Location: Sarasota
Do Not Show Listings
1611 4TH ST, SARASOTA, FL 34236
$2,995,000808 Days on yellowkey MLS ID: A4605775
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$23,000
Elementary School: Alta Vista Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
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!
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Frank Lambert (941-920-1500)
410 N ORANGE AVE #218, SARASOTA, FL 34236
$2,428,200826 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 !!
152 AUDUBON PL, SARASOTA, FL 34237
$995,000347 Days on yellowkey MLS ID: A4657909
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1950 Built: 2025Monthly Fee: $444 Tax: $9,900 (2024)Community: Premier On MainSpa: NoTownhouse
Taxes:$9,900
Remarks: Are you dreaming of the ideal uptown location close to everything Sarasota? Discover modern Sarasota living with outdoor style at Premier on Main in the Park District at the east end of Main Street, downtown Sarasota. Ready to live your best Sarasota life? Welcome to Premier on Main, a just-completed collection of contemporary townhomes designed for those who crave outdoor living, accessible culture and modern style in the heart of Uptown as we call it. Near Main Street’s bustling arts and cultural district, farmers market, buzzworthy restaurants, live music venues and the new 53-acre bayfront park, this is your gateway to the ultimate Florida lifestyle. Morning runs over John Ringling Bridge. Sunset drinks on the rooftop. Bike to brunch or kayak the bay. This is the Sarasota experience elevated. Designed for your active, social life. Over 2,395 total square feet including 1,950 air-conditioned living space. Incredible 396-square-foot rooftop entertainment deck with optional hot tub and outdoor kitchen, ideal for sunny lounging or hosting friends under the stars. Spacious, light-filled living areas with soaring ceilings and designer finishes. Chef-inspired kitchen with oversized island and premium stainless appliances. Private elevator for easy living across all levels. Two bedrooms with en-suite baths and walk-in closets—room for guests, roommates or that home office you’ve always wanted. Urban convenient, Sarasota cool. Just blocks from the bayfront and downtown nightlife. Close to local cafes, restaurants, arts venues and farmers market. Bike-friendly location with easy access to parks and beaches. Sleek, contemporary architecture with high-end details. Energy-efficient systems and impact-rated windows and doors for safety and peace of mind. Practical perks for modern buyers. Private two-car garage with bonus flex space, ideal for gym, studio or gear storage. Low maintenance living with HOA covering landscaping, road upkeep and more. Move-in ready with special developer financing incentives available for a limited time. See why Sarasota millennials and modern buyers are choosing Premier on Main for their next-level urban lifestyle. Visit this fully furnished model or our 3 bedroom model next door at 2170 Fruitville Road. Open weekends noon-3 p.m. or by appointment. Contracts are being accepted now so grab your slice of downtown Sarasota before it’s gone!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
8420 WEBBER RD, SARASOTA, FL 34240
$1,399,00088 Days on yellowkey MLS ID: A4687127
REDUCED by $101,000 (6.7%) on 05/06/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3104 Built: 2010Monthly Fee: $133 Tax: $5,532 (2025)Community: Regent LakeSpa: NoSingle Family
Taxes:$5,532
Elementary School: Tatum Ridge Elementary
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: One or more photo(s) has been virtually staged. LUXURY,LAND & 24 ACRE LAKE VIEW THE ULTIMATE FLORIDA LIFESTYLE Exclusive 13-Home Community- A True Hidden Gem Experience the pinnacle of Sarasota luxury living in this exceptional lakefront pool home estate set on over one plus private acre in the exclusive Regent Lake community. Showcasing the highly desirable Osprey floor plan, this expansive residence with 3104 sq ft of living space offers 4-bedrooms, office /library 3-bath offers refined living with an oversized 3-car garage and a thoughtfully designed split floor plan ideal for both entertaining and everyday comfort. From the moment you arrive, you are greeted with breathtaking panoramic views of a 25-acre spring-fed lake, delivering stunning sunsets and a peaceful, no-through-traffic setting that is truly rare to find. Inside, elegance meets functionality with formal living and dining rooms, a spacious family room, and a