Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
3524 S SCHOOL AVE, SARASOTA, FL 34239
$925,00060 Days on yellowkey MLS ID: A4693494
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3037 Built: 1957 Tax: $9,338 (2025)Community: South GateSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,338
Elementary School: Southside Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: From the moment you arrive, you’ll fall in love with the charm, warmth, and unbeatable location of this tropical Mediterranean retreat in Sarasota’s highly desirable South Gate neighborhood, located within the coveted Southside School District. Perfectly situated in the heart of it all, this home places you just minutes from the world-renowned Siesta Key Beach while also being steps away from your favorite restaurants, boutique shopping, grocery stores, gyms, movie theater, and everyday conveniences. This is the rare opportunity to enjoy a true walkable lifestyle while still having the privacy and comfort of a spacious family home. Light-filled and inviting, this beautifully maintained single-story residence offers an open and airy floor plan designed for both relaxing and entertaining. With four spacious bedrooms, two remodeled bathrooms, multiple living and dining areas, a breakfast nook, sunroom, and dedicated home theater room, there is space for everyone to gather while still enjoying privacy and comfort. Large sliding glass doors, solar tubes, and gorgeous porcelain marble-look flooring fill the home with natural light and create a bright, welcoming atmosphere throughout. Step outside and discover your own private backyard paradise. The newly added heated pool with paver deck, lush tropical landscaping, fenced yard, and multiple entertaining spaces create the perfect setting for enjoying Florida living year-round. Whether you’re unwinding by the electric fireplace, soaking in the jetted tub, hosting friends and family, or biking to Siesta Key for sunset, this home offers the lifestyle buyers dream about. Thoughtful updates include a 2022 roof, newer flooring throughout, updated bathrooms, and a new water heater. The oversized two-car garage with space for a workshop, spacious laundry room, circular paver driveway, and sprinkler system on well water add both convenience and value. Currently operating as a successful vacation rental with weekly rentals allowed within city limits, the property also presents exceptional income-producing potential or flexibility for a future in-law suite. Offering one of the lowest costs per square foot in South Gate, this exceptional property combines location, lifestyle, and versatility in one unforgettable home buyers will instantly fall in love with.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Seth Westerberg (941-342-7653)
5300 OCEAN BLVD #202, SARASOTA, FL 34242
$1,090,000180 Days on yellowkey MLS ID: A4678274
0 Days Off yellowkey (back on 6/21/2026)
REDUCED by $40,000 (3.5%) on 06/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1372 Built: 1973 Tax: $9,941 (2025)Community: Terrace EastCondo
Taxes:$9,941
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Remarks: 65 steps to the sand, 312 steps to the water from the Terrace East property are waiting for you! Walk inside and unwind in this updated, turnkey luxury condominium offering nightly sunset views of the #1 beach in the country. This is a rare opportunity to own a condominium in the vibrant heart of Siesta Key, walk to all the amenities and charm that Siesta Key village offers. The property is just steps from the world-famous quartz sands of Siesta Key Beach. Tastefully decorated and truly move in ready, this coastal retreat features a beautifully updated kitchen with custom cabinetry, granite countertops, tile backsplash, stainless steel appliances, crown molding, and thoughtful designer finishes. Luxury vinyl flooring flows throughout the condominium, creating a cohesive and low maintenance living space ideal for beachside living. Both bathrooms have been updated and showcase tile showers with elegant quartz sinks. Two spacious balconies provide the perfect setting to enjoy stunning Gulf sunsets, entertain family and friends, or take in the vibrant island atmosphere below. The island lifestyle is at your doorstep with easy access to local restaurants, live music, boutique shopping, and even a grocery store within .2 of a mile. Located in the iconic Terrace East, this 24-hour secure building offers a welcoming common area for residents and guests. The community has recently enhanced its curb appeal with updated landscaping and beautifully refreshed grounds, creating a true resort style ambiance. Residents enjoy a spacious sparkling pool with new pool furniture, an exercise room, a private tennis/pickleball court, and new stainless steel outdoor grills perfect for entertaining. Whether you are searching for a primary residence, second home, or vacation getaway, this condominium delivers luxury, comfort, and exceptional walkability in one of Florida’s most desirable beach destinations. Experience the best of Siesta Key beach lifestyle in an elevated retreat that combines iconic location, modern updates, and outstanding amenities.
