Location: Sarasota, 34236
Do Not Show Listings
301 JACKSON DR, SARASOTA, FL 34236
$2,790,000132 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$20,382
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
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)
1931 HIGH POINT CIR, SARASOTA, FL 34236
$1,450,00081 Days on yellowkey MLS ID: A4690458
REDUCED by $45,000 (3.0%) on 06/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1712 Built: 1940 Tax: $13,413 (2025)Community: Hudson BayouSpa: NoSingle Family
Taxes:$13,413
Middle School: Brookside Middle
Remarks: FULLY FURNISHED SHORT TERM RENTAL PROPERTY. Experience the best of "West of Trail" living in this impeccably maintained, renovated pool home situated on an OVERSIZED LOT. The interior features include refinished HARDWOOD FLOORS, double-paned windows, and an UPDATED KITCHEN equipped with custom cabinetry, granite countertops, and stainless-steel appliances. The inviting main living area is highlighted by a tray ceiling, gas fireplace and French doors leading to a private outdoor area and SALTWATER POOL, perfect for the Florida lifestyle. The fully FENCED professionally landscaped yard includes a PUTTING GREEN. Significant improvements offer peace of mind and long-term value, including a new standing seam METAL ROOF (2025), NEWER A/C system (2022)/mini-split (2024), and completely REPLUMBED with PVC. The air-conditioned TWO-CAR GARAGE features new epoxy flooring and is currently utilized as a versatile game room. Ideally located in the sought-after Southside Elementary district, this residence provides quick access to Southside Village, downtown Sarasota, and the renowned beaches of Siesta and Lido Key. This property has a great rental history (over $83,000 in the first year) along with $27,000+ in future bookings, please inquire for more details
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Fred Sassen (404-408-5956)
340 MORNINGSIDE DR, SARASOTA, FL 34236
$4,925,000238 Days on yellowkey MLS ID: A4671655
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3280 Built: 1993Monthly Fee: $42 Tax: $55,749 (2024)Community: Lido CSpa: YesSingle Family
Taxes:$55,749
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Experience the epitome of island living in this luxurious three-bedroom, four-bath residence. With high-end finishes and spacious rooms featuring soaring ceilings, every detail exudes comfort and elegance. Enjoy leisure time with a ping-pong table, a theater room, and a pristine pool that basks in southern exposure, overlooking the tranquil open bayou. The kitchen, complete with a breakfast area, offers stunning views of the pool and bayou, while a cozy office space provides an ideal work-from-home environment. The home also features a beautiful dining room with a wet bar and a welcoming living room adorned with elegant wood floors throughout. Each bedroom offers luxurious en-suite baths, and the master bath is a true retreat. The expansive pool deck area and the convenience of a two-car garage and boat dock add to the home’s charm. Plus, with an elevator and a full-house generator, you’ll enjoy ultimate comfort and peace of mind.
