glass and desirable southern exposure. On the 11th floor, upon arrival, a semi-private elevator opens directly into this exceptional residence's private, dedicated foyer, through the entry door into 1,580 square feet under air, 1,930 square feet total. Encompassing an open, split floor plan, two bedrooms, 2.5 baths and soaring 11-foot ceilings, creating a light-filled and refined interior. A full-length terrace spanning over 400 square feet with shaded overhang, extending the living space outdoors, ideal for lounging or entertaining while immersed in dramatic water and city vistas, with direct access from the main living area and primary suite. The modern kitchen features stylish Nolte cabinets, cement quartz countertops, custom full glass tile backsplash, Grohe fixtures and high-end JennAir appliances. The living and dining areas, featuring imported, large format, porcelain flooring, seamlessly connect to this space. The primary suite is a serene retreat with captivating bay views, a spacious walk-in closet with a custom built-in contemporary closet, and a spa-inspired bath featuring dual vanities, quartz countertops and a walk-in shower. Additional features include designer light fixtures and fans throughout, Crestron motorized solar shades with blackout shades in the bedrooms to ensure seamless comfort and privacy at touch of a button throughout, walk-in laundry room with stackable washer/dryer, utility sink, storage cabinetry and a climate-controlled storage unit. Two VIP parking spaces, side by side on the ground level, exclusively the only residence in the 07 stack with this premier positioning, access with seamless entry, exit, and direct access to the residence. Residents also enjoy exceptional, resort-style amenities. Indulge in the elevated resort-style pool and spa with private cabanas, visit one of two rooftop dog parks with a grooming station, or maintain your wellness regimen at the state-of-the-art fitness center overlooking the pool. The residents club lounge, complete with a catering kitchen and entertainment bar, sets the stage for elegant gatherings, while the boardroom and social lounges provide thoughtful spaces to work or unwind. Additional offers include a fire pit with dual gas grills, valet parking, 24-hour concierge service, and exceptional onsite management. Just moments from Sarasota’s world-class beaches, including Lido Key and St. Armands Circle. Embrace Sarasota’s arts and culture through the Sarasota Opera, Sarasota Ballet, West Coast Symphony and John Ringling Museum. Front row view to New Year's Eve and July 4 fireworks display. Whether you are seeking a seasonal escape or a full-time waterfront haven, The VUE delivers a lifestyle of elegance and convenience, without parallel.
1155 N GULFSTREAM AVE #802, SARASOTA, FL 34236
$2,250,00088 Days on yellowkey MLS ID: A4684831
REDUCED by $50,000 (2.2%) on 05/16/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2040 Built: 2016 Tax: $25,314 (2025)Community: Vue Sarasota BaySpa: YesCondo
Taxes:$25,314
Remarks: Indulge in Bayfront Luxury at The VUE, a landmark of modern luxury where worldly architecture meets the vibrant cultural allure of downtown Sarasota. Poised for effortless walkability, this home places you near fine dining, upscale boutiques, art galleries, performing arts venues, and the renowned Saturday farmers market. Savor sweeping, unobstructed vistas of Sarasota Bay, Marina Jack and the Gulf of Mexico. Upon arrival, the elevator opens directly into your residence's private, dedicated foyer. As you then continue through the front entry door, you are immediately drawn to the dramatic expanse of 10-foot, floor-to-ceiling impact-rated glass that frames breathtaking water views and floods the open-concept interior with abundant natural light. This exquisitely refined residence features two bedrooms and two and a half baths, among 2,040 heated square feet and 2,250 total square feet. Designed with grand entertaining and quiet retreat in mind, the spacious living and dining areas flow gracefully onto a generous private terrace with mesmerizing water views, an ideal setting for evening cocktails as the sun dips into the horizon. The chef’s kitchen is a masterclass in contemporary elegance, featuring quartz countertops, a waterfall island with breakfast bar, premium stainless-steel appliances, induction cooktop and bespoke Nolte Kitchen European cabinetry, crafted to inspire culinary creativity and conversation alike. The owner’s suite is a tranquil sanctuary, complete with breathtaking bay views, custom-designed closets and a spa-like en-suite bath with dual vanities, soaking tub and glass enclosed walk-in shower. A split-bedroom layout ensures the utmost privacy for guests, with a secondary en-suite bedroom positioned thoughtfully on the opposite side. Additionally, a den/office with a built- in pocket door, may also be used as a third bedroom or other flexible living options, such as a library or media lounge. With abundant natural light, it can even serve as an inspiring artist’s studio. Additional features include LED lighting, premium designer finishes and fixtures, and motorized shades ensure seamless comfort. A dedicated, spacious walk-in laundry room with ample storage and cabinetry and a side-by-side washer and dryer. There are two secure garage parking spaces, one is premium plaza level, near entry/exit gate to parking, two is valet level EV personalized/dedicated to unit and climate-controlled storage unit. Residents will enjoy a collection of exceptional lifestyle amenities. Indulge in the elevated resort-style pool and spa with private cabanas, unwind at one of two rooftop dog parks with a grooming station, or maintain your wellness regimen at the state-of-the-art fitness center overlooking the pool. The residents’ club lounge, complete with a catering kitchen and entertainment bar, sets the stage for elegant gatherings, while the boardroom and social lounges provide thoughtful spaces to work or unwind. Additional offerings include a fire pit with dual gas grills, valet parking, 24-hour concierge service, exceptional onsite management and attentive on-site staff devoted to providing a seamless living experience. Positioned just moments from Sarasota’s world-class beaches, including Lido Key. This iconic residence offers a rare blend of urban sophistication and coastal tranquility. Whether you’re seeking a seasonal escape or a full-time waterfront haven, delivering a lifestyle of elegance and convenience without parallel.
