Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
3700 S OSPREY AVE #219, SARASOTA, FL 34239
$209,000129 Days on yellowkey MLS ID: A4682528
REDUCED by $15,900 (7.1%) on 04/29/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979 Tax: $2,688 (2025)Community: Plaza GardensCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,688
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: West of the Trail location perfect for going to the beach or Downtown. Perfect for a winter getaway or full time living. 2nd floor unit with enclosed patio. Beautiful gardens and trees surround the property. 2 bedroom 1 bath (room for another 1/2 bath), dual sinks, on-site laundry, elevator and pets are welcome! A Washer & Dryer may be installed in the unit.One designated parking spot and guest parking available. Water and basic cable included.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Kelly Anderson (941-320-6115)
5649 WESTWIND LN, SARASOTA, FL 34231
$294,00042 Days on yellowkey MLS ID: A4693241
REDUCED by $5,000 (1.7%) on 06/06/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1169 Built: 1980Monthly Fee: $560 Tax: $2,641 (2025)Community: Villa GardensVilla
Taxes:$2,641
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Welcome to your hidden gem in the heart of Sarasota! This charming Westwind Lane home invites you in with a bright, open layout and tasteful updates that make it feel warm and move-in ready from day one. Step outside to your own private space—perfect for unwinding after a long day or hosting friends and family while enjoying the Florida lifestyle. Just minutes from Siesta Key and close to great shopping, dining, and daily conveniences, the location truly speaks for itself. It’s the kind of place you dream about when you think of living in Sarasota. Come see it for yourself—schedule your private showing today before it’s gone!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Marina Paige (941-263-9545)
2614 CROTON AVE, SARASOTA, FL 34239
$669,00056 Days on yellowkey MLS ID: A4691649
REDUCED by $26,000 (3.7%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2110 Built: 1962 Tax: $3,703 (2025)Community: South Gate ManorSingle Family
Taxes:$3,703
Elementary School: Wilkinson Elementary
Remarks: Modern Luxury Meets Mid-Century Charm in the Heart of Southgate. Prepare to be captivated by this Mid-Century Modern gem, situated on nearly a quarter-acre in one of Sarasota’s most sought-after neighborhoods. This 3-bedroom, 2-bathroom residence with a dedicated office offers a rare combination of refined design and true “big-ticket” peace of mind. Step inside over freshly restored and sealed terrazzo floors and into a sun-drenched, open floor plan. The chef’s kitchen features crisp quartz countertops, premium Bosch appliances, and custom cabinetry. The dining area is a true conversation piece, showcasing a contemporary wood-accent wall with a seamlessly integrated jib door that reveals a brand-new, dedicated LAUNDRY SUITE (2024), complete with an abundance of custom storage and a sink. Every detail throughout the home has been thoughtfully addressed, from new baseboards to freshly painted ceilings (2026). This home has an extensive list of upgrades in recent years: Roof: brand new in 2025, including TPO on slanted surfaces. HVAC (2023), new ductwork and new full attic insulation (2024); new water heater (2025); new electrical panel/fuse box (2024). Plumbing: Pipes professionally relined (March 2024); new gutters and French drains installed. The exterior transformation (2024–2025) is equally impressive. A new circular driveway and paved walkway lead to a modern, refaced façade and a striking new front door. The front yard has been thoughtfully redesigned with new landscaping and enhanced by solar-powered exterior lighting. The oversized, fenced backyard offers exceptional space for a future pool and expansive outdoor living. A brand-new screened lanai (2024) and new shed complete this private outdoor retreat. Located just minutes from Sarasota Memorial Hospital, Southside Village, and downtown Sarasota, this Southgate standout is truly move-in ready. With so many upgrades and abundant room to personalize the outdoor space, the only thing left to do is move in and enjoy the Sarasota lifestyle!!! COME AND MAKE THIS HOUSE YOUR HOME!!!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Maryna Haiduk (954-732-4122)
6650 SCHOONER BAY CIR #6650, SARASOTA, FL 34231
$439,000114 Days on yellowkey MLS ID: A4683877
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1206 Built: 1983Monthly Fee: $850 Tax: $5,462 (2025)Community: Schooner BayCondo
Taxes:$5,462
