Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
5855 MIDNIGHT PASS RD #510, SARASOTA, FL 34242
$689,0008 Days on yellowkey MLS ID: A4696548
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1976Monthly Fee: $750 Tax: $5,794 (2025)Community: Harbor Towers Yacht & Racquet ClubSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,794
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: **Resort Style Living in the Heart of Siesta Key, For Those Who Desire The Active Life Style** Experience the best of Siesta Key living at Harbor Towers Yacht & Racquet Club, a premier waterfront community overlooking Little Sarasota Bay with one of the lowest HOA's on the Key. This beautifully maintained turn-key furnished **2-bedroom, 2-bath residence** features a desirable **split floor plan** and is ideally positioned on the **5th floor**, offering tranquil **Intracoastal Waterway views**. Inside, you’ll find thoughtful updates including **new wood-look vinyl plank flooring in both bedrooms**, along with a **new electric range and microwave** in the kitchen. Enjoy the convenience of a **deeded covered carport**, providing protected parking and added value. Harbor Towers is renowned for its resort-style amenities, including **two heated pools**, a clubhouse with outdoor grilling patio, and a **state-of-the-art fitness center** with cardio equipment, free weights, and sauna. Tennis enthusiasts will appreciate the meticulously maintained **Har-Tru courts**, serviced daily for optimal play. The in house Rental Agency is there to help you rent, with a 2 week minimum rental policy. For boating and water lovers, the on-site **marina with 40 slips equipped with water/electric available on first-come, first-served basis**, along with kayak storage and launch, offers direct access to the Intracoastal Waterway. Residents can relax along the scenic waterway, enjoy shaded seating, or unwind in the waterfront gazebo. Additional perks include bicycle storage and **complimentary access to the Siesta Key Open-Air Trolley**, making it easy to explore the island. You’re just moments from **world-famous Siesta Key Beach**, known for its powdery quartz sand and breathtaking sunsets, as well as Siesta Key Village with its vibrant dining, shopping, and entertainment. The community has recently undergone significant upgrades, including **new stucco exterior, impact-resistant windows, and sliding glass doors**, offering enhanced beauty and peace of mind.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Julie Kell (330-309-7022)
4003 BOOTH PL, SARASOTA, FL 34231
$355,90064 Days on yellowkey MLS ID: A4690238
1 Days Off yellowkey (back on 6/18/2026)
REDUCED by $19,100 (5.1%) on 05/02/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1306 Built: 1952 Tax: $2,979 (2025)Community: BrooksideSingle Family
Taxes:$2,979
High School: Riverview High
Remarks: Under contract-accepting backup offers. Welcome to this FRESH and Bright centrally located home in Sarasota! It offers 3 bedrooms, 2 bathrooms, and valuable updates that provide both comfort and peace of mind. A BRAND NEW ROOF is scheduled for installation in mid-June 2026, while the freshly painted interior (May 2026), finished in a soft/neutral white, creates a light-filled and inviting atmosphere throughout the home. The beautifully updated kitchen features newer appliances, cabinetry, white quartz countertops, and fixtures, blending style and functionality for everyday living and entertaining. The spacious primary suite is complemented by a stunning bathroom renovation completed in March 2026, showcasing modern finishes and thoughtful design. The water softener is also new. UPDATED PHOTOS WILL BE TAKEN after the new roof is completed. Step outside and enjoy the spacious screened lanai, an ideal setting for morning coffee, evening relaxation, or gathering with family and friends. The large private backyard is shaded by mature trees, offering both beauty and privacy. A one-car carport under the main roofline adds convenience and enhances the property's overall value. Located within the highly sought-after Riverview School District, this home is just minutes from Siesta Key's world-famous beaches, vibrant downtown Sarasota, premier shopping and dining, parks, and major medical facilities. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this exceptional location offers enduring appeal. With many of the major improvements already completed—including the new roof, fresh interior paint, updated kitchen, renovated primary bathroom, and new water softener—this property presents an outstanding opportunity to enjoy the Sarasota lifestyle from day one. Combining desirable updates, a prime location, and room to make it your own, this home is ready to welcome its next owner.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)