Listing is courtesy of: DEVELOPERS REALTY LBK, INC (941-799-9096)
Listing Agent: Reid Murphy (941-232-3304)
850 S TAMIAMI TRL #801, SARASOTA, FL 34236
$325,00033 Days on yellowkey MLS ID: TB8515223
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 980 Built: 1998 Tax: $4,584 (2025)Community: Central Park Sec 2 Ph 1Condo
Taxes:$4,584
Remarks: Seller is Agent/Broker
Listing is courtesy of: BAILEY AND ASSOCIATE (951-741-5626)
Listing Agent: Katherine Bailey (951-741-5626)
1903 OAK ST, SARASOTA, FL 34236
$720,00053 Days on yellowkey MLS ID: A4693794
0 Days Off yellowkey (back on 6/20/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1626 Built: 1950 Tax: $8,464 (2025)Community: Laurel ParkSingle Family
Taxes:$8,464
Remarks: Under contract-accepting backup offers. 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 is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Michael Grady (941-366-8070)
1755 7TH ST, SARASOTA, FL 34236
$1,995,00081 Days on yellowkey MLS ID: GC539589
REDUCED by $105,000 (5.0%) on 06/20/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4451 Built: 2023 Tax: $32,680 (2025)Community: Schindler SubHalf Duplex
Taxes:$32,680
Remarks: A rare blend of modern luxury, income potential + lifestyle flexibility awaits in this striking custom 2023 duplex in the heart of Gillespie Park, moments from downtown Sarasota. Designed for those wanting more than just a home, this architectural standout offers 4,400+ sq ft of elevated living with two fully independent residences, each approx 2,200 sq ft featuring 2 bedrooms, 2 bathrooms, private laundry, soaring ceilings + a light-filled expansive design. Whether downsizing, creating a multi-gen retreat, or offsetting your lifestyle with income, this property delivers exceptional versatility, live in one + generate revenue from the other (currently $3,600/month). The main level showcases a chef-inspired kitchen with premium Thermador appliances, gas cooking, dual dishwashers, walk-in pantry + built-in coffee/wine bar, while the upper level offers a refined private living experience with sleek Bosch appliances+ ensuite bedrooms. Outdoor living feels like a private resort with a secluded courtyard featuring an outdoor kitchen and hot tub, plus an expansive second-level balcony ideal for relaxing. Built for efficiency + longevity with solar power, natural gas tankless water heaters, elevator access + rare 3-car alley-access garage, features seldom found this close to downtown. Zoned for short-term rentals and crafted as a high-end multigenerational retreat with full custom handicap-accessible design, delivering an exclusive lifestyle in a prime location.
Listing is courtesy of: DANIEL CRAPPS AGENCY, INC. (386-755-5110)
Listing Agent: Daniel Crapps (386-397-3002)
430 KUMQUAT CT #204, SARASOTA, FL 34236
$1,114,0001093 Days on yellowkey MLS ID: A4575747
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1143 Built: 2025Monthly Fee: $651 Tax: $9,700 (2022)Community: Villa BalladaCondo
Taxes:$9,700
Elementary School: Alta Vista Elementary
High School: Booker High
Tax Year: 2022
Remarks: ***NEW CONSTRUCTION SPECIAL!!!**** MOVE IN READY!! NEWLY FINISHED NEW Construction in Sarasota’s eclectic Rosemary Arts & Design District. Designed by award-winning architects Halflants + Pichette, Villa Ballada is the third project in an acclaimed series (after Zahrada and Zahrada 2). Residence Details: 22 condominium residences with single-level living, 21 unique floor plans to choose from. Two-, three-, and four-bedroom designs available. Pricing from $1,030,600 to $2,263,000. Interior Features: Contemporary architectural design, premium finishes, and new construction techniques, with high ceilings and open-concept layouts, as well as sunset terraces on select units. Community Amenities: Beautiful swimming pool and landscaped courtyard, secure lobby with controlled access, parking garage with assigned spaces, optional EV charging stations available, and optional luxury parking lift for additional parking space. Lifestyle & Location Highlights: Located in Sarasota’s walkable Rosemary District, 2 to 3 blocks to downtown shops, restaurants, art galleries, and cultural venues. Close to Florida Studio Theatre, Sarasota Opera House, and Westcoast Black Theatre Troupe. Near Whole Foods Market and the vibrant downtown farmers market. Just four blocks from the new 53-acre Bay Sarasota waterfront park, with easy access to the John Ringling Causeway, Marina Jack, and Sarasota’s bayfront. HOA Details: Low monthly HOA fee includes insurance, management fees, building maintenance, manager services, annual exterior window cleaning, water, sewer, trash, and exterior pest control. Showings & Model Home Private tours available.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Frank Lambert (941-920-1500)
430 KUMQUAT CT #404, SARASOTA, FL 34236
$1,195,0001176 Days on yellowkey MLS ID: A4567678
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1155 Built: 2026Monthly Fee: $646 Tax: $10,000 (2022)Community: Villa BalladaCondo
Taxes:$10,000
Remarks: NOW COMPLETED - FAMILIES ARE LIVING THE GOOD LIFE IN 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. 22 residences and two retail units presenting unbelievable opportunity to choose from 21 different floor plans, each offering its own unique feel, and desirable to many with 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 #404 condo, there is a large 20 ft x 6 ft balcony facing west from the dining/living room to enjoy the sunsets. 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. But in the end, 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 come experience Villa Ballada as you won't be disappointed. Remember we are only four blocks away from our incredible new The Bay Sarasota 53-acre bayfront park underway for everyone who frequents and delights in Sarasota. Your new condo is available from $915,000 to $1,995,000 with two-, three- and four-bedroom designs. See you soon! Low HOA fee includes insurance, management fees, building maintenance, manager, exterior window cleaning once per year, water, sewer, trash and exterior pest control.