Remarks: Salt Water Canal Front - West of the Trail - Walk or Bike to Siesta Key Beach... Experience the best of coastal living in this sun-filled, spacious 2-bedroom, 2-bath residence nestled within the highly sought-after, gated boating community of Schooner Bay—just minutes from Siesta Key. Gentle coastal breezes flow through the home, while the expansive screened lanai offers an inviting setting for morning coffee or evening cocktails at sunset. Priced to allow Buyer to fully remodel to their desires without concerns of over investing.. This exceptional waterfront property includes a rare deeded boat slip.. with water and electric, providing direct access to the bay with no bridges—an ideal arrangement for boating enthusiasts. A private 1-car garage adds convenience and security. Inside, the thoughtfully designed split floor plan offers generous living spaces, in-unit laundry, and outstanding flexibility for comfortable everyday living or seasonal use. The primary suite features a spacious en-suite bath and private access to the lanai, creating a serene retreat. Notably, the residence remained unaffected by the 2024 storms, with no water intrusion or damage, offering additional peace of mind. Residents of Schooner Bay enjoy access to a heated community pool and clubhouse, all in a prime location near world-renowned beaches, shopping, dining, healthcare, and downtown Sarasota. The HOA provides a truly maintenance-free lifestyle, covering roof, sidewalks, gutters, flood insurance, and landscaping. An exceptional opportunity to personalize and enhance a waterfront property in a premier location—this is coastal living at its finest. *Property is currently located in FEMA Flood Zone X according to available public records; Buyer to independently verify.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
3205 GOLDEN EAGLE LN, SARASOTA, FL 34231
$322,500163 Days on yellowkey MLS ID: A4677694
REDUCED by $2,500 (0.8%) on 06/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1268 Built: 1984Monthly Fee: $333 Tax: $2,156 (2025)Community: Eagle ChaseVilla
Taxes:$2,156
Remarks: PRICE IMPROVEMENT! Eagle Chase Villa – Sarasota. Ideally positioned in the desirable Eagle Chase community, this impeccably upgraded 2-bedroom, 2-bath villa offers 1,268 square feet of thoughtfully enhanced living space just minutes from beaches, nature, shopping, and downtown Sarasota. Located within walking distance to the 84-acre Red Bug Slough Nature Preserve and only 2.1 miles to Crescent Beach and 3 miles to Siesta Key, this home delivers the perfect blend of location, quality, and peace of mind. Inside, the residence reflects years of careful investment and pride of ownership, with over $125,000 in renovations and improvements completed since 2020. The home has undergone extensive mechanical and structural upgrades, including a near full plumbing re-pipe with the removal of old cast iron and replacement with CPVC, new electrical breakers, all-new outlets, plate covers, and modern dimmable LED lighting throughout. HVAC systems have been replaced and professionally serviced twice yearly, the roof was replaced in 2022, and impact-rated windows and doors were installed for comfort, efficiency, and storm protection. The kitchen has been beautifully updated with quartz countertops, painted cabinetry with new hardware, tile backsplash, LED under-cabinet lighting, an upgraded oven range, undermount sink, and newer appliances, creating a bright and functional space that flows effortlessly into the living areas. Both bathrooms were fully remodeled down to the studs with waterproofing, new drain lines, Moen fixtures, custom tile, rain shower heads, quartz vanities, beveled window detail in the primary bath, and LED lighting with dimmers, offering a spa-like experience. Living space was thoughtfully expanded with the creation of a stunning Florida Room, replacing the former lanai and deck. This space features impact sliding doors and windows, reinforced flooring, custom Italian tile, fresh paint, updated electrical, and a ceiling fan with remote, seamlessly blending indoor and outdoor living. New composite decking was added on a reinforced foundation along the rear of the home, with additional composite decking on the side porch, while the exterior rear stucco wall was repainted for a polished finish. Additional enhancements include plantation shutter doors throughout the hallways, bedrooms, and primary bath, refreshed interior doors and hardware, updated flooring in the primary bedroom, attic flooring for storage, and a mounted 65" Sony flat-screen TV with in-wall wiring that will convey. The home has also been meticulously maintained with comprehensive termite prevention, Sentricon bait systems, and ongoing annual inspections showing zero termite activity. Outside, the property has been transformed into a serene, park-like setting with engineered paver stone retaining walls designed to enhance drainage, extensive hardscape and landscaping improvements, indigenous Florida plantings, fruit trees, pollinator-friendly gardens, and low-maintenance decorative stone features. The location offers exceptional convenience with nearby shopping, easy access to I-75, downtown Sarasota, Venice, St. Petersburg, Tampa, and Clearwater, making this home ideal as a primary residence or refined coastal retreat. This Eagle Chase villa stands apart for its depth of upgrades, quality craftsmanship, and unmatched proximity to Sarasota’s best natural and coastal amenities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Susan Hill (603-479-8368)