Listing Agent: Julie Shaw (941-408-4760)
3174 REGATTA CIR, SARASOTA, FL 34231
$428,90058 Days on yellowkey MLS ID: A4689148
REDUCED by $5,000 (1.2%) on 06/18/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1279 Built: 1963Monthly Fee: $6 Tax: $4,089 (2025)Community: Gulf GateSpa: NoSingle Family
Taxes:$4,089
Elementary School: Gulf Gate Elementary
Remarks: Bright and light, charming, nicely updated two bedroom, two bath home sold TURNKEY furnished in the lovely Gulf Gate community on a quiet circle street! Don’t miss this tropical oasis with a beautiful backyard and screened in patio ready for new owners – just bring your toothbrush! This community has an optional HOA and no CDD fees! This one car garage home includes the following updates: new exterior paint 2026, new interior paint in 2021, new wind rated sliding doors in 2021, new screened in patio 2021, new range and refrigerator in 2021, new garage exterior door in 2024, garage painted in 2023, new gas grill in 2026, new updated lighting in 2021, and new HVAC installed in 2020. Close to shopping, restaurants, and only 3.9 miles to the famous #1 Beach in the USA - Siesta Key! Enjoy as your personal home or as a great investment opportunity. Don't miss this home, make your appointment to see today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Alice Lewis (941-402-5564)
1850 MAGNOLIA ST, SARASOTA, FL 34239
$2,100,0002 Days on yellowkey MLS ID: A4697162
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3148 Built: 2017 Tax: $21,727 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$21,727
Elementary School: Southside Elementary
Remarks: In the heart of Southside Village, this exceptional home offers one of Sarasota’s sought-after lifestyles. Just west of Tamiami Trail in Poinsettia Park’s charming Flower Streets, the neighborhood is known for its tree-lined streets, diverse architectural character, and proximity to restaurants, boutiques, gourmet markets, Sarasota Memorial Hospital, Southside Elementary, downtown Sarasota and the Siesta Key bridge. From 1920s bungalows to newly built residences, the area reflects the character and appeal that continues to attract buyers year after year. This home combines spacious living areas with thoughtful design and inviting outdoor spaces. The first floor features 10-foot ceilings, plank tile flooring, and a great room with tray ceilings, an electric fireplace, and triple sliders that open to the patio and pool area. The kitchen is centered around a large island and includes marble countertops, stainless steel appliances and a butler pantry. A den with a Murphy bed and an adjacent full bath offers flexibility for guests, a home office or multi-purpose use. Upstairs, four bedrooms, three baths, and a family room with built-in cabinetry and a beverage refrigerator provide comfortable space for everyday living. The primary suite includes two walk-in closets, dual vanities, a soaking tub and a separate shower. Outdoor living is equally inviting, with a heated saltwater pool and spa, covered entertaining areas and open patio spaces designed for enjoying Sarasota’s year-round sunshine. With easy access to downtown Sarasota, Siesta Key, shopping, dining, healthcare and schools, this home offers an outstanding opportunity in one of the city’s desirable neighborhoods.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Carmen Baskind (941-724-1854)
6140 MIDNIGHT PASS RD #603, SARASOTA, FL 34242
$1,174,00077 Days on yellowkey MLS ID: A4688546
REDUCED by $25,000 (2.1%) on 06/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1521 Built: 1967 Tax: $11,779 (2025)Community: Horizons WestCondo
Taxes:$11,779
Remarks: Perched on the 6th floor with sweeping, unobstructed western views of the Gulf and world famous Crescent Beach, this spectacular Siesta Key condo delivers front row sunsets and frequent dolphin sightings, stretching from Point of Rocks to north Siesta Key. Ideally positioned above the gulf front pool and spa, this partially furnished island retreat is move in ready and features a full length enclosed balcony for added living space, along with impact windows and doors for peace of mind. Located in Horizons West, a coveted gulf to bay resort community spanning over 7 lushly landscaped acres, residents enjoy 300 feet of deeded private beach with cabanas, a beachside pool and spa, grilling areas, a second pool by the clubhouse, and a private Intracoastal Waterway park with day dock perfect for kayaking, paddleboarding, fishing, or relaxing among the mangroves. Conveniently access Siesta Key Village dining, shopping, and entertainment via the free island trolley and embrace the ultimate carefree coastal lifestyle. Come see what Island Life is all about.