430 KUMQUAT CT #508, SARASOTA, FL 34236
$1,245,0001347 Days on yellowkey MLS ID: A4550807
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1196 Built: 2023Monthly Fee: $689 Tax: $9,800 (2022)Community: Villa BalladaCondo
Taxes:$9,800
Remarks: MOVE IN READY! NEWLY FINISHED NEW CONSTRUCTION AT 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. 22 residences and two retail units presenting unbelievable opportunity to choose from 21 different floor plans, each offering its own unique feel, and desirable to many with 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 #508 penthouse condo with two full bedrooms, two baths and 1,196 square feet, there is a spacious balcony facing west from which to enjoy Sarasota’s spectacular sunset and city lights! Additionally, the beautiful swimming pool/courtyard will 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. But in the end, 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 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 rule the day. You must come experience Villa Ballada, as you won't be disappointed. Remember we are only four blocks away from our incredible new “the Bay Sarasota” 53-acre bayfront park underway for everyone who frequents and delights in Sarasota. Your new condo is available from $840,000 to $1,840,000 with two-, three- and four-bedroom designs. See you soon! Low HOA fee includes insurance, management fees, building maintenance, manager, annual exterior window cleaning, water, sewer, trash and exterior pest control.
430 KUMQUAT CT #202, SARASOTA, FL 34236
$1,030,600438 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.
1611 4TH ST #B6, SARASOTA, FL 34236
$2,995,000734 Days on yellowkey MLS ID: A4616019
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3360 Built: 2025Monthly Fee: $1,195 Tax: $23,000 (2024)Community: Orange OneSpa: NoTownhouse
Taxes:$23,000
Remarks: Pre-Construction. To be built. Introducing Orange One, your new sanctuary in downtown Sarasota and the Rosemary District. This is its newest and brightest shining star named Orange One, which is a 30-unit mixed-use development in the sought-after Rosemary District. This phase is defined by harmonious European design, which shines with 10 three-story townhome residence sanctuaries along 4th Street. All 3,360-square-foot residences feature their private elevator, an exquisite Zen-like 9.5-by-16-foot pool oasis, plus guesthouse villas at 254 square feet each, and generous 1,127 square feet of outdoor entertaining and living areas complete with an outdoor kitchen for your alfresco culinary and dining pleasure, and the much sought-after private two-car garages. Also, on the ground level is not only the entry but a spacious laundry room and mud room, a separate office or fifth bedroom plus a separate man cave/home office, a separate exercise studio and a half bath. And of course, the garage/storage/mechanical room. Experience the real meaning of being able to live, work, and play in proximity to your new home with the simple ownership where you own the lot. Lavish, luxurious finishes rule the day such as quartz, porcelain tile, custom cabinetry, and insulated impact glass windows and doors. With four bedrooms including the guest house villa, and three full and two half-baths, the possibilities are endless with guest quarters, exercise studio, home office with closet, a fifth bedroom or just your private getaway. HOA fees of approximately $1,195 per month. Then take a look outside to see 65 restaurants within five blocks, as well as culinary delights, unique boutiques, art galleries, theaters, farmers market, John Ringling Bridge and Lido Beach all close by. Downtown shopping, culinary delights and the Sarasota art scene are all at your doorstep. Just a few minutes away is Sarasota Bay and the new 50-acre Bay Sarasota Park, a game changer for everyone who lives, works and plays in Sarasota. Call today for your private showing. Look no further!