1685 LAUREL ST #3, SARASOTA, FL 34236
$849,500152 Days on yellowkey MLS ID: A4676566
REDUCED by $25,490 (2.9%) on 05/13/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1667 Built: 2005Monthly Fee: $850 Tax: $7,785 (2025)Community: The Villas On LaurelTownhouse
Taxes:$7,785
Remarks: One or more photo(s) has been virtually staged. Just one block from Burns Court and 2 more blocks to Main Street, this beautifully updated three-bedroom, three-bath townhome with loft offers a rare combination of privacy, sophistication, and truly walkable downtown living. Thoughtfully positioned within an intimate community of 9 units, this residence enjoys views of the pool and lush greenery through tall impact casement windows from nearly every room—creating a far more private and serene setting than typically found in downtown living. Spanning two thoughtfully designed levels, the home blends architectural character with modern comfort and functionality. Recent improvements include new luxury vinyl flooring, fresh interior and exterior paint, a new HVAC system, and a new roof, offering both style and peace of mind. The kitchen is designed for everyday ease and entertaining alike, featuring a gas range and complemented by the efficiency of a tankless water heater. The first floor features a private guest bedroom with a full bath just across the hall—ideal for visitors, a home office, or flexible living needs. Upstairs, the spacious primary suite and additional guest suite each offer ensuite baths, while the loft provides the perfect flex space for a media room, office, fitness area, or reading retreat. Located within a pet-friendly community, residents enjoy effortless access to acclaimed restaurants, boutiques, galleries, theaters, waterfront parks, marinas and directly adjacent to Laurel Community Park. The association has recently completed an extensive capital improvement program, significantly enhancing the long-term value and stability of the community while maintaining comparatively low HOA dues. Major completed projects include roof replacement, exterior painting, pool resurfacing with pebble quartz finish, asphalt paving, updated landscaping and irrigation systems, outdoor lighting improvements, garbage enclosure replacement, and continued preventative maintenance. A comprehensive property assessment completed in 2025 confirmed the property’s well-maintained condition and long-life asset profile, with most major systems recently renewed or significantly extended through capital investment. Additional conveniences include two dedicated parking spaces, access to a community storage room ideal for beach gear and bicycles, and shared outdoor space with room for grilling and entertaining. Elegant yet comfortable, private yet connected, this impeccably maintained residence captures the essence of refined downtown living in one of Sarasota’s most desirable neighborhoods, Historic Laurel Park.
Listing is courtesy of: MAPP REALTY & INVESTMENT CO (941-379-2448)
Listing Agent: Mandy Mapp (941-650-6009)
430 KUMQUAT CT #202, SARASOTA, FL 34236
$1,030,600403 Days on yellowkey MLS ID: A4650002
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1057 Built: 2025Monthly Fee: $634 Tax: $10,500 (2024)Community: Villa BalladaCondo
Taxes:$10,500
Remarks: Under Construction. ***NEW CONSTRUCTION SPECIAL!!!**** Introducing Villa Ballada - the third in our series of extraordinary contemporary architectural designs in the Rosemary District by local award-winning architects, Halflants & Pichette. Villa Ballada follows our first two projects by Dunn Hospitality Group – Zahrada and Zahrada 2, just a half block away. There are 22 residences and two retail units presenting unbelievable opportunity to choose from 21 different floor plans, each offering its unique feel, and desirable to many with a lifestyle all on one level. Wide-open foyer, spacious designer kitchens with breakfast bar, and welcoming dining and living rooms are the main features in all 21 designs. In this #202 condominium, there are two covered balconies facing west from the owner’s suite and living areas which look down over the streetscape below. A delightful swimming pool and courtyard cool you down on those hot summer days. Secure lobby and parking garage with assigned parking and optional EV charging stations keep you safe and sound.**Extra parking available to Buyer via optional Luxury parking lift.** ***AWARD WINNING ARCHITECTURE*** But in the end, it’s about the architecture, the location where you can experience a myriad of Sarasota’s downtown delights, such as delectable culinary opportunities, arts and culture, Florida Studio Theatre, Sarasota Opera House, Westcoast Black Theatre Troupe and the farmers market, Whole Foods close by, the John Ringling Bridge, Marina Jack and the Sarasota waterfront. The new construction techniques, premium finishes and craftsmanship rules the day. You must experience Villa Ballada as you won't be disappointed. Remember we are only four blocks from our incredible new The Bay Sarasota 53-acre bayfront park underway for everyone who frequents and delights in Sarasota. Your new condominium is available from $1,030,000 to $2,264,000 with two-, three- and four-bedroom designs. Low HOA fee includes insurance, management fees, building maintenance, manager, exterior window cleaning once per year, water, sewer, trash and exterior pest control. Contact us for your private tour.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Frank Lambert (941-920-1500)
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