Listing Agent: Suki Scollo (941-587-2289)
2135 DATURA ST, SARASOTA, FL 34239
$1,725,00097 Days on yellowkey MLS ID: A4685791
REDUCED by $75,000 (4.2%) on 05/08/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2539 Built: 2021 Tax: $7,357 (2025)Community: Grove Lawn RepSingle Family
Taxes:$7,357
Remarks: This exceptional custom-built residence seamlessly blends modern farmhouse design with superior craftsmanship and high-end finishes throughout. Offering 3 bedrooms, 2.5 baths, and an open-concept floor plan, the home delivers the perfect combination of style, comfort, and functionality in one of Sarasota’s most desirable locations. Striking curb appeal is highlighted by a custom cypress garage door, cypress porch accents, and a dramatic glass entry that welcomes you into a thoughtfully designed interior filled with natural light. European oak flooring, recessed lighting, and refined architectural details create a warm yet sophisticated atmosphere throughout the two-story home. At the heart of the residence, the spacious great room features soaring 12-foot vaulted ceilings accented by a decorative cypress beam and a sleek electric fireplace, creating an inviting space for both everyday living and entertaining. The chef-inspired kitchen is equally impressive, showcasing a Fulgor Milano dual-fuel range, Silestone quartz countertops, custom soft-close cabinetry, a waterfall-edge island, floating cypress shelving, designer brass fixtures, and a generous walk-in pantry. The luxurious primary suite serves as a private retreat, complete with a custom walk-in closet and a spa-like bath featuring dual showers, double vanities, and custom cypress shelving. Additional highlights include beautifully crafted wood staircases with wrought-iron railings leading to a versatile second-floor bonus room, as well as a spacious laundry and mudroom offering abundant storage and workspace. Outdoor living is equally appealing with a large, private backyard enclosed by a six-foot cypress shadowbox fence. With ample space for a future pool, the yard provides endless opportunities for entertaining, pets, and enjoying Florida’s year-round sunshine. Ideally located east of the Trail, this remarkable home is just minutes from Sarasota Memorial Hospital, Southside Village, and highly regarded Southside Elementary School. Downtown Sarasota’s vibrant dining, arts, cultural attractions, and world-renowned Gulf beaches are all within easy reach, making this a rare opportunity to enjoy modern luxury living in a premier Sarasota location.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Jennifer Thompson, Pa (941-928-0790)
3941 HAMILTON CLUB CIR #9, SARASOTA, FL 34242
$2,290,00098 Days on yellowkey MLS ID: A4685652
REDUCED by $100,000 (4.2%) on 04/02/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2856 Built: 1989Monthly Fee: $1,400 Tax: $15,416 (2025)Community: Hamilton ClubSingle Family
Taxes:$15,416
Remarks: Welcome to coastal luxury living in the exclusive Hamilton Club community on Siesta Key. This beautifully updated 3-bedroom, 3.5-bath waterfront residence offers an exceptional blend of elegance, comfort, and boating convenience in one of the island’s most desirable locations. Designed for effortless everyday living and entertaining, the home features a private elevator, impact-rated windows and doors, and a private 10,000-lb boat lift with quick access to Sarasota’s waterways and the Gulf beyond. A spacious screened lanai overlooking the water provides the perfect setting for morning coffee, evening cocktails, and year-round enjoyment of peaceful coastal breezes. Each spacious bedroom includes its own en-suite bath, offering privacy and comfort for both residents and guests. Thoughtfully updated throughout, the residence showcases renovated bathrooms completed in 2022–2023, kitchen enhancements in 2023, updated lighting, and beautiful new wood flooring, all contributing to a refined coastal aesthetic. Additional improvements include a new water softener and water pressure pump installed in 2025 for added functionality and peace of mind. Offered furnished or unfurnished, the home provides flexibility for immediate enjoyment or personalization to suit your style. Hamilton Club residents will also benefit from upcoming community landscaping improvements this summer and exterior building painting scheduled for 2027, both covered by HOA dues. Ideally located just minutes from Siesta Key’s world-renowned beaches, dining, shopping, and entertainment, this exceptional waterfront residence delivers the ultimate combination of modern upgrades, private boating access, and relaxed island living.
548A BEACH RD, SARASOTA, FL 34242
$1,725,00049 Days on yellowkey MLS ID: A4691951
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2080 Built: 1981Monthly Fee: $1,500 Tax: $16,762 (2025)Community: Tiffany SandsTownhouse
Taxes:$16,762
Remarks: Beautifully renovated Tiffany Sands townhome offering the perfect combination of coastal elegance, spacious living, and an exceptional Siesta Key location with tranquil beach views. This 3-bedroom, 3.5-bath residence features an open, light-filled floor plan designed for effortless island living. Each generously sized bedroom includes a walk-in closet, providing ample comfort and storage. A versatile first-floor bonus room with a full bath and private entrance offers endless possibilities as a guest suite, home office, media room, or additional living space. The home also features a one-car garage with extra storage, multiple expansive decks, and a private patio ideal for enjoying Gulf breezes and picturesque views of Siesta Key's turquoise waters. Just steps away, deeded beach access leads to the world-famous quartz sand beaches of Siesta Key. Ideally situated near Siesta Key Village, residents enjoy convenient access to boutique shopping, acclaimed restaurants, entertainment, and everyday conveniences. Move-in ready and impeccably updated, this is a rare opportunity to own a stylish coastal retreat in one of Siesta Key's most desirable beachfront communities.