1611 4TH ST, SARASOTA, FL 34236
$2,995,000825 Days on yellowkey MLS ID: A4605775
Remarks: Introducing Orange One, your new sanctuary in downtown Sarasota and the Rosemary District. This is its newest and brightest shining star named Orange One, which is a 30-unit mixed-use development in the considerably sought-after Rosemary District. This phase is defined by harmonious European design, which shines with 10 three-story townhome residence sanctuaries located along 4th St. All 3,360 square foot residences feature their own private elevator, an exquisite zen-like 9.5-by-16-foot pool oasis, plus guesthouse villas at 254 square feet each, and super generous 1,127 square feet of outdoor entertaining and living areas complete with an outdoor kitchen for your al fresco culinary and dining pleasure, and the much sought-after private two-car garages. Also on the ground level is not only the entry but a spacious laundry room and mud room, a separate office or fifth bedroom plus a separate man cave/home office, a separate exercise studio, and a half bath! And of course, the garage/storage/mechanical room. Experience the real meaning of being able to live, work, and play within close proximity of your new home with the simple ownership where you own the lot. Lavish, luxurious finishes rule the day – quartz, porcelain tile, custom cabinetry, and insulated impact glass windows and doors. With four bedrooms including the guest house villa, and three full and two half baths, the possibilities are endless- guest quarters, exercise studio, home office with closet, a fifth bedroom, or just your own private getaway. HOA fees of approximately $1,195 per month. Then take a look outside to see 65 restaurants within five blocks, as well as culinary delights, unique boutiques, art galleries, theaters, farmers market, John Ringling Bridge, and Lido Beach all close by. Downtown shopping, culinary delights, and the Sarasota art scene are all at your doorstep. Just a few minutes away is Sarasota Bay and the new 50-acre Bay Sarasota Park, a game changer for everyone who lives, works and plays in Sarasota. Call today for your private showing. Look no further!
410 N ORANGE AVE #218, SARASOTA, FL 34236
$2,428,200843 Days on yellowkey MLS ID: A4603674
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2556 Built: 2025Monthly Fee: $995 Tax: $24,000 (2024)Community: Orange OneSpa: NoCondo
Taxes:$24,000
Remarks: Pre-Construction. To be built. Introducing ORANGE ONE ! Downtown Sarasota and the Rosemary District’s newest and brightest shining star. ORANGE ONE is a 30 unit mixed-use development in the red hot Rosemary District. 10 three story condominium residences, alongside 10 retail condominium spaces. Plus, another 10 three story townhouses meandering along 4th St. All Residences feature their own private elevator, swimming pool, guesthouse villa, and huge outdoor living areas complete with outdoor kitchens for your grilling pleasure, and the much sought after private two car garages. Experience the real meaning of being able to Live , Work and Play within close proximity of your new home. Lavish, luxurious finishes rule the day – Quartz, Porcelain Tile , Custom Cabinetry, Insulated , Impact Glass windows and doors, . With four bedrooms including the guest house villa, and 3 1/2 baths, the possibilities are endless, - guest quarters , exercise studio, home office or just your own private getaway Then take a look outside and there are 65 restaurants are within five blocks, as well as art galleries, theaters, farmers market, John Ringling Bridge, Lido Beach all close by. Downtown shopping, culinary delights and the Sarasota Art scene are all at your doorstep. Just a few minutes away is Sarasota Bay and the new 50 acre BAY SARASOTA PARK, a game changer for everyone who lives, works and plays in Sarasota. Call today for your private showing. LOOK NO FURTHER !!