gourmet kitchen designed to impress. Featuring stainless steel appliances, granite countertops, upgraded wood cabinetry, built in oven microwave combination, cooktop, custom wood vent hood, walk-in pantry, breakfast bar, center island, and a bright morning room — this kitchen is truly the heart of the home. The luxurious primary suite is a private retreat, offering direct access to the pool and lanai along with serene lake views. The spa-style bath includes a garden tub, walk-in shower, dual vanities, and dual closets, including an oversized walk-in. Step outside to your screened lanai and pool area where indoor and outdoor living blend seamlessly. Enjoy tranquil lakefront views, breathtaking sunsets, and a private fenced area perfect for pets. Recent upgrades provide peace of mind and modern efficiency, including: ** Bahama hurricane shutters throughout ** New A/C (2025) ** New water heater (2025) ** Whole-house generator with buried 500-gallon propane tank ** Reinforced garage door (150 mph rated) ** Added attic insulation ** All Bedrooms have brand new Laminate flooring just installed last week Regent Lake is an intimate community of just 13 homes, offering low HOA fees, no CDD, and a lifestyle centered around privacy and nature. The spring-fed lake is navigable by canoe or kayak, adding to the unique charm of this one-of-a-kind property. Conveniently located near shopping and top-rated Tatum Ridge Elementary School, this home offers the perfect blend of luxury, location, and lifestyle. This is more than a home — it’s a rare opportunity to own a private waterfront estate in one of Sarasota’s most exclusive settings.
Listing is courtesy of: REAL ESTATE BOUTIQUE LLC (941-726-8061)
Listing Agent: Maria Atkins (941-726-8061)
5146 COTE DU RHONE WAY, SARASOTA, FL 34238
$699,9009 Days on yellowkey MLS ID: A4696420
0 Days Off yellowkey (back on 6/19/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2578 Built: 2003Monthly Fee: $684 Tax: $5,216 (2025)Community: Silver OakSingle Family
Taxes:$5,216
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Beautifully upgraded& expanded Tuscan style maintenance free home located in The Vineyards of Silver Oak on Palmer Ranch. Custom built by Gibralter builders & expanded to nearly 2600 sq. ft. under air. Recent upgrades include: New tile roof in 2019,replumbed in 2023, new stainless appliances in kitchen & new washer & dryer. 3 bedrooms (hidden office closet), 3 baths 2 full & 1 half bath. Upgraded Travertine look tiles, custom wood look floors in the primary & second bedrooms. Very open, light & bright great room floor plan. Kitchen has wood cabinets & granite counters. Large extended screened lanai overlooking very private preserve views ( no road noise). This boutique community of 72 homes providing maintenance for complete landscaping & irrigation maintenance. A private community center available only to The Vineyards offers a pool, fitness & cozy clubhouse with kitchen for special events. The Vineyards is located in this Executive community of Silver Oak on Palmer Ranch close to shopping, restaurants, The Legacy bike trail & just minutes from world famous Siesta Key Beach.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Cynthia Bowers (941-650-4808)
6236 MIDNIGHT PASS RD #305, SARASOTA, FL 34242
$800,000224 Days on yellowkey MLS ID: A4671409
1 Days Off yellowkey (back on 5/21/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1250 Built: 1979Monthly Fee: $1,096 Tax: $8,844 (2025)Community: Siesta Dunes BeachSpa: YesCondo
Taxes:$8,844
Remarks: Under contract-accepting backup offers. Rarely for sale TURNKEY FURNISHED beach condo at Siesta Dunes, where living the Siesta Key lifestyle comes naturally. Enjoy true convenience with DIRECT BEACH ACCESS to powdery white sand and the sparkling Gulf- no streets to cross, just a short, breezy walk to the beach, pool, hot tub, or tennis court right within the community. With onsite management available and WEEKLY RENTALS allowed, owning and renting is refreshingly simple. Whether you're strolling to dinner, biking to the Village, or simply putting your toes in the sand, every moment here feels effortless. Lovingly maintained by the same owner for 40 years, this residence shines with thoughtful updates, brand-new IMPACT WINDOWS for added peace of mind, and even a gorgeous blue Gulf VIEW from your primary bedroom. Whether you're looking for a smart investment or a sunny place to call home, this Siesta Dunes gem is ready to welcome you!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Alex Chau (941-812-8781)