2437 FLOYD ST, SARASOTA, FL 34239
$749,0001 Day on yellowkey MLS ID: A4696668
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1119 Built: 1925 Tax: $8,828 (2025)Community: Rustic LodgeSpa: YesSingle Family
Taxes:$8,828
Elementary School: Alta Vista Elementary
Remarks: Step into a piece of Sarasota history with this charming 1925 Spanish Revival home in the highly sought-after Arlington Park neighborhood. Offering 2 bedrooms, 2 bathrooms, and just over 1,100 square feet of living space, this home perfectly blends timeless character with thoughtful modern updates. From the moment you arrive, the home’s exceptional curb appeal stands out, highlighted by custom landscaping and a distinctive brick circular driveway. Inside, you’ll find an inviting living space centered around an original brick wood-burning fireplace, complemented by updated lighting, hurricane-impact windows and doors, and a beautifully renovated kitchen featuring white cabinetry, butcher block countertops, farmhouse sink, and stainless-steel appliances. The split-bedroom layout provides privacy, with the guest bedroom and bath positioned toward the front of the home, while the primary suite is tucked away in the rear and features French doors opening to your own private backyard retreat. The true showstopper is the custom-designed saltwater pool and spa, creating a resort-style outdoor oasis rarely found in homes of this size and price range. The covered lanai, fenced yard, and tropical setting make it the perfect space for entertaining, relaxing, or enjoying Sarasota’s year-round sunshine. Significant improvements include a newer roof (2019), HVAC system (2017), hurricane windows and doors (2017), hot water heater (2022), and sewer line replacement (2022). Located just minutes from Arlington Park, Sarasota Memorial Hospital, Southside Village, Downtown Sarasota, Siesta Key Beach, Lido Key, and St. Armands Circle, this property places you at the center of everything that makes Sarasota one of Florida’s most desirable coastal destinations. The surrounding neighborhood continues to experience significant growth, with extensive renovations and luxury new construction homes enhancing the area’s long-term appeal and value. Whether you’re seeking a full-time residence, seasonal retreat, or investment opportunity in one of Sarasota’s most desirable neighborhoods, this distinctive Spanish-style home offers charm, location, and lifestyle in one exceptional package
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Randy Fallon (941-321-0997)
2100 MCCLELLAN PKWY, SARASOTA, FL 34239
$6,000,0001 Day on yellowkey MLS ID: A4693318
Bed: 5 Bath: 8.0 Gar: 3 Liv Area Sq Ft: 4765 Built: 2026 Tax: $14,834 (2025)Community: Mcclellan Park ResubSpa: YesSingle Family
Taxes:$14,834
Remarks: Pre-Construction. To be built. Construction in progress, and opportunity for customizations. Situated West of the Trail, this exceptional estate represents the pinnacle of luxury living in Sarasota. Developed by Pham Development, this residence is a masterpiece of innovative, forward-thinking design and flawless craftsmanship. This home is 4,765 square feet, with 5 bedrooms, 7 baths and 2 half baths. Inside, you'll discover an open floor plan that harmoniously blends expansive spaces with comfortable, luxurious living. The soaring, 18-foot vaulted ceilings and seamless transitions between the grand indoor living areas, multiple patios, wrap-around balconies, and lush outdoor grounds make this home ideal for intimate gatherings and larger events alike. The well-appointed kitchen features an open-concept layout, highlighted by a stunning quartz island with waterfall edges, under elegant pendant lighting. Custom cabinetry in a sleek, glossy finish complements the state-of-the-art stainless-steel appliances, which include a professional-grade gas range, double ovens, and a built-in espresso machine. A discreet entry leads to a spacious butler’s pantry, offering additional storage, a secondary sink, and a prep area - perfect for hosting large gatherings or keeping the main kitchen organized. The pantry also mirrors the kitchen’s custom cabinetry and countertops for a seamless design. Adjacent to the dining area, a glass-enclosed, temperature-controlled wine room adds both style and function, and is sure to beautifully showcase your wine collection with custom shelving and ambient lighting. The expansive primary bedroom features 14-foot vaulted ceilings and large windows that fill the room with natural light. Soft, neutral tones create a serene environment, while the en-suite bathroom offers a spa-like retreat with a freestanding soaking tub positioned beneath a large window. Dual sinks with quartz countertops and sleek fixtures provide ample space, and the frameless glass walk-in shower features multiple