1255 N GULFSTREAM AVE #1407, SARASOTA, FL 34236
$1,375,000177 Days on yellowkey MLS ID: A4677443
0 Days Off yellowkey (back on 6/19/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1629 Built: 1982 Tax: $15,421 (2025)Community: Bay PlazaCondo
Taxes:$15,421
Remarks: A REFINED OFFERING PRICE and rare opportunity has just become more compelling!! This is your invitation to claim the coveted 14th floor vantage point at Bay Plaza, where timeless Sarasota Bay vistas and unobstructed 180 degree PANORAMIC VIEWS meet the ultimate walkable downtown luxury lifestyle. Welcome to residence #1407 at the iconic Bay plaza, the renowned downtown waterfront condominium designed by Tim Siebert of Sarasota School of Architecture. Positioned within the buildings PREMIER southeastern stack, this rarely available 14th floor residence offers commanding southwest-facing sweeping expansive water views over Sarasota Bay, Marina Jack, downtown skyline and world-class Sarasota legendary sunsets. This spacious 2 bedroom/2 bathroom residence offers fully unobstructed 180 degree irreplaceable Bay views from every room, delivering million dollar scenery and location that discerning Buyers seek but seldom find. A highly desirable split floor plan provides both privacy and flow, while TWO private balconies invite morning coffee or tea at sunrise and unmatched and unforgettable evenings overlooking Sarasota Bay. Floor to ceiling windows allow natural light to fill the residence throughout the day, creating a refined and enduring atmosphere where the Bay becomes a breathtaking daily backdrop. The primary owners suite serves as a tranquil retreat with direct balcony access and sweeping water views, while the guest suite offers comfort and privacy for extended stays for visiting family and friends, Bay Plaza is a full-service luxury waterfront community with 24-hour concierge service and security, onsite management, heated pool and spa, fitness centre, sauna, social room, valet parking for residents and guests and secure building access, and EV charging -- all within one of downtown Sarasota's most elegant addresses. Step outside and enjoy immediate walkability to Sarasota's vibrant cultural district, including fine dining, cafés, art galleries, theaters, marina walks or boating and year round activities. This is a rare opportunity to curate your own spectacular waterfront sanctuary, personalize the space to your specific vision, and secure one of the most desirable top-floor residences in Bay Plaza. A legacy-caliber property equally suited as a refined primary home or an exceptional second home retreat. Where elevation, exposure and EXTRAORDINARY views converge -- because perspective changes everything, The VIEWS are timeless. The LOCATION is irreplaceable. The VISION is yours to create.
Listing Agent: Lisa Brandy (941-232-1420)
11 SUNSET DRIVE #804, SARASOTA, FL 34236
$849,000120 Days on yellowkey MLS ID: A4685506
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1433 Built: 1980Monthly Fee: $1,267 Tax: $8,651 (2025)Community: 7541 - Sunset TowersCondo
Taxes:$8,651
Remarks: Downtown Sarasota Waterfront Lifestyle could be yours now! This beautifully high floor 2-bedroom, 2-bathroom condo offers stunning Sarasota Bay views and views of the famous Ringling Bridge. With a spacious split floor plan, open kitchen, and two screened-in lanais, you'll enjoy comfort, convenience, and beautiful sunsets. Located at the base of the Ringling Bridge, near Sarasota Arts District, Marina Jack, Bayfront Park, the Farmers Market, world-class dining, shopping, and more. St. Armands Circle and Lido Beach are just across the bridge. The building has fantastic amenities including a private beach, bayside heated pool, fitness center, kayak launch, and covered parking. Additional features include a full washer and dryer in-unit, low maintenance fees, and recent building upgrades such as new windows, railings, landscaping, and exterior paint. This 8th floor unit has an obstructed view of Fourth of July fireworks. No road noise (or very minimal) The owners have updated all windows to code and new dual pain PGT sliding doors in bronze recently. The plumbing has also been upgraded a few years ago when the unit below was undergoing renovations. Sprinkler system is has also been updated a few years ago to the top of the line company. Condo is ready for your designer touch or to enjoy as-is.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Marina Goncharenko (941-726-9233)