3799 COUNTRYSIDE RD, SARASOTA, FL 34233
$549,00031 Days on yellowkey MLS ID: A4694295
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1849 Built: 1982Monthly Fee: $50 Tax: $3,054 (2025)Community: Country PlaceSpa: NoSingle Family
Taxes:$3,054
Elementary School: Wilkinson Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Discover Country Place a highly sought-after neighborhood of 173 homes in the heart of Sarasota, Florida. Super LOW HOA of $600 a year. Nearby School Districts including Riverview High, This 3-bedroom, 2-bathroom single-family pool home is easy to maintain with carpeted bedrooms and ceramic tile flooring throughout. ADA accessible ramps throughout. Step outside to your private screened in pool. The covered lanai at 17x35 provides great entertaining to relax with family. Inside, the home features spacious living areas and a layout brimming with potential. With its generous size, prime location, oversized fenced yard and a family-friendly neighborhood, this property is an ideal canvas to create your dream home. Whether you're looking for a quiet haven or vibrant family space near top beaches, schools and amenities, this home offers it all. Don't miss this rare opportunity, schedule your showing today! New A/C May 2025, New Pool Pump and light 2024, Pool Refinished June 2026. Pool cage and tile work upgraded in 2024, Qualifies for Hurricane Insurance Discounts, Impact Windows and Lexan Panels for the Sliders throughout give you peace of mind during Hurricane season. Fresh Paint, GE Refrigerator, Dishwasher, Pool Cage, Screening in 2025 Just a short drive to the world-renowned Siesta Key Beach, The two car garage with plenty of storage up in the attic. All this in a friendly, low HOA community ($600/year). A dog friendly neighborhood - and they have their own HOA page! Just minutes from top rated schools, area parks, the scenic Red Bug Slough and the Legacy Trail. Siesta Key’s world famous beaches and the shops and restaurants of downtown Sarasota, St Armand's Circle. SRQ, TPA RSW PGD airports all readily accessible.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Jonathan Woods (941-356-7583)
8930 BLOOMFIELD BLVD, SARASOTA, FL 34238
$1,150,000372 Days on yellowkey MLS ID: A4654346
0 Days Off yellowkey (back on 5/24/2026)
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3924 Built: 2000Monthly Fee: $302 Tax: $8,827 (2024)Community: Silver OakSingle Family
Taxes:$8,827
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to Silver Oak Estates, an exclusive, gated enclave nestled within Palmer Ranch. This custom-built John Cannon residence offers refined luxury, timeless design, and serene natural beauty, all situated on one of the community’s most coveted lakefront lots. Boasting 4 spacious bedrooms, a private office and a versatile bonus/game room, this thoughtfully designed home provides exceptional living space for both everyday comfort and entertaining. As you enter the grand foyer, you’ll be greeted by tall ceilings, intricate crown moldings and custom millwork, a hallmark of the quality craftsmanship that defines John Cannon Homes. The living room features sliding glass doors that seamlessly open to a screened salt water pool and expansive lanai offering unobstructed views of the shimmering lake and lush preserve. A formal dining room sits opposite the well appointed kitchen designed for the culinary enthusiast with granite countertops, stainless steel gas range, refrigerator and an oversized breakfast bar. A custom walk in wine room with built-in bottle storage is ideal for wine collectors. Beyond the kitchen is the family room surrounded by sliding glass doors illuminating the room with natural light. The primary suite offers tranquil lake and preserve views, direct access to the lanai and pool. Work from home in a richly appointed office with hardwood floors, custom built-ins, and captivating lake views. Head upstairs to enjoy the bonus room fully equipped with a wet bar, mini-fridge, pool table, full bathroom and an oversized balcony overlooking the lake and preserve! Lovingly cared for with a new roof in 2020 and updated HVAC systems. Located just minutes from the gorgeous beaches on Siesta Key and Casey Key, downtown Venice, top-ranked schools including the highly acclaimed Pine View School, world-class golf, Costco, Potter Park YMCA, The Legacy Trail plus convenient I-75 access, this residence offers an unparalleled lifestyle in one of Sarasota’s finest communities!