shower heads and exquisite tile work. For entertainment, the theater room is a dream come true, offering tiered seating with oversized leather recliners - each equipped with cup holders and personal charging stations. The ultra-high-definition projection screen spans an entire wall, ensuring an immersive viewing experience. Outside, the resort-style pool is the centerpiece of the backyard, complete with a built-in spa, waterfall, and ambient lighting. A natural stone deck, covered lanai dining area, and a fully equipped outdoor kitchen and bar provide the perfect setting for outdoor living. A cozy fire pit with seating offers a perfect gathering spot for evenings, while the lush landscaping - featuring vibrant flower beds, mature trees, and decorative water features - creates a tranquil and picturesque setting. This outdoor space seamlessly combines comfort, style, and functionality for an exceptional living experience. Positioned on a grand parcel of approximately 20,505 square feet, this home offers privacy and tranquility amidst beautifully landscaped grounds. Whether you’re seeking the excitement of downtown Sarasota or the natural beauty of the Gulf, experience the perfect blend of luxury, comfort, and convenience in this exceptional home in a fabulous location.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
1473 LANDINGS CIR #44, SARASOTA, FL 34231
$438,888303 Days on yellowkey MLS ID: A4662144
REDUCED by $10,000 (2.2%) on 06/18/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2040 Built: 1981 Tax: $6,233 (2024)Community: Landings TreehouseCondo
Taxes:$6,233
Tax Year: 2024
Remarks: Welcome to The Landings Treehouse, one of Sarasota’s most sought-after gated communities. This spacious 3-bedroom, 2.5-bath residence offers over 2,000 sq. ft. of living space with a thoughtfully designed open floor plan that balances comfort and style. The main level features a bright living and dining area with soaring ceilings, skylights, a cozy fireplace, and access to a private lanai surrounded by lush tropical landscaping. The updated kitchen boasts granite counters, a center island, breakfast bar, solid wood cabinetry, and stainless-steel appliances—perfect for both everyday living and entertaining. Upstairs, the primary suite offers a walk-in closet, high ceilings, and a spa-inspired bathroom with skylights that fill the space with natural light. Two additional bedrooms provide plenty of room for guests, one with its own en suite bath. Throughout the home, you’ll find luxury vinyl and tile flooring, designer finishes, and built-in features that enhance functionality. Set among mature trees and serene nature, The Landings Treehouse community is known for its exclusive amenities, including a heated community pool, tennis courts, walking trails, and private access to the Intracoastal Waterway through the Landings Racquet Club (membership optional). This desirable location places you just minutes from Siesta Key Beach, Downtown Sarasota, St. Armands Circle, and a variety of shopping, dining, and cultural attractions. With its generous floor plan, resort-style amenities, and unbeatable location, this home is the perfect opportunity to enjoy the relaxed yet vibrant Sarasota lifestyle. The quarterly fee includes flood insurance, roof, outdoor maintenance and landscaping, gutter cleaning, pest control, Treehouse community pool, kayak launch, cable, internet. No additional assessments.
Listing Agent: Lisa Michel (941-702-3889)
6140 MIDNIGHT PASS RD #501, SARASOTA, FL 34242
$1,795,00072 Days on yellowkey MLS ID: A4688820
REDUCED by $100,000 (5.3%) on 06/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1798 Built: 1967 Tax: $16,236 (2025)Community: Horizons WestCondo
Taxes:$16,236
Remarks: Spacious and inviting, this TRUE 3-bedroom, 5th-floor end-unit condominium is located directly on Siesta Key’s world-renowned quartz crystal sand beach and offers sweeping west-facing Gulf and Crescent Beach views from Point of Rocks to northern Siesta Key. Enjoy water views from every room in this updated, move-in-ready residence that comes fully turnkey furnished—just bring your suitcase and start enjoying the beachfront lifestyle. Featuring IMPACT windows and doors for peace of mind, this coastal retreat is nestled within the desirable Horizons West, a Gulf-to-Bay resort set on over 7 beautifully landscaped acres. Amenities include 300 feet of deeded beach access with cabanas, a beachside pool and spa, grilling areas, a second pool by the clubhouse, and a private Intracoastal Waterway park with day dock ideal for fishing, picnicking, or watching boats pass by. Launch kayaks and paddleboards from the bayside to explore the mangroves, or hop on the free Siesta Key trolley to experience the island’s exceptional dining, shopping, and entertainment.