1330 MAIN ST #PH 9 & 10, SARASOTA, FL 34236
$6,995,000218 Days on yellowkey MLS ID: A4672442
Bed: 4 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 7188 Built: 1926 Tax: $33,573 (2024)Community: Orange Blossom TowerCondo
Taxes:$33,573
Remarks: SPECTACULAR PENTHOUSE WITH TIMELESS GRANDEUR & SWEEPING GULF/BAY/DOWNTOWN CITY VIEWS. The Orange Blossom Tower is one of Sarasota’s most treasured landmark buildings and this extraordinary two-story penthouse masterfully blends historic elegance with modern luxury. Encompassing an impressive 7,188 square feet and capturing panoramic views with its's 47 windows of the Gulf & Bay and the city’s vibrant cultural district, this residence offers an incomparable lifestyle in the heart of downtown. IMPECCABLE DESIGN & EXQUISITE CRAFTSMANSHIP A dramatic 26-foot atrium and gallery—anchored by a breathtaking wraparound staircase—creates an unforgettable entrance that sets the tone for the home’s refined sophistication. Gleaming marble floors, a soaring cathedral ceiling, and architecturally rich details showcase unwavering attention to quality. The expansive great room is tailor-made for elegant entertaining, complemented by a formal dining room distinguished by a medallioned tray ceiling, solid mahogany wainscoting, and other artisan finishes. The commercial-grade gourmet kitchen is designed to impress even the most discerning chef. For quiet moments and productivity, the mahogany-paneled office/library offers a serene retreat with direct access to a private elevator foyer. The luxurious primary suite promises restful indulgence with its spa-inspired bath featuring dual sinks, a hydromassage tub, sauna, and steam shower. Two additional bedrooms overlook the central atrium with charming Juliet balconies, adding to the home’s architectural romance. A private rooftop terrace crowns the residence, delivering 360-degree bay and city vistas—an unforgettable setting for sunset gatherings, open-air dining, or front-row seats to Sarasota’s Fourth of July fireworks. Additional highlights include keystone columns, custom mahogany millwork, eight-foot hand-carved mahogany doors, garage parking, and a generous bonus room with potential for an additional full bath conveniently located near the rooftop terrace. A PRESTIGIOUS ADDRESS IN THE HEART OF SARASOTA Originally built in 1926 as the American National Bank—and later an apartment hotel frequented by Hollywood stars—Orange Blossom Tower stands as a distinguished landmark listed on local, state, and national historic registries. This building has an exclusive collection of just seven luxury residences atop two floors of commercial space, the building seamlessly pairs heritage with contemporary sophistication. An incredible Amenity to the Orange Blossom Tower is it enjoys all of the amenities of the 1350 Building 50 yards away to include 3 deeded parking spaces in the private parking garage, pool, work out room, business center, billiard room, TV gathering area, outdoor grills. Important to know the building’s Structural Integrity Reserve Study (SIRS) and Financial Reserve Study (FRS) were both completed in 2024, ensuring full compliance with current Florida regulations and giving buyers added peace of mind.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Tony Andrews (941-921-5999)
435 S GULFSTREAM AVE #1004, SARASOTA, FL 34236
$895,000246 Days on yellowkey MLS ID: A4670726
REDUCED by $55,000 (5.8%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1829 Built: 1972 Tax: $10,813 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$10,813
Remarks: One or more photo(s) has been virtually staged. Welcome to waterfront living at Regency House, nestled in the heart of Sarasota on a serene, tree-lined street—ideally located between Gulfstream and Palm Avenue. Enjoy sweeping views of Sarasota Bay, breathtaking sunsets, and effortless walkability to the city’s premier dining, shopping, cultural attractions, and the bayfront. This beautifully updated 1,829 sq. ft. residence is designed with both style and function in mind, featuring a spacious split floor plan that maximizes privacy. The living room opens to spectacular north- and west-facing views, where sparkling city lights, Marina Jack’s Park, and Sarasota Bay create a stunning backdrop. Thoughtfully integrated shelving adds versatility and easily adapts to a dedicated home office set up. Modern upgrades include new flooring, a fresh neutral palette, and a sleek kitchen with