2948 CLARK RD #121, SARASOTA, FL 34231
$155,00022 Days on yellowkey MLS ID: A4691902
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 888 Built: 1973 Tax: $2,139 (2025)Community: Trinity VillageSpa: NoCondo
Taxes:$2,139
Remarks: Welcome to Trinity Village — the best value currently available in the community! This beautifully updated 2-bedroom, 2-bath condo offers 888 SQFT of comfortable living space and stands out as the most affordable opportunity on the market in Trinity Village. Freshly painted and thoughtfully improved for today’s buyer, this move-in ready unit features new impact windows, updated ceiling fans, modern lighting, and upgraded electrical throughout for added style, comfort, and peace of mind. Previously used as a successful investment property, the condo has consistently generated between $1,500–$1,750 a month in annual rental income, making it an excellent option for both investors and owner-occupants alike. Residents of Trinity Village enjoy low HOA fees and an unbeatable location directly across the street from grocery stores, restaurants, shopping, and everyday conveniences. Plus, you’re only a short bike ride away from the world-famous Siesta Key beaches.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Kevin Bruinsma (616-308-7965)
7860 HOLIDAY DR, SARASOTA, FL 34231
$950,00056 Days on yellowkey MLS ID: A4691644
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2196 Built: 1957 Tax: $7,241 (2025)Community: Holiday HarborSingle Family
Taxes:$7,241
Remarks: Wonderfully charming street along HIDDEN HARBOR MARINA high and dry this lovely turn key home has 3 beds and 2.5 baths, a heated pool and large fenced yard.. NO HOA Country restrictions only Sarasota County restrictions. Home has many updates including a light and bright kitchen, window treatments, a king bed en-suite bath with French doors to a covered patio with plenty of lounging furniture and TV set up. This home comes turnkey furnished and has IMPACT RESISTANT, ENERGY EFFICIENT WINDOWS AND SLIDERS and a newer metal roof. You will love this HIDDEN HARBOR neighborhood with plenty of charm. Minutes to Siesta Key shopping and dining. A new shopping area to be completed by 2026 includes a new WHOLE FOODS and TRADER JOES as well as shopping and dining.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Marianne Lebar (941-650-0337)
4938 COMMONWEALTH DR, SARASOTA, FL 34242
$2,695,000113 Days on yellowkey MLS ID: A4683758
REDUCED by $205,000 (7.1%) on 05/22/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2169 Built: 1984 Tax: $12,150 (2025)Community: Siesta BeachSpa: YesSingle Family
Taxes:$12,150
Elementary School: Phillippi Shores Elementary
Remarks: Experience the pinnacle of waterfront luxury on Siesta Key’s prestigious Grand Canal. This meticulously reimagined residence at 4938 Commonwealth Drive offers a rare blend of modern sophistication, structural integrity, and complete peace of mind. Extensively transformed both structurally and aesthetically, the home welcomes you into an expansive open-concept design filled with natural light. The newly expanded kitchen serves as the heart of the home, offering abundant cabinetry and storage, a double oven, generous pantry storage, striking custom beam detail, an open breakfast bar, and direct access to the wraparound decking—creating seamless indoor-outdoor living and effortless entertaining. A stylish powder room has also been thoughtfully added. New hurricane-impact windows and sliding glass doors frame the interiors, while designer flooring flows beautifully throughout both levels. Major system upgrades elevate the home’s value and efficiency, including a brand-new roof and a comprehensive solar power system with battery storage. A fresh, contemporary interior palette enhances the clean architectural lines and airy coastal feel. The lower level adds over 1,300 square feet of legal non-conforming living space with its own private entry, garage access, and elevator connection to the main living areas, leading directly to the pool deck. Redesigned for modern functionality, this space features a spacious family entertainment area, custom bar, and an additional guest suite with a walk-in closet and full bath—ideal for extended family, guests, or a private retreat. Outdoor living is equally impressive. The private backyard sanctuary showcases a heated pool and spa with a new heater and filtration system, sleek updated decking, professional landscaping, and premium artificial turf for effortless maintenance. For the boating enthusiast, the deep-water dock and boat lift provide direct access to the Intracoastal Waterway and open waters of Sarasota Bay, delivering the ultimate waterfront lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Maurice Menager (941-238-8119)