6140 MIDNIGHT PASS RD #101, SARASOTA, FL 34242
$875,000125 Days on yellowkey MLS ID: A4682618
REDUCED by $24,998 (2.8%) on 04/15/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 1041 Built: 1967 Tax: $8,899 (2025)Community: Horizons WestCondo
Taxes:$8,899
Remarks: Experience the ultimate Siesta Key beach get-away in your TURNKEY FURNISHED, west-facing condo at Horizons West and just steps from your private beach with plenty of beach chairs and five sun cabanas. Enjoy the crystal sands of Crescent Beach where the sand is always cool and you’ll never miss a sunset. This spacious 1-bedroom retreat boasts over 1,000 sq. ft. and has tiered ceilings up to 9 ½ feet. The west facing wall of oversized 6-foot-high impact windows frame breathtaking panoramic Gulf, beach, resort pool and sunsets sunset views, including dolphin sightings. Perched above the lobby and mezzanine, use the elevator to enter this bright and cheerful end-unit with west and south facing windows in the living room. Enjoy an open, airy floor plan with a designer kitchen featuring stone countertops, stainless appliances, and a breakfast bar. The generously sized bedroom has south and east facing windows and an en-suite bathroom with a beautifully tiled walk-in shower. Resort-style amenities abound: 300 ft. of private beach, two pools, spa, cabanas, grills, and a bayside park with day dock. This unit comes with private carport storage for all your beach toys. Hop on the free Siesta Key trolley for world-class dining and shopping. Come see why Siesta Key is ranked the #1 Beach in the USA and #4 in the world—your piece of paradise awaits!
6140 MIDNIGHT PASS RD #904, SARASOTA, FL 34242
$2,350,00071 Days on yellowkey MLS ID: A4682903
REDUCED by $100,000 (4.1%) on 06/03/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1940 Built: 1967 Tax: $9,709 (2025)Community: Horizons WestCondo
Taxes:$9,709
Remarks: Experience the pinnacle of island living in this 9th-floor, west-facing penthouse offering sweeping, unobstructed Gulf and Crescent Beach views from Point of Rocks to iconic Siesta Beach, where nightly sunsets paint the sky. Perfectly positioned above Siesta Key’s crystal-white sands, this spacious residence features 2 bedrooms and 2 baths with the rare opportunity to expand to a third bedroom and bath, allowing you to customize your coastal retreat. Highlights include a full laundry room, impact-rated windows, tankless water heater, dual A/C systems, and a coveted private 2-car garage with direct lobby access—one of only four in the community. Located in the prestigious Horizons West, a gated gulf-to-bay enclave spanning more than seven lush acres, residents enjoy 300 feet of private beachfront, beach cabanas, a Gulf-front pool and spa, grilling areas, a bayside pool and clubhouse, and a private intracoastal park with day dock, kayak launch, and serene mangrove setting. With SIRS and Milestone inspections complete and new landscaping throughout, this exceptional penthouse delivers luxury, privacy, and the ultimate Siesta Key beachfront lifestyle.
6688 SCHOONER BAY CIR #6688, SARASOTA, FL 34231
$755,00032 Days on yellowkey MLS ID: A4693436
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1812 Built: 1988 Tax: $3,716 (2025)Community: Schooner BayCondo
Taxes:$3,716
Remarks: Tucked within the quiet gated boating community of Schooner Bay, this beautifully remodeled 3 bedroom, 2 bath, 2 car garage waterfront condo blends relaxed Florida living with effortless boating convenience just minutes from Siesta Key’s world-famous white sand beaches. With over 1,800 square feet of thoughtfully designed living space and a 23-foot boat dock and boat lift just outside your door, this residence is perfectly suited for those looking to fully embrace the coastal boating way of life. A semi-private side entrance welcomes you inside, where a distinctive front-to-back view immediately draws your eye through the expansive sliding glass doors to the peaceful saltwater canal beyond. Light wood-look vinyl flooring, high sloped ceilings, oversized front windows, and an open-concept layout create a bright and airy atmosphere filled with natural light. The crisp white kitchen features bar-top seating, counter-to-ceiling tile backsplash, recessed lighting, stainless steel appliances, and seamless flow into the dining and living areas, ideal for both relaxed daily living and gathering with guests. Just beyond, the enclosed sunroom provides a relaxing extension of the living space with picturesque canal views and a tranquil setting to enjoy morning coffee or unwind at the end of the day. The spacious primary suite offers private access to the sunroom through sliding glass doors, peaceful water views, a walk-in closet, and an en suite bath complete with a dual sink vanity, separate shower, and private toilet room. Two generously sized guest bedrooms share a second full bath, offering comfort and flexibility for family or visitors. Residents of Schooner Bay enjoy access to a clubhouse and heated community pool, along with an unbeatable location just minutes from Siesta Key Beach which is consistently ranked among the best beaches in the world for its soft white sand and turquoise waters. From here, you’re also close to a variety of local dining, casual waterfront restaurants, boutique shopping, and vibrant entertainment, all just a short walk or bike ride away. Crisp, comfortable, and inviting, this condo delivers the best of easy living– with boating from your private dock, beach days on Siesta Key, and peaceful canal views right at home. A rare opportunity to enjoy it all in one place, this is a home you truly need to see today!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