Listing is courtesy of: HUNT BROTHERS REALTY, INC. (941-388-7017)
Listing Agent: Christopher Hunt (941-232-9614)
4822 OCEAN BLVD #10E, SARASOTA, FL 34242
$565,000154 Days on yellowkey MLS ID: A4669777
REDUCED by $10,000 (1.7%) on 05/29/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 820 Built: 1973 Tax: $4,312 (2025)Community: Siesta TowersCondo
Taxes:$4,312
Remarks: Experience penthouse-level living in this fully renovated, 10th-floor, condominium. This turnkey Siesta Key oceanfront property offers panoramic views of the Gulf, Sarasota Bay, and the skyline. Masterfully modernized, it blends luxurious coastal design with everyday resort-style convenience. Sweeping, unobstructed sights of dolphins, Big Pass, and vivid Gulf sunsets. A substantial great room offers ample space for a living, and dining room. The kitchen features European white soft-close cabinets, granite countertops, porcelain wall tile, a triple-filter water dispenser, and high-end stainless-steel appliances. Premium upgrades include luxury vinyl plank flooring that runs throughout, motorized privacy blinds, impact sliding doors, 2025, a fully updated bath with dual sinks, and a separate water closet with walk-in shower. The bedroom is a spacious sanctuary, with two closets, and additional access to the fully revitalized terrace. Siesta Towers provides a relaxed waterfront community with all new amenities, including a state-of-the-art fitness center. Located on prime north Siesta Key; just a 5-minute walk to Siesta Key Village, and Siesta Key Beach is just around the bend. Enjoy immediate access to the area's best boutiques, restaurants, bars, and weekly farmer's markets. One look and you'll fall in love with this exceptional Gulf-front gem! Come for the views and stay for the fun!
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Darren Beddoe (407-353-8810)
2429 WHIPPOORWILL CIR, SARASOTA, FL 34231
$740,000184 Days on yellowkey MLS ID: A4675587
REDUCED by $9,999 (1.3%) on 06/19/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3002 Built: 1991 Tax: $7,729 (2025)Community: Weslo WillowsSpa: NoSingle Family
Taxes:$7,729
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: This MULTI-GENERATIONAL home has a total of four bedrooms with Two Primary Suites located on both the 1st and 2nd floors. Two additional upstairs bedrooms share a full bath with a tub. The ample Foyer with Cathedral Ceilings leads to the Open Living & Dining area; and the 15’ x 21’ Family Room with fireplace. A Den with murphy bed and a half bath are adjacent to Foyer. The enclosed porch opens to a covered patio and a spiral staircase leading to the roof deck above the first-floor Primary. Seller offering credit of up to $10,000 towards repairs & improvements. The hot tub is ready, and the laundry room plus 3-car garage offer ample storage. Repairs to roof deck surface to be scheduled for July. This home is conveniently located to the beaches, schools, shopping, and downtown Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Sandra Walker (941-400-5849)
4106 CENTRAL SARASOTA PKWY #1015, SARASOTA, FL 34238
$224,900261 Days on yellowkey MLS ID: A4667079
REDUCED by $24,100 (9.7%) on 06/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1209 Built: 1998Monthly Fee: $671 Tax: $1,279 (2024)Community: Bella Villino 1Spa: YesCondo
Taxes:$1,279
Remarks: PRICE REDUCTION + MOTIVATED SELLER! BRING ALL OFFERS! Step into effortless living with this stylish GROUND LEVEL condo in the coveted, gated community of Bella Villino—where ‘I live here’ feels like bragging rights. This 2-bedroom, 2-bath split floor plan delivers just the right balance of privacy and connection. The open-concept living area, with crown molding and soaring ceilings, feels inviting from the moment you walk in. The kitchen is designed to keep up with your lifestyle—plenty of counter space, a breakfast bar for quick bites, and open sightlines for entertaining. A bright solarium pulls in natural light, making it the perfect spot to sip coffee, unwind, or set up a