Listing Agent: Diane Goodwin (941-706-6620)
2414 VACCARO DR, SARASOTA, FL 34231
$969,000187 Days on yellowkey MLS ID: A4677299
REDUCED by $14,000 (1.4%) on 05/29/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2330 Built: 2014Monthly Fee: $570 Tax: $6,350 (2025)Community: Esplanade By Siesta KeySingle Family
Taxes:$6,350
Remarks: NEW PRICE Best Value in the Neighborhood. Motivated sellers bring all offers. Live the Florida lifestyle. Located behind the gates of the sought-after Esplanade by Siesta Key, a beautifully appointed 3-bedroom, 3-bath residence with den and extended lanai, showcasing the highly desirable Lazio VII floor plan with tranquil water views. Curb appeal is enhanced by a striking stone façade, an expansive paver driveway, and lush landscaping supported by an automated sprinkler system with reclaimed water—along with ground maintenance, all included in the HOA. Step inside to discover an open-concept design ideal for both entertaining and everyday living, highlighted by new luxury vinyl flooring throughout main living area. The casual yet elegant kitchen is the heart of the home, featuring upgraded cabinetry with hidden hinges, decorative dentil molding, soft-close sliding drawers, granite countertops, a large gathering island, stainless steel appliances, double ovens, and a natural gas cooktop. This home offers three newly updated bathrooms, thoughtfully designed for modern living with high-end finishes and outstanding features. Additional upgrades include Low-E double-pane windows for energy efficiency, hurricane shutters, and Kevlar hurricane panels for the lanai and front door, providing peace of mind and easy storm preparedness. Recent improvements include new exterior waterproof paint, a new A/C system with UV light, a whole-house carbon water filtration system, and a reverse osmosis system under the kitchen sink. Elegant architectural details abound, including tray ceilings, tall interior doors, plantation shutters, and crown molding. The spacious primary suite features an oversized walk-in closet with custom built-in cabinetry.Perfectly situated just minutes from premier shopping, dining, and world-class entertainment—and only a short drive to the powdery sands of Siesta Key Beach—this meticulously maintained home offers luxury, comfort, and location in one remarkable package
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Ellen Wilson (704-651-6322)
1538 S ORANGE AVE, SARASOTA, FL 34239
$1,950,000238 Days on yellowkey MLS ID: A4672485
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2550 Built: 1954 Tax: $11,061 (2024)Community: Harbor AcresSingle Family
Taxes:$11,061
Tax Year: 2024
Remarks: This revitalized 2,550 sq' (+/-) single level home is in coveted Harbor Acres and within walking distance to the quaint Southside Village, Sarasota Bay and the energizing downtown area. Bistros, gourmet markets, art galleries and all things exciting will be yours to explore. With remodeling beginning in 2016 to Miami Dade Hurricane code regulations, improvements include the addition of a 750 sq' (+/-) Primary Suite with full bathroom for one and a 3/4 bath for another, both with walk-in closets thru-outs, modern lighting and plumbing fixtures, refurbished oak flooring, granite counters, security system, whole-house stereo speakers, new appliances, 426 sq' screened porch for outdoor entertaining, paver circular driveway with additional parking pull-outs, landscaping and dramatic lighting and a custom made art piece which is also an outdoor water feature. A new roof completed the project in 2022. The plan features a living area, separate dining room and kitchen in the center of the home, which separates the primary bedroom from the additional 2 bedrooms, for privacy. There is a storage building for outdoor accessories, a roomy 2-car, solid structure carport, water well for the sprinkler system and spray foam insulation in the attic. New HVAC, including duct work and UV light filter 2026. Not too big, not too small, no elevators, no shared parking, optional HOA dues of $125 a year and a one-of-a-kind opportunity, in a once in a lifetime location.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Nancy Mackenzie (941-330-4814)
1931 HIGH POINT CIR, SARASOTA, FL 34236
$1,450,00088 Days on yellowkey MLS ID: A4690458
REDUCED by $45,000 (3.0%) on 06/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1712 Built: 1940 Tax: $13,413 (2025)Community: Hudson BayouSpa: NoSingle Family
Taxes:$13,413