6282 BONAVENTURE CT, SARASOTA, FL 34243
$449,00025 Days on yellowkey MLS ID: TB8509376
0 Days Off yellowkey (back on 6/17/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1652 Built: 1987Monthly Fee: $73 Tax: $4,499 (2025)Community: Cedar CreekSingle Family
Taxes:$4,499
Elementary School: Emma E. Booker Elementary
High School: Booker High
Remarks: Under contract-accepting backup offers. Stunning Updated Cedar Creek Home with Water Views! Schedule your showing today to see this beautifully updated 3-bedroom, 2-bathroom, 2-car garage home located in the desirable Cedar Creek community. Situated on a spacious corner lot, this home offers an open floor plan and a fully fenced-in yard featuring a water view. The interior boasts high-end finishes, including vein-cut travertine floors, custom baseboards, and a master suite elevated by a teak beam. The kitchen and bathrooms were fully renovated in 2022 with new cabinets and modern toilets. The guest bath also features a jacuzzi tub and a custom glass shower door installed in 2023. Major System Updates: - Roof & Gutters: New for 2025 - HVAC (AC): New for 2024 - Water Heater: New for 2024 - Sprinkler System: New for 2024 - Appliances: Whirlpool Gold suite (2019) Conveniently located just minutes from the University Town Center Mall, Sarasota Beaches, and Downtown Sarasota, this move-in-ready home combines luxury with an unbeatable location. Key Features: - 3 Bedrooms | 2 Bathrooms | 2-Car Garage - Open floor plan with abundant natural light - Corner lot with water views and fenced yard - Extensive modern renovations throughout -5 zone mini splits allow each room to have it own temperature -hurricane windows 2023 Please use showtime for showing instructions.
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)
Listing Agent: Taryn Cash (727-641-4989)
3233 BENEVA RD #104, SARASOTA, FL 34232
$110,00065 Days on yellowkey MLS ID: A4690227
REDUCED by $9,900 (8.3%) on 06/17/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1978 Tax: $1,932 (2025)Community: Village Brooke Sec 3Condo
Taxes:$1,932
Elementary School: Wilkinson Elementary
Remarks: Home without the homework is yours with this condo/home. You'll love the beautifully groomed grounds in this community. You can live affordably. Look at what the maintenance fee includes!!! All the neighbors have been so nice and helpful. Picturesque view from your lanai overlooking a picnic area and pond...or...you can bask in the sunshine poolside. Minutes to Siesta Key which has one of the best beaches in the world. Under 10 minutes to I-75 which leads to international airport SRQ. Buyer and/or agent to verify all information.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Debbie Roth (941-713-0522)
5830 MIDNIGHT PASS RD #63, SARASOTA, FL 34242
$598,000210 Days on yellowkey MLS ID: A4672897
0 Days Off yellowkey (back on 5/21/2026)
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 728 Built: 1963Monthly Fee: $1,232 Tax: $6,113 (2024)Community: Jamaica RoyaleCondo
Taxes:$6,113
Remarks: Under contract-accepting backup offers. Experience the best of Gulf-side living in this beautifully renovated 1-bed, 1.5-bath condo on Siesta Key — just steps from the world-famous quartz-sand beaches of Siesta Key. Completely updated from top to bottom, this turnkey coastal retreat features brand-new designer furniture and appliances, making it move-in or rental-ready from the moment you arrive. The spacious layout includes a highly desirable extra half bath—a rare and valuable upgrade that enhances comfort for both owners and guests. Inside, you’ll find premium ceramic tile flooring with a warm, wood-inspired finish, European-imported cabinets and interior doors, and modern quartz countertops. The renovated kitchen blends clean lines with elegant finishes, creating a stylish space for cooking, gathering, or entertaining. Other recent upgrades include a new AC and water heater installed in October 2024, providing year-round comfort and peace of mind. Outside your door, you’ll enjoy direct private beach access to Siesta Key’s legendary shoreline—perfect for daily walks, sunset lounging, or soaking up the Gulf breeze. The community also offers three resort-style pools, giving you multiple options for relaxation, swimming, or enjoying the Florida sunshine in a beautifully maintained setting. Whether you're seeking a personal island getaway, a high-demand investment property, or both, this impeccably finished condo delivers the ultimate Siesta Key lifestyle—modern, effortless, and just moments from the Gulf.