chic home office. Both bedrooms are true retreats, each with its own ensuite bath and walk-in closet. The primary suite impresses with generous vanity space and a private linen closet, while the second bedroom offers equal comfort for family, guests, or a flex space. Updates you’ll love: BRAND NEW A/C (9/2025), BRAND NEW carpet (Oct 2025), freshly painted interior (10/2025) and PGT double pane hurricane impact windows. But let’s be real—you don’t move to Bella Villino just for the condo. You move here for the lifestyle. Float away in the heated saltwater pool, recharge in the spa, or hit the fitness center before a stroll along nature trails and lakeside views. Game on? There’s racquetball, basketball, tennis, and even billiards. Want something more low-key? Head to the clubhouse, picnic areas, or bring your pup to the pet-friendly spots. All of this is tucked inside Palmer Ranch, moments from Potter Park, Legacy Trail, a quick drive to Siesta Beach, Downtown Sarasota, Venice and Nokomis, and a plethora of dining and shopping. Monthly fees cover nearly everything—water, sewer, trash, pest control, exterior maintenance, and full access to the amenities—so you can focus on living, not chores. This is more than a home—it’s your next-level lifestyle.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Ashley Nevadomski (941-769-7627)
1255 N GULFSTREAM AVE #1407, SARASOTA, FL 34236
$1,375,000160 Days on yellowkey MLS ID: A4677443
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 is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lisa Brandy (941-232-1420)
11 SUNSET DRIVE #804, SARASOTA, FL 34236
$849,000103 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)
4660 OCEAN BLVD #Q2, SARASOTA, FL 34242
$624,90050 Days on yellowkey MLS ID: A4692194
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1971 Tax: $6,131 (2025)Community: Sea VillageSpa: NoCondo
Taxes:$6,131
High School: Sarasota High
Remarks: BEST PRICED GULF-FRONT CONDO ON SIESTA KEY, in terms of VIEW, CONDITION, SIZE, AMENITIES and PROXIMITY to Siesta Key Village, the #1 BEACH IN America, and DOWNTOWN SARASOTA! Not ONE, but TWO heated GULF FRONT POOLS. Brand NEW fishing dock. This lovely unit can come partially furnished if you wish (a full list of items is available) and has a BRAND-NEW A/C. MOVE IN READY! Unobstructed GULF VIEWS, forever YOURS! And it’s PET FRIENDLY! HOA covers just about everything! Bring your suitcase, your toothbrush and your bathing suit! Wake up to breathtaking Gulf views, watch as dolphins swim, and enjoy legendary Siesta Key sunsets from this beautifully maintained 2-bed, 2-bath, perfectly positioned condo in a charming Gulf front community. Floor-to-ceiling glass sliders flood the open living area and primary bedroom with natural light, leading to your private screened lanai, where uninterrupted Gulf views are yours to behold. The primary bedroom features ample closet space and an ensuite bath with separate vanity. With 1,200 ft² of living space, this second-floor residence comes with an in-unit washer/dryer, as well as a free community laundry room and storage. The second bedroom is perfect for guests and family, and the well-appointed kitchen has upgraded appliances and a pass-through to the living area. This exceptional unit has had just one owner and has been in the family since the complex was built. Sea Village is a small community located exactly 1 mile north of Siesta Key Village and 1 mile to the #1 Beach in America. Amenities include two heated gulf front pools, a newly constructed fishing pier, and designated covered parking. ALL assessments have been PAID. Monthly HOA covers Community Pool, Escrow Reserves, Insurance, Exterior Maintenance (to include the roof), Maintenance of the Grounds, as well as Water, Sewer and Trash. Renowned for its vibrant coastal lifestyle, Siesta Key Village is bustling with restaurants, cafes, shops and miles of crystalline beaches. Downtown Sarasota’s Bayfront, with its world-class shopping, dining, & cultural events is 5 miles away. Nature lovers, sports enthusiasts, and patrons of the arts have the best of Sarasota at their fingertips with outdoor activities that include waterfront dining, boating, biking, golfing, hiking & fishing nearby. With easy access to state-of-the-art medical facilities, Sarasota International Airport, and the I-75, the location of this property offers the perfect blend of serenity & convenience and offers an extraordinary opportunity to LIVE YOUR BEST LIFE, whether it be used as a private retreat for your own personal enjoyment, or a seasonal or annual rental, with excellent income potential.