5361 SIESTA CT, SARASOTA, FL 34242
$1,999,999193 Days on yellowkey MLS ID: TB8455948
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2774 Built: 1987Monthly Fee: $40 Tax: $13,507 (2025)Community: Siesta Cove SubSingle Family
Taxes:$13,507
Remarks: PRICE IMPROVEMENT! Experience tranquility and peace of mind in Siesta Key! Located in the highly sought-after neighborhood of Siesta Cove, this 4-bedroom, 2.5-bath home has been meticulously maintained and generously updated. The current owners completed extensive renovations including a newly remodeled primary bathroom, a custom locally handcrafted iron front door, and stunning iron interior doors with switchable privacy glass in both full baths. Peace of mind is paramount here: the home features new hurricane-rated windows, doors, skylights, and garage door. Further structural updates include a new flat roof connecting to the pool cage with new wood framing and super gutters. Additional upgrades include a brand new AC, pool conversion to a heated saltwater system, pre-wiring for security cameras, elegant alabaster chandeliers, a new Café dishwasher, and more. Situated at a high point on Siesta Key, this home experienced no flood water intrusion or damage during the historic 2024 hurricane season. The split-bedroom floor plan features pocket sliding doors throughout that practically vanish to create a seamless integration with the sprawling, travertine-floored screened lanai and pool—perfect for entertaining or filling the house with fresh Florida air. Mature tropical landscaping surrounds the home, accentuating the outdoor oasis while providing exceptional privacy. Inside, cathedral ceilings and skylights amplify the spacious, open atmosphere. From the kitchen’s quartz countertops, solid wood cabinetry, gas cooktop, and stainless appliances to the stunning granite-accented gas fireplace, every inch of this home exudes quality craftsmanship and luxury. You will love the large laundry room, fully equipped with a sink and cabinetry matching the kitchen's high standards and aesthetic. The fourth bedroom is a private retreat located above the spacious, high-ceiling two-car garage; fully permitted by the current owners, it features its own mini-split system for comfort. Additional conveniences include a whole-home water softener, reverse osmosis kitchen filter, irrigation system, and outdoor shower. With glowing landscape lighting and the colorful Florida sky, this home is absolutely stunning at twilight. The icing on the cake is the location—just one mile from pristine beaches! Make an appointment today to experience the perfect balance of form and function in this incredible Siesta Key home.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: David James, Jr (727-772-3568)
5400 OCEAN BLVD #8-05, SARASOTA, FL 34242
$690,000230 Days on yellowkey MLS ID: A4670371
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 522 Built: 1970 Tax: $6,969 (2025)Community: Beach TerraceCondo
Taxes:$6,969
Remarks: BEACH TERRACE - STUDIO GULF-FRONT RESIDENCE: YOUR PERFECT SIESTA KEY PIED-À-TERRE Discover your ideal coastal escape at Beach Terrace, perfectly positioned at the end of Siesta Key Village with direct Gulf of Mexico frontage. This charming studio residence offers the perfect pied-à-terre for those seeking an effortless weekend getaway to paradise. Whether you call Sarasota or Lakewood Ranch home, imagine having your own Siesta Key retreat just moments away, a place to unwind, recharge, and embrace the coastal lifestyle whenever you need it. The private balcony frames stunning Gulf views, while the thoughtfully designed interior maximizes space and comfort. Covered parking provides convenient, weather-protected access to your beach escape, while the residence's prime location puts you steps from all the dining, shopping, and entertainment that Siesta Key Village has to offer. No need to drive once you arrive, everything is at your fingertips. Resort-style amenities elevate the experience: enjoy the elevated heated saltwater pool with its spectacular sunset views (truly the best amenity besides the unbeatable location), stay active in the fitness center, gather in the community room, and access the world-renowned Siesta Key Beach directly from the property. The powdery white sand and crystal-clear waters are quite literally your backyard. More than a weekend residence, this is your personal gateway to the Gulf-front lifestyle. Whether it's a spontaneous Friday escape or a planned coastal retreat, your Siesta Key sanctuary awaits. This is the effortless beach lifestyle you've been dreaming of, close to home, yet worlds away.