Listing Agent: Noelle Vihrachoff (570-262-4594)
7333 POINT OF ROCKS RD, SARASOTA, FL 34242
$3,495,000412 Days on yellowkey MLS ID: A4651061
0 Days Off yellowkey (back on 6/5/2026)
Bed: 4 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 4566 Built: 2014 Tax: $1,151 (2025)Community: White Beach Fruit Companys SuSpa: YesSingle Family
Taxes:$1,151
Remarks: Repositioned to the market - $500,000 Price Adjustment. Exquisite custom estate in one of Siesta Key’s exclusive neighborhoods. Positioned just across from Gulf-front homes in a private enclave on Siesta Key, this exceptional residence offers the ultimate in island luxury. Masterfully built by Perrone Construction and designed by acclaimed architect Rick Oswald, this custom home is a testament to craftsmanship, quality, and elegant coastal living. Sited on a nearly 22,000-square-foot homesite, the home makes a striking first impression with its stately paver driveway and welcoming entry. Inside, wide-plank engineered hardwood floors and rich architectural detailing define the refined interiors, while soaring beam-and-plank ceilings elevate the spacious great room. The heart of the home is the gourmet kitchen, featuring a Thermador six-burner gas range, custom cabinetry, stone countertops, a generous island and breakfast bar, and an adjacent grilling deck for entertaining. The dining room opens seamlessly to the expansive covered lanai, where you’ll enjoy views of the lushly landscaped backyard oasis. A luxurious main-floor primary suite offers a private retreat with exquisite finishes and spa-style comforts, designed for relaxation and ease. Two upper-level guest suites provide privacy for family or visitors and are easily accessed by either the elegant staircase or a private elevator serving all levels. On the main level, a versatile game room doubles as a fourth bedroom with an adjacent half bath, ideal for guests, hobbies or additional living space. Designed with luxury and peace of mind, this home is built with solid concrete-and-steel frame construction and includes a generator, impact-rated doors and windows, lightning protection, Lutron lighting on the main level, tankless water heaters, central vacuum, and a refreshing outdoor shower. The showstopper? One of the largest residential pools on Siesta Key—nearly 44 feet long—designed for swimmers and hydrophiles alike. You'll find multiple places to relax in the sun or shade, surrounded by lush, tropical foliage and an expansive, fenced yard. Car enthusiasts will appreciate the dual two-car twin garages, while the lower-level non-conforming space offers flexibility for an exercise room, pool cabana or additional recreation space. Though built in 2014, this home rivals new construction in design and condition, with a freshly painted exterior and timeless appeal. Just moments from the world-renowned sands of Siesta Beach and Turtle Beach, with easy access to Turtle Beach Marina, island dining, boutique shopping and downtown Sarasota’s vibrant cultural scene, this residence offers a rare opportunity to own a home that blends location, luxury and lifestyle.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
4808 RIVERWOOD AVE, SARASOTA, FL 34231
$625,000130 Days on yellowkey MLS ID: A4679255
REDUCED by $23,500 (3.6%) on 05/30/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2707 Built: 1957 Tax: $5,443 (2025)Community: Riverwood Park ResubSingle Family
Taxes:$5,443
Remarks: Spacious and versatile 2,700 sq. ft. block home situated on a large double corner lot in a fantastic family-friendly neighborhood! This well-maintained property features a **new roof in 2025**, 3 bedrooms, 2 bathrooms, a dedicated office, and an additional private bedroom/mother-in-law suite with its own separate entrance—perfect for extended family, guests, or potential rental income. Property is high and dry! Enjoy the freedom of **no deed restrictions**, offering flexibility for boats, RVs, or additional toys. The oversized corner lot provides ample outdoor space with endless possibilities for expansion, a pool, or entertaining. Unique development opportunity! This oversized parcel offers the potential to be divided into two buildable lots, subject to Sarasota County approval and all applicable zoning and land-use requirements. Buyers are encouraged to conduct their own due diligence with Sarasota County regarding subdivision possibilities, building requirements, and future development plans. An excellent opportunity for investors, builders, or those seeking additional flexibility for future use. Walking distance to A Rated Schools. Just 3.5 miles to the world-famous Siesta Key beaches and only 10 minutes to vibrant downtown dining, shopping, and entertainment. Close to everything yet tucked into a wonderful neighborhood setting—an ideal place to raise a family. This property combines location, space, and flexibility—an exceptional opportunity you won’t want to miss! The garage is converted into a mother-in-law suite which is included in the under air square footage. It can be easily switched back to an extra large two car garage.
Listing Agent: Amy Disalvo (941-780-8080)
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