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Robin Leonardi (941-685-6270)
5974 SAN MICHELLE DR, SARASOTA, FL 34243
$353,900148 Days on yellowkey MLS ID: N6142540
REDUCED by $16,000 (4.3%) on 06/18/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1531 Built: 1987Monthly Fee: $87 Tax: $2,850 (2024)Community: Longwood Run Ph 3 Pt ASpa: NoSingle Family
Taxes:$2,850
Elementary School: Emma E. Booker Elementary
Remarks: Experience serene lakefront living in this beautifully maintained 3-bedroom, 2-bath residence, thoughtfully designed as either a true three-bedroom home or a two-bedroom plus den to suit your lifestyle. Set on a tranquil lake, this home offers captivating water views and a peaceful backdrop where native wildlife and dreamy Florida afternoons take center stage. A screened front entry welcomes cooling breezes throughout the home, creating an effortless indoor-outdoor flow without the nuisance of insects. Inside, the open, airy floor plan is filled with natural light and designed for both relaxation and entertaining, perfectly capturing the essence of Florida living. Located on a quiet cul-de-sac along San Michele in the desirable Longwood Run community, this home enjoys a prime position along the University Parkway corridor—minutes from Sarasota’s world-class beaches, SRQ International Airport, downtown Sarasota, and Main Street Lakewood Ranch. Additional highlights include low annual HOA fees and a flexible rental policy allowing a minimum six-month lease once per year with no waiting period. Offered as the owners relocate to be closer to family, this is a rare opportunity to own a stunning lakefront home in an exceptional Sarasota location.
Listing Agent: Vince Fuda (941-615-8000)
7303 MANATEE ST, SARASOTA, FL 34243
$536,25061 Days on yellowkey MLS ID: A4690664
REDUCED by $28,750 (5.1%) on 05/21/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2740 Built: 1985 Tax: $4,976 (2025)Community: Whitfield Estates Blks 55-63Spa: NoSingle Family
Taxes:$4,976
Remarks: NO FLOOD * NO CDD * VOLUNTARY $35/YEAR HOA PROVIDES FINE DINING ACCESS AT Sara Bay Country Club. AVIATION ENTHUSIASTS TAKE NOTE! This bright and spacious 4 bedroom, 3 bathroom + den + bonus room contemporary home sits on an oversized fenced corner lot and offers soaring ceilings, abundant natural light, and move-in-ready peace of mind. RECENT UPGRADES INCLUDE: Hurricane impact windows (2024) Solar panels (2024) Roof (2016) Hot water heater (2025) Refrigerator (2024) Dishwasher (2019) Garbage disposal (2021) Washer (2019) Dryer (2020) HVAC (2017) Irrigation pump (2023) Located in sought-after Whitfield Estates, this unique neighborhood is in Manatee County while maintaining a Sarasota address. Conveniently positioned near Sarasota-Bradenton International Airport, residents enjoy exceptional access to everything the area has to offer. Neighborhood highlights include: 5-minute Uber to the airport 5-minute drive to multiple colleges and universities 12-minute drive to downtown Sarasota 20-minute drive to the white sands of Lido Key Beach Not a golfer but love upscale dining? Whitfield Estates residents may choose to pay the optional $35/year HOA fee, granting eligibility for a culinary membership at the exclusive Sara Bay Country Club. With its size, location, and convenience, this property also presents a strong opportunity for short-term rental income, Airbnb potential, or student housing investment.