stainless LG appliances and a Bosch induction cooktop. With abundant storage and generous counter space, the designer kitchen is ready for everything from casual meals to lively entertaining. Each bedroom is a private retreat, offering gorgeous sunset views, updated baths, and abundant closet space—including brand-new California Closet custom buildouts. A full size, in-residence washer and dryer make this home as practical as it is luxurious and a versatile bonus/storage room provides additional flexibility for work, hobbies, or extra belongings. Enjoy Resort-style amenities and maintenance free living: a heated pool, fitness center, stylish club room with catering kitchen, and the peace of mind of 24/7 concierge service and a professional on-site manager provide ease of living just steps from the beautiful waterfront. This residence offers a fabulous lifestyle just moments from Marina Jack, boutique shopping and world -class dining, Opera and Theatre, Whole Foods, St. Armands Circle and Lido Beach. Enjoy the best of the Gulf Coast and peace of mind at Regency House. The building maintains healthy reserves and has completed the Milestone Inspection and Structural Integrity Reserve. Don’t miss this rare opportunity to experience vibrant downtown living with every convenience right at your doorstep.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
540 N TAMIAMI TRL #804, SARASOTA, FL 34236
$2,500,00042 Days on yellowkey MLS ID: A4691950
REDUCED by $400,000 (13.8%) on 06/08/2026
Bed: 3 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3676 Built: 2020Monthly Fee: $4,332 Tax: $40,630 (2025)Community: The Blvd SarasotaSpa: YesCondo
Taxes:$40,630
Remarks: Welcome to BLVD Sarasota. This exceptional 8th-floor residence offers nearly 3,700 square feet of open living space with three bedrooms and four-and-a-half baths, while a private elevator opens directly into the residence. Floor-to-ceiling glass, expansive sliding doors, and 11-foot ceilings fill the home with natural light and create an open, inviting atmosphere throughout. The spacious living and dining areas flow seamlessly to a large wraparound terrace overlooking the downtown skyline. The kitchen is equipped with professional-grade appliances, custom cabinetry, and a large island with seating. Porcelain flooring, modern finishes, and thoughtful design details give the residence a clean, contemporary style. The primary suite features terrace access, dual owner-suite baths, a soaking tub, walk-in shower, and generous closet space. Each guest bedroom includes an ensuite bath and access to outdoor living areas. Residents at BLVD Sarasota enjoy two levels of luxury amenities, including a rooftop pool deck with cabanas and fire pits, fitness center, golf simulator, wine storage, pet grooming station, two assigned parking spaces, and concierge services. Ideally located just moments from The Quay Sarasota, Ocean Prime, Sarasota Bayfront Park, shopping, dining, theaters, and Sarasota’s vibrant arts scene. Call the listing agent for your private showing.
Listing Agent: Keith Kleppinger (941-525-2937)
174 GOLDEN GATE POINT #22, SARASOTA, FL 34236
$935,00019 Days on yellowkey MLS ID: A4697290
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1168 Built: 1967 Tax: $5,475 (2025)Community: Harbor HouseCondo
Taxes:$5,475
Remarks: Welcome to 174 Golden Gate Point #22, an exceptional, professionally decorated waterfront residence offered completely furnished for under $1M. Perfectly positioned on the second floor of Sarasota's most prestigious peninsula, this stunning, fully renovated two-bedroom, two-and-a-half-bath condominium captures breathtaking panoramic views of Sarasota Bay and the iconic John Ringling Causeway Bridge from every room. The thoughtful double-primary split floor plan features spacious bedrooms with private en-suite bathrooms, creating a sophisticated yet relaxed retreat ideal for owners and guests alike. Elegant coastal aesthetics, curated by a professional designer using premium pieces from Pottery Barn and Restoration Hardware, blend soft creams and light blues with high-end finishes. Every detail has been meticulously addressed, including crown molding, porcelain tile flooring, quartz countertops, a custom high-end backsplash, accent lighting, powered blinds, a walk-in closet, extensive storage, and a massive TV and sound system. The main living, dining, and kitchen areas flood with a spectacular natural glow each morning and frame mesmerizing