Listing Agent: Mickey Kiernan (941-402-9115)
2440 VALENCIA DR, SARASOTA, FL 34239
$559,00063 Days on yellowkey MLS ID: A4690679
REDUCED by $40,000 (6.7%) on 05/21/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1330 Built: 1956 Tax: $3,188 (2025)Community: South GateSpa: NoSingle Family
Taxes:$3,188
Remarks: Charming Sarasota home for sale with 2 bedrooms, 2 baths, over 1,300 square feet, a one-car garage, and a fully fenced backyard. Located in the highly sought-after Southside Elementary school district, this residence offers the perfect blend of charm, comfort, and convenience. Inside, beautiful terrazzo floors, integrated built-ins, and a light-filled Florida room create an inviting atmosphere with flexible space for relaxing, entertaining, or working from home. This home’s midcentury appeal and classic Florida style make it especially inviting. Ideally located near downtown Sarasota, Southside Village, Sarasota Memorial Hospital, restaurants, shopping, parks, and the beaches, this is an excellent opportunity for buyers seeking a primary residence, seasonal retreat, or investment property in Sarasota real estate, with its character, ease of living, and optimal location.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
1267 STARBOARD LN, SARASOTA, FL 34242
$2,750,000109 Days on yellowkey MLS ID: A4685077
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 2510 Built: 1969 Tax: $9,037 (2025)Community: Midnight Harbor SubSingle Family
Taxes:$9,037
Remarks: A compelling canvas for architectural vision on the shores of Little Sarasota Bay. At the end of a quiet street in the established Siesta Key Midnight Harbor neighborhood, 1267 Starboard Lane offers a rare opportunity to design and construct a modern bayfront residence on one of the island’s distinctive waterfront sites. This .45-acre property features 287 feet of water frontage, with approximately 92 feet along the open bay and 195 feet along a protected canal, creating water exposure on two sides and expansive views across Little Sarasota Bay. The orientation allows a future residence to capture sweeping water vistas, coastal breezes, and memorable sunsets while also benefiting from the calm, protected canal frontage for boating access. The existing structure is being offered for land value, presenting an ideal opportunity to design a new residence that reflects today’s elevated coastal architecture and modern building standards. With generous frontage and lot depth, the site offers excellent flexibility for thoughtful design, allowing a future home to integrate elevated living levels, expansive terraces, resort-style outdoor spaces, and seamless indoor-outdoor connections that embrace the surrounding waterfront environment. The bayside frontage is enhanced by a seawall (2014), while the canal side provides sailboat water with no fixed bridges, offering direct access to the Intracoastal Waterway and Gulf beyond. Mature coastal trees add scale and natural beauty to the property, creating an established setting rarely found on newly developed waterfront parcels. Just moments from the white quartz sands of Siesta Beach and with convenient access to mainland Sarasota via the Stickney Point Bridge, the location offers a balance of island privacy and proximity to Sarasota’s vibrant arts, dining and cultural amenities. For architects, builders, or buyers seeking to create a distinctive new waterfront residence, this property presents an exceptional opportunity to shape the next chapter of Siesta Key living.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
6732 SARASEA CIR #104C, SARASOTA, FL 34242
$639,900153 Days on yellowkey MLS ID: A4679214
REDUCED by $4,100 (0.6%) on 06/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 744 Built: 2009 Tax: $5,421 (2025)Community: Beach Club At Siesta KeyCondo
Taxes:$5,421
Remarks: Reduced over 60K! Excellent resort investment opportunity with a proven rental history at The Beach Club on Siesta Key, located just steps from the world-famous sugar-sand beach. This beautifully maintained residence looks and feels brand new, featuring a functional floor plan, deeded beach access, and a complete 2021 update with elegant sea-inspired décor, flat-screen TVs, free Wi-Fi, and a full kitchen with stainless steel appliances. Owners enjoy up to 120 days of personal use per year while benefiting from professional on-site management or the option to self-manage for added flexibility. TripAdvisor rates the property 4.5 stars with outstanding reviews. Resort amenities include a heated pool, hot tub, and complimentary beach chairs and umbrellas. Built in 2009 on stem walls, the building is elevated and sustained no storm damage. Ideally located mid-island just 1,000 feet south of the Stickney Point Bridge for easy mainland access, and within walking distance to popular restaurants, shops, marinas, rentals, and local favorites such as Captain Curt’s and Daiquiri Deck—making this a true turnkey beach getaway and income-producing investment. Ask your agent for the Rental History attached to the MLS listing too!