Listing Agent: Amanda Reichert (603-377-0281)
5780 MIDNIGHT PASS RD #210, SARASOTA, FL 34242
$999,000200 Days on yellowkey MLS ID: A4673708
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1979 Tax: $9,269 (2025)Community: Gulf & Bay Club Ph 2Condo
Taxes:$9,269
Remarks: BEST VALUE AT SIESTA KEY BEACH GULF & BAY CLUB. Imagine living in Paradise…Welcome to your dream home on Siesta Key, where every day feels like a vacation. This beautiful beachfront corner unit in the prestigious GULF & BAY CLUB is located on the #1 Beach in America per Trip Advisor. Step into this stunning two-bedroom, two-bathroom unit, filled with natural light from expansive windows. Enjoy breathtaking sunrise and sunset views as part of your daily routine. The renovated interior features high ceilings, a gourmet kitchen with an office, modern bathrooms, smart storages and elegant details. Gulf & Bay Club is the gated resort community on the key. The serene property spans on 32 acres with 800 feet of private quartz sand beach, offering exceptional living. Beyond your home, Gulf & Bay Club offers world-class amenities, including scenic pathways to a freshwater lake with a rustic footbridge, a lush tropical courtyard with 3 heated pools, 6 pickleball courts, 4 tennis courts, 2 clubhouses and barbecue grills for social gatherings. Fitness enthusiasts can access a commercial gym, sauna, and media facility, while EV charging stations promote eco-friendliness. With an on-site rental management for one-month minimum rentals, this property is perfect for luxurious living and smart investment. Make this waterfront oasis your home where warm hospitality and serenity await.
Listing Agent: Maurice Menager (941-238-8119)
5880 MIDNIGHT PASS RD #704, SARASOTA, FL 34242
$1,495,000102 Days on yellowkey MLS ID: A4685065
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1498 Built: 1982 Tax: $11,276 (2025)Community: CasarinaSpa: YesCondo
Taxes:$11,276
Remarks: You will melt away on Crescent Beach's powder/sugary white sand and float away in the shimmering waters of the Gulf of Mexico. This residence has been beautifully renovated to provide the ultimate beach home for you to call your own. The kitchen area features a day bed and a custom wood top island. Enjoy your morning coffee or sunset drink on your private lanai. Residents enjoy the heated pool/spa with cabana and outdoor kitchen, two grilling areas, a sunset beachside deck and lighted pickle ball/tennis courts. You will appreciate the on-site management office, fitness room and large community center. Come see for yourself what Casarina offers for fine beachside living.