Remarks: FULLY FURNISHED SHORT TERM RENTAL PROPERTY. Experience the best of "West of Trail" living in this impeccably maintained, renovated pool home situated on an OVERSIZED LOT. The interior features include refinished HARDWOOD FLOORS, double-paned windows, and an UPDATED KITCHEN equipped with custom cabinetry, granite countertops, and stainless-steel appliances. The inviting main living area is highlighted by a tray ceiling, gas fireplace and French doors leading to a private outdoor area and SALTWATER POOL, perfect for the Florida lifestyle. The fully FENCED professionally landscaped yard includes a PUTTING GREEN. Significant improvements offer peace of mind and long-term value, including a new standing seam METAL ROOF (2025), NEWER A/C system (2022)/mini-split (2024), and completely REPLUMBED with PVC. The air-conditioned TWO-CAR GARAGE features new epoxy flooring and is currently utilized as a versatile game room. Ideally located in the sought-after Southside Elementary district, this residence provides quick access to Southside Village, downtown Sarasota, and the renowned beaches of Siesta and Lido Key. This property has a great rental history (over $83,000 in the first year) along with $27,000+ in future bookings, please inquire for more details
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Fred Sassen (404-408-5956)
2170 ROBINHOOD ST #A4-304, SARASOTA, FL 34231
$1,125,000179 Days on yellowkey MLS ID: A4677930
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1606 Built: 2026 Tax: $46,289 (2025)Community: Sarasota Bath And Racquet Club, A CondominiumCondo
Taxes:$46,289
Remarks: Under Construction. Experience refined luxury living at Bath & Racquet Residences, where modern elegance meets Sarasota’s storied legacy. This beautifully designed three-bedroom, 2.5-bath residence features floor-to-ceiling windows, custom Italian cabinetry, quartz countertops, premium Bosch appliances, and two private balconies overlooking the tranquil park setting. A separate laundry room adds to the thoughtful design and everyday convenience. Beyond your doorstep, enjoy an unparalleled collection of resort-style amenities. The community and club feature a private pool, expansive two-acre park, dog park, playground, and a scenic 1-kilometer walking trail—perfect for an active outdoor lifestyle. Sports and wellness enthusiasts will appreciate 13 tennis courts, 2 pickleball courts, 4 padel courts, a resort-style club pool, on-site restaurant, state-of-the-art fitness center, and a full-service wellness spa. Located just 4 miles from the world-famous Siesta Key beaches and 3 miles from vibrant Downtown Sarasota, this address offers the perfect blend of luxury, convenience, and coastal sophistication. Bath & Racquet Residences presents a unique opportunity for both full-time residents and investors, with short-term rentals permitted (7-night minimum), offering flexibility and income potential. Under the guidance of Tommy Haas, former World No. 2 and official club ambassador, this iconic redevelopment reimagines the historic Bath & Racquet Club, originally founded in 1969. Once the home court of tennis legends such as Chris Evert and Martina Navratilova, the property now enters a new era—honoring its rich heritage while embracing modern elegance, wellness, and active living. Designed by Halflants + Pichette Architects, Bath & Racquet Residences and Club presents 256 luxury condominiums with low HOA fees.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Cari Miller (203-722-4509)
7637 COVE TER, SARASOTA, FL 34231
$3,295,000124 Days on yellowkey MLS ID: A4684647
REDUCED by $200,000 (5.7%) on 05/29/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3799 Built: 2004Monthly Fee: $25 Tax: $27,740 (2025)Community: Southpointe Shores Unit 1Spa: YesSingle Family
Taxes:$27,740
Elementary School: Gulf Gate Elementary
Remarks: Price improved to sell! 7637 Cove Terrace, an elegant 4-bedroom, 3 full bath and 2 half bath custom residence located in the coveted waterfront community of Southpointe Shores. Beautifully renovated in 2023, offering 3,799 square ft of heated living space, this meticulously maintained home combines Florida architectural style with modern comfort and exceptional boating amenities. Set on a 0.34-acre lot with over 100 feet of direct saltwater canal frontage, the property provides sailboat depth-water access plus a large private dock equipped with electric and water, and has been upgraded with TWO Boat lifts: a 40,000lb lift and an additional 10,000K lift, making it an outstanding choice for boating enthusiasts. Enjoy serene views of the wide canal with deep water access to the Intracoastal Waterway from your own backyard. Inside, the home welcomes you with an open, light-filled layout enhanced