Listing is courtesy of: TIDELINE REAL ESTATE BROKERS (941-587-1669)
Listing Agent: Mike Winger (941-228-3390)
2516 BROWNING ST, SARASOTA, FL 34237
$1,399,000256 Days on yellowkey MLS ID: A4666531
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2746 Built: 2026 Tax: $1,990 (2023)Community: Hudson ParkSpa: NoSingle Family
Taxes:$1,990
Elementary School: Alta Vista Elementary
Tax Year: 2023
Remarks: Brand-new modern two-story home, offering luxury living and exceptional investment potential in the heart of Sarasota. This thoughtfully designed residence features 5 bedrooms, 4 bathrooms, and an attached 2-car garage, with an open-concept kitchen and living space showcasing premium Italian-imported flooring, cabinetry, and designer fixtures. Large sliding doors open seamlessly to a private outdoor deck and pool, creating the perfect setting for entertaining and enjoying Florida’s indoor-outdoor lifestyle. Located within Sarasota city limits, this property qualifies for weekly rentals, making it an outstanding opportunity for a primary residence, seasonal retreat, or income-producing investment. Just minutes from Downtown Sarasota, Siesta Key Beach, and St. Armands Circle, with convenient access to world-class dining, boutique shopping, cultural attractions, and Sarasota’s award-winning Gulf beaches. Nearby parks, tennis and pickleball courts, and the Legacy Trail extension provide endless outdoor recreation. Secure a brand-new modern Sarasota home in a highly desirable location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Rinat Sikdar (941-993-9292)
1612 STICKNEY POINT RD #1612-1, SARASOTA, FL 34231
$274,90078 Days on yellowkey MLS ID: A4688336
0 Days Off yellowkey (back on 6/20/2026)
REDUCED by $15,000 (5.2%) on 06/11/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 872 Built: 1975Monthly Fee: $919 Tax: $2,989 (2025)Community: Castel Del MareCondo
Taxes:$2,989
Remarks: PRICE CHANGE!!! AMAZING OPPOTUNITY TO OWN THIS COMPLETED REMODELED 1 BEDROOM/1 BATH CONDO IN CASTEL DEL MARE WHICH HAS BEEN NICKNAMED THE "HIDDEN JEWEL ON THE BAY" BECAUSE OF ITS DESIRABLE LOCATION WHICH SERVES AS THE GATEWAY TO SIESTA KEY. LOCATED JUSTH SOUTH OF THE DRAWBRIDGE TO SIESTA KEY, YOU CAN WALK, BIKE OR DRIVE RIGHT OVER THE BRIGE AND BE AT THE AMAZING BEACHES, RESTAURANTS, AND SHOPPING VENUES. THIS STUNNING CONDO HAS BEEN COMPLETELY UPDATED. THE KITCHEN BOASTS AN OPEN-CONCEPT WITH GRANITE COUNTERTOPS, PENDANT AND OVER CABINET LIGHTING. A LARGE ISLAND OPENS INTO A SPACIOUS LIVING AREA WHICH FEATURES CROWN MOLDING AND WAINSCOTING. THE LANAI HAS BEEN FINISHED TO CREATE EXTRA LIVING SPACE WITH A HUGE WAL-IN CLOSET. THE MASTER BEDROOM HAS A BUILT-IN CLOSET AND A FULL WALK-IN CLOSET WITH BUILT-IN CABINET AND COUNTERTOP ALLOWING PLENTY OF EXTRA STORAGE. THE BATHROOM HAS BEEN COMPLETELY REMODELED WITH BEAUTIFUL TILED WALK-IN SHOWER. THE UNIT HAS A TANKLESS WATER HEATER (2023) AND A NEW AIR CONDITIONING SYSTEM (2021). THIS CONDO IS TURN-KEY FURNISHED SO IT A GREAT PLACE TO CALL IT A VACATION GET-A-WAY OR HOME! (LIVING ROOM FAN TO BE REPLACED)
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Linda Ren (941-928-1393)
915 SEASIDE DR #611, SARASOTA, FL 34242
$2,950,0004 Days on yellowkey MLS ID: A4697522
Bed: 4 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 2625 Built: 2009 Tax: $33,482 (2025)Community: Siesta Key Beach Residences IiSpa: YesCondo
Taxes:$33,482
Remarks: Experience elevated Gulf-front living from the 6th floor of this exceptional four-bedroom, four-bath residence at The Residences on Siesta Key Beach. Perfectly positioned to capture breathtaking, unobstructed views of the Gulf of Mexico, this luxury condominium offers a front-row seat to Sarasota's legendary sunsets, the soothing sounds of the waves, and the ultimate beachfront lifestyle. Spanning more than 2,600 square feet, the thoughtfully designed interior blends sophisticated coastal elegance with effortless comfort. High-end finishes, designer furnishings, premium appliances, spa-inspired baths, and an expansive open-concept floor plan create an ideal setting for both everyday living and entertaining. What truly sets this residence apart is the unparalleled ownership experience. Residents enjoy exclusive access to the world-class amenities and services associated with the neighboring Hyatt Residence Club, including concierge services, a beachfront pool and spa, valet parking, an owners' lounge, daily breakfast service, fitness facilities, towel and chair service, and attentive resort-style hospitality. For those seeking flexibility and income potential, the property benefits from an established onsite management and rental program, making ownership as effortless as it is rewarding. Whether enjoyed as a primary residence, seasonal retreat, or luxury investment property, this residence offers a rare opportunity to combine personal enjoyment with strong rental appeal. Located on the highly sought-after south end of Siesta Key, you're just moments from waterfront dining, shopping, entertainment, the marina, and all the charm of island living, while still enjoying a private beachfront setting. Offered turnkey furnished, this is a seamless opportunity to step into one of Siesta Key's most prestigious Gulf-front addresses and begin enjoying the luxury resort lifestyle.