3317 PINE VALLEY DR, SARASOTA, FL 34239
$550,000293 Days on yellowkey MLS ID: A4663718
REDUCED by $15,656 (2.8%) on 06/19/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2200 Built: 1964 Tax: $4,160 (2024)Community: Frst Lakes Country Club EstatesSingle Family
Taxes:$4,160
Remarks: REMODELED SPACIOUS OPEN FLOOR PLAN IN FOREST LAKES COUNTRY CLUB CLOSE TO GOLF COURSE THIS CLASSIC FEATURES A NEW KITCHEN WITH A TON OF SHAKER CABINETS AND QUARTZ COUNTER TOPS. ALL NEW STAINLESS APPLIANCES INCLUDING A KITCHENAIDE FRENCH DRAWER REFRIGERATOR.THE REMODEL INCLUDED NEW HURRICANE RATED WINDOWS THROUGHOUT AND A NEW BARREL TILE ROOF. THE INTERIOR IS FRESHLY PAINTED AND HAS ALL NEW DOORS. THE FLOORS FEATURE A MODERN WOODLIKE LAMINATE WHICH GIVES THE INTERIOR A WARM COZY FEEL. BATHROOMS WERE UPDATED WITHOUT NEW VANITIES SHOWER TILE AND STYLISH ARMITAGE AQUA FIXTURES. THE INTERIOR HAS MANY 54" CASA SALERNO CEILING FANS. HUGE FAMILY ROOM WITH FIVE PICTURES WINDOWS OVER LOOKING A SHADY BACKYARD BRINGS A TOUCH OF NATURE INSIDE.THIS EKEGANT HOME ALSO FEATURES A NEW TANKLESS HOT WATER HEATER, NEW LANDSCAPING BEDS, MYRAID OF CLOSET SPACE AND FRESHLY PAINTED EXTERIOR. THE ONLY THING MISSING IS YOU AND YOUR FRUNITURE!!
Listing is courtesy of: SUNREAL ESTATE INC (941-376-7653)
Listing Agent: Karl Helbig (941-376-7653)
8008 MIDNIGHT PASS RD, SARASOTA, FL 34242
$3,750,000212 Days on yellowkey MLS ID: A4672889
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4190 Built: 2015 Tax: $25,117 (2024)Community: Mira Mar SubSpa: YesSingle Family
Taxes:$25,117
Remarks: Welcome to the side of Siesta Key most visitors never discover — and many locals refuse to leave. Located on the peaceful southern stretch of Midnight Pass Road, 8008 Midnight Pass sits far enough from the congestion of the Village and Beach Road traffic, yet only minutes from Crescent Beach and waterfront dining. Here, mornings start with bike rides under a canopy of palms, neighbors walk dogs along quiet streets, and evenings end with sunsets reflecting across Heron Lagoon. This is the residential, laid-back Siesta Key lifestyle buyers search for but rarely find available. Behind a newly installed private gate, fresh coastal landscaping and a new perimeter wall create a true sense of arrival and privacy. The 2015-built waterfront home has been extensively improved, offering the feel of a newer construction property without the wait, cost, or uncertainty of building on the island. Inside, the home has been refreshed with new flooring throughout, fresh interior paint, updated stair railings, and designer lighting. A full Sonos surround sound system, Brilliant smart switches, Philips Hue lighting, and an upgraded security system provide modern convenience, while spray-foam attic insulation improves comfort and efficiency year-round. The completely reimagined kitchen serves as the centerpiece of the home, featuring Viking appliances, quartzite countertops and backsplash, custom cabinetry with under-cabinet lighting, a custom hood, dedicated bar area, and Viking ice maker. The open living space flows directly to expansive sliders overlooking the calm waters of Heron Lagoon — a view that immediately explains why owners love this side of the island. A flexible den with a custom Murphy bed provides additional guest accommodations, and upstairs guest bedrooms have been enhanced with wainscoting and designer wallpaper. One guest bathroom has been fully remodeled and all bathrooms have been updated with new fixtures and lighting. Outdoor living is where the property truly shines. The lagoon-front setting offers a kayak and paddleboard launch from your backyard, an IPE dock for fishing or sunset watching, and a revitalized pool area with new equipment and LED lighting. A newly screened upper balcony lanai creates a peaceful retreat above the water, while the private basketball court adds a rare amenity not commonly found on Siesta Key. This is a home designed for those who want Siesta Key without the crowds — boating, biking, paddleboarding, and quiet evenings just minutes from the beach. 8008 Midnight Pass is not just a waterfront property; it’s an opportunity to experience the calmer, residential side of island living while still being close to everything that makes Siesta Key world-famous. Schedule your private showing and experience the difference in person.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Jeff Lauer (941-441-6555)
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