sunset views every evening. Practical amenities elevate the home, including a deeded covered parking spot just one story below that features a handy, built-in storage closet. Embracing an unparalleled downtown Sarasota lifestyle, this property places you at the center of the city’s vibrant cultural and social scene. Enjoy effortless walkability to award-winning restaurants, boutique shops, theaters, art galleries, Marina Jack, Bayfront Park, and a major boat club. You are also just a short trip over the bridge to St. Armands Circle, Lido Beach, and the world-renowned shores of Siesta Key and Longboat Key. With luxury hotels like The Ritz-Carlton and The Westin nearby to accommodate extra guests, this extraordinary property delivers the ultimate combination of luxury, location, and effortless bayfront living. Act fast, as a turnkey opportunity of this caliber on Golden Gate Point for less than $1M may soon be a thing of the past.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Clint Kasten (941-780-2912)
301 QUAY COMMONS #509, SARASOTA, FL 34236
$1,776,500112 Days on yellowkey MLS ID: A4685046
0 Days Off yellowkey (back on 6/18/2026)
REDUCED by $48,500 (2.7%) on 05/19/2026
Bed: 2 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1870 Built: 2023 Tax: $12,213 (2024)Community: Bayso SarasotaSpa: YesCondo
Taxes:$12,213
Remarks: Under contract-accepting backup offers. Bayso’s Premier Indoor-Outdoor Luxury Private Residence Price Improvement. Experience the grand scale and freedom of an expansive urban residence combined with the resort lifestyle of this premier Sarasota high-rise. Uniquely positioned on the coveted 5th floor, Residence 509 pairs 1,870 SF of well-appointed interior design (2BR + versatile media room/3BA) with an unparalleled ~1,000 SF outdoor terrace. The Level 5 Ultra-Luxury Advantage: ~1,000 SF Private Terrace: An unprecedented, sun-drenched outdoor oasis with coveted southern exposure—essentially a private backyard 65 feet in the sky. Penthouse-Scale Volume: Soaring 12-foot ceilings exclusive only to Level 5 and penthouse floors, maximizing natural light and airiness. Seamless Glass Horizons: Towering floor-to-ceiling sliding glass doors in the living room and both principal bedrooms open directly to your terrace, also unique to Level 5. Elevator-Free Amenity Access: Seamlessly connected to Bayso’s resort pool and spa & outdoor grills and bar, resident splash lounge with catering kitchen, and private dog park. Designer Upgrades: Custom-designed with coastal contemporary finishes. The gourmet kitchen centers around a striking 10-foot custom quartz island, designer linear lighting, and an elegant Italian Carrara marble backsplash. High-end custom architectural feature walls grace the bedrooms. Premium finishes include Lutron automated shades, smart thermostat, custom dimmer lighting, tailored walk-in closets, 2 reserved parking spaces (one level below), and large storage space. (Select furnishings available separately). Residents of Bayso enjoy exceptional amenities including a 24-hour attended lobby with concierge, resort-style pool and spa, outdoor grills and bar, state-of-the-art fitness center and movement studio, resident splash lounge with catering kitchen and private bar, co-working executive suites, video conference room, dog park, lush tropical landscaping, and direct access to the City of Sarasota Multi-Use Recreational Trail (MURT)—that leads you along the bayfront downtown to Bird Key and beyond. Location: Perfectly positioned within Sarasota’s esteemed Quay waterfront district, this exceptional residence places you moments from world-class dining, including Ocean Prime and Michael Jordan’s 1000 North, with an exciting collection of retailers and fine dining still to come. Enjoy effortless access to the city’s renowned arts and cultural scene, including fine arts, opera, and live performances, along with the yachting lifestyle of Marina Jack. By the Bay Park, offering an array of complimentary experiences including yoga classes, live music, outdoor theater, wellness events, and year-round community programming along the bayfront. Scenic downtown waterfront trails, as well as the sugar-sand shores of Lido Key and Siesta Key, are all just minutes away. Sarasota’s finest value for luxury indoor-outdoor living. Schedule your private tour today.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Connie Marois Pozo (646-226-2595)
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