Listing is courtesy of: THE SARASOTA REAL ESTATE COMP. (941-321-5595)
Listing Agent: David Lehrman (941-321-5595)
6448 HOLLYWOOD BLVD, SARASOTA, FL 34231
$3,995,0004 Days on yellowkey MLS ID: A4697076
0 Days Off yellowkey (back on 6/19/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4055 Built: 1991 Tax: $15,348 (2025)Community: Pine Shores Estate 7Th SecSpa: YesSingle Family
Taxes:$15,348
Remarks: Under contract-accepting backup offers. Exceptional waterfront living awaits in this extensively updated three-story Intracoastal estate offering 113 feet of deep-water frontage, no fixed bridges to the Gulf, and less than one mile to world-renowned Siesta Key Beach. Designed for both luxury and lifestyle, this 4-bedroom, 4.5-bath residence encompasses 4,055 air-conditioned square feet and 6,129 total square feet of thoughtfully curated living space. A boater's dream, the property features a new 20,000-pound boat lift, 113 feet of new Trex dock, and a 7,000-pound double jet ski lift with direct access to Sarasota Bay and the Gulf of Mexico. The resort-style outdoor environment has been transformed with more than $250,000 in professional landscaping by Plant Source, featuring lush tropical gardens, bamboo privacy hedges, coconut and royal palms, premium turf, a propane fire pit, tiki torches, a sparkling pool, and multiple spaces for waterfront entertaining. A custom dual-entry metal privacy gate provides a grand and private arrival. Inside, the residence showcases engineered hardwood flooring throughout, impact-rated windows and doors, remote-controlled blinds, a whole-home water purification system, and a private elevator servicing all three levels. The recently redesigned kitchen and interior spaces were professionally reimagined by Mindy Webb Design & Blu Interiors, blending timeless coastal elegance with modern luxury. The first floor offers a three-car garage, gym, recreation room or office, and hurricane-rated sliding glass doors opening to the pool and waterfront living areas. The second floor serves as the heart of the home with expansive gathering spaces and an outdoor lounge area ideal for enjoying Sarasota's year-round sunshine. Occupying the top level, the private primary suite features a waterfront balcony with breathtaking Intracoastal and sunset views, creating the ultimate owner's retreat. Adding flexibility and value is a detached pool house complete with a new metal roof, impact windows and doors, and its own mini-split system. Comfort is ensured throughout the property with three separate air-conditioning systems serving the main residence, plus additional mini-splits in the gym and auxiliary spaces. Ideally located just over the South Siesta Key Bridge, this exceptional waterfront estate offers a rare combination of deep-water boating, designer renovations, resort-style outdoor living, and convenient access to Siesta Key Beach, dining, shopping, and all that Sarasota has to offer.
Listing is courtesy of: NCC PROPERTIES LLC (941-924-1868)
Listing Agent: Morgan Marziali (941-806-7214)
1387 HARBOR DR, SARASOTA, FL 34239
$5,590,0004 Days on yellowkey MLS ID: A4697052
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4013 Built: 1950Monthly Fee: $13 Tax: $20,477 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$20,477
Remarks: Pre-Construction. To be built. Welcome to effortless coastal luxury in the coveted Harbor Acres neighborhood, where timeless glamour meets breezy, tropical elegance. The Royal Palm is Heritage Builder’s latest creation. The Palm Beach–style residence is a masterclass in relaxed yet refined living—light-filled, airy, and designed for seamless indoor-outdoor enjoyment. Framed by lush, palm-lined landscaping and defined by its crisp, clean aesthetic, this 4-bedroom, 4 full bath, and 1 half bath home offers a serene, resort-like lifestyle. Inside, soft neutrals, pops of color, natural textures, and polished finishes create an inviting, ocean-kissed atmosphere that feels both elevated and effortlessly comfortable. The primary suite, thoughtfully located on the main level, is a true private retreat—spacious and serene, featuring two walk-in closets and a spa-inspired ensuite bath with a freestanding soaking tub and large glass-enclosed shower. A second guest suite downstairs provides flexibility and comfort for visitors, while an elevator ensures convenient access to every level. Upstairs, a VIP experience awaits. The luxurious suite with a private balcony offers tranquil treetop views, complemented by an ensuite with dual vanities. Designed for both relaxation and entertaining, the upper level also features a media room with a wet bar and a second utility space, enhancing both function and ease of living. Step outside into your own private, resort-style oasis, where a sparkling open-air pool is surrounded by lush, mature landscaping that creates a sense of serenity and seclusion. Framed by swaying palms and vibrant greenery, the outdoor living spaces feel both inviting and tranquil—perfect for sun-soaked afternoons, al fresco dining, or relaxed evenings under the stars. Every detail is designed to capture that breezy, tropical elegance, making it easy to feel at home in a setting that lives like a luxury retreat. Ideally located in the heart of Harbor Acres, this residence offers unparalleled access to Sarasota’s most desirable destinations. Just minutes from downtown, Selby Gardens, and the Gulf’s world-renowned beaches, you’ll enjoy the best of coastal living. Nearby Southside Village adds to the charm with its fun, friendly atmosphere, boutique shopping, and local dining—bringing together convenience, community, and lifestyle in one exceptional location. Every detail of this home reflects casual sophistication and coastal chic design, blending crisp lines with organic warmth. Whether hosting guests or enjoying quiet moments, this residence embodies the essence of Palm Beach-inspired living—bright, breezy, and beautifully refined. Experience Harbor Acres at its finest—where elegance meets ease in a home designed to live like a year-round retreat.
Listing is courtesy of: HB REALTY GROUP INC. (941-378-3983)
Listing Agent: Sara Boudarga (941-321-6352)
1648 IDLE LN, SARASOTA, FL 34231
$575,000145 Days on yellowkey MLS ID: A4680338
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1388 Built: 1962 Tax: $4,744 (2025)Community: Plaza GardensSingle Family
Taxes:$4,744
Remarks: Just a half mile from the world famous Siesta Key Beach, this charming mid century ranch sits quietly tucked within a peaceful, private neighborhood on the mainland. Offering an effortless coastal lifestyle, this beautifully cared for 2 bedroom, 2 bath home features an open layout, a bright and expansive air conditioned sunroom, and a 1 car garage. It’s being offered turnkey furnished, making it an ideal choice for a full time residence, a vacation retreat, or a strong investment opportunity. With 1,388 square feet of cooled living space plus an additional 232-square foot laundry and utility room, the home feels spacious and inviting. The large glass enclosed Florida room is a standout feature, filled with natural light from oversized windows and overlooking a tranquil, thoughtfully landscaped backyard. Recent improvements include a 2023 roof, updated windows, a newer septic system and lift station, upgraded electrical service, polished terrazzo flooring throughout, and a paver driveway. The effective year built is 1997, reflecting the extensive updates. Surrounded by multi-million-dollar properties and located less than a mile from the vibrant shops and restaurants of Gulf Gate, this home offers the perfect blend of privacy, convenience, and coastal living. Watersports, dining, and the soft white sands of Siesta Key Beach are all just moments away. Come experience the lifestyle this special property offers.
Listing Agent: Mike Pilarczyk (319-321-5348)
4117 ROBERTS POINT CIR, SARASOTA, FL 34242
$980,000483 Days on yellowkey MLS ID: A4640938
Bed: 3 Bath: 2.5 Gar: 4 Liv Area Sq Ft: 2168 Built: 1990 Tax: $10,150 (2024)Community: Roberts Point 2Single Family
Taxes:$10,150
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Nestled on a tranquil street, in the highly sought-after Roberts Point neighborhood of Siesta Key, this stunning elevated home offers the perfect blend of luxury, privacy, and coastal charm. Situated just moments from the world-renowned Siesta Beach and the vibrant Siesta Village, this beautifully maintained two-story residence offers the perfect combination of comfort, convenience, and Florida living. The layout features spacious living and dining areas, with plantation shutter windows that fill the home with natural light and allow for a seamless connection to the outdoors. The well-appointed kitchen includes modern appliances, ample cabinetry, and a large island, making it an ideal space for cooking and entertaining. The master suite is a private retreat, with plenty of closet space and an en-suite bathroom that offers a relaxing atmosphere. Additional bedrooms are generously sized and perfect for family or guests. Step outside to your private, nicely landscaped backyard, an ideal setting for relaxation and entertaining. Enjoy Florida’s beautiful weather on the expansive composite deck, complete with an outdoor shower—perfect for rinsing off after a day at the beach. The lush greenery and well-maintained yard create a tranquil, private oasis. This home’s prime location offers easy access to the best of Siesta Key—whether it's lounging on the soft sands of Siesta Beach, exploring the unique shops and restaurants in Siesta Village, or enjoying local parks and recreational activities. This is your chance to own a slice of paradise in one of the most coveted neighborhoods on Siesta Key. Schedule your private showing today and make this beautiful home your own!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Jim Mast (941-587-9066)
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