by tray ceilings, crown molding, granite counters, walk-in closets, and a spacious primary suite on the main floor. The gourmet kitchen, remodeled in 2024, features Thermador™ appliances, a walk-in pantry, a gas cooktop, range hood, dishwasher, refrigerator, and built-in island seating, flowing seamlessly into the living and dining areas — ideal for everyday living or entertaining. All three guest bedrooms are located on the main level, each offering generous dimensions and built-in closets, with Bedroom 2 featuring an en-suite bath. An oversized second-floor bonus space provides flexibility for a game room, media room, office, or guest retreat and includes a terrace, a powder room, a wet bar and a beverage refrigerator for ease of entertaining. The outdoor living space is exceptional: the private screened area hosts the heated pool and in-ground spa, both resurfaced in 2023, expansive covered lanai with new travertine, outdoor kitchen, balcony, fenced yard, and thoughtful exterior details such as French doors, lighting, rain gutters, and sliding glass doors. Whether relaxing or hosting, this home’s outdoor spaces offer year-round enjoyment. For added peace of mind, the home is elevated to nearly 12 feet — well above FEMA flood plain requirements. A host of thoughtful upgrades further protect and elevate your lifestyle: new hurricane-grade front entry doors (2024), a fully redone 100.7-foot seawall (2015), two 5-ton A/C units (2026 & 2024, each with a transferable 10-year warranty), and fresh interior and exterior paint (2024). The home is also equipped with gas, and a dedicated 45-gallon water heater for the primary suite. Tile roof and block/stucco construction ensure lasting durability. To top it all off, storage is never a concern — enjoy an attached 2-car garage plus an additional oversized 1-car garage, perfect for a third vehicle or extra storage for your water toys! Nestled within the desirable Southpointe Shores community, this home benefits from top-rated school zones and a serene, upscale waterfront atmosphere. The neighborhood’s private boat ramp, available for a minimal annual fee, enhances its appeal for boating enthusiasts. Perfectly situated close to Sarasota’s premier shopping, dining, beaches, and marinas, the property still offers the tranquility, water access, and elevated coastal living that define a true retreat.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Julie Lojacono Mackie (773-704-1438)
5420 EAGLES POINT CIR #106, SARASOTA, FL 34231
$565,000127 Days on yellowkey MLS ID: A4684787
REDUCED by $60,000 (9.6%) on 06/21/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2165 Built: 1993 Tax: $3,692 (2025)Community: Eagles Point At The Landings 1Condo
Taxes:$3,692
Remarks: Virtually Staged. Experience the relaxed elegance of life in Eagles Point at The Landings, where beautiful waterfront surroundings, vibrant amenities, and breathtaking sunsets create a lifestyle that feels like a year-round retreat. Positioned to capture colorful nightly skies and holiday fireworks, this first-floor corner residence invites you to enjoy the view from the comfort of your enclosed Florida Room, complete with hurricane-rated sliders and a western-exposure balcony. Just outside, an open terrace offers additional space for outdoor lounging, morning coffee, or evening gatherings. Inside, the 3-bedroom residence feels light, airy, and inviting, offering spacious living areas and a thoughtfully designed layout. The open dining and living areas flow seamlessly together, creating an ideal setting for entertaining or relaxed everyday living. Elegant touches elevate the space, including Brazilian cherry wood flooring, crown molding, plantation shutters, Luminette drapes, and a striking Swarovski crystal chandelier in the dining room. The well-appointed kitchen blends style and function with a granite-topped island, stainless steel appliances, white raised-panel cabinetry, abundant storage, a reverse osmosis water system, and a cozy eat-in area for casual dining. A convenient pass-through keeps the kitchen connected to the dining space. Privately situated off the living room, the owner's retreat also opens to the Florida Room, allowing you to wake up to peaceful views each morning. The spacious suite includes a walk-in fitted closet, dual-sink vanity, garden tub, and separate shower. Two additional guest bedrooms offer eastern exposures, welcoming the warm glow of the morning sun. Additional conveniences include a spacious laundry room with utility sink and extra storage, an assigned parking space in the secure garage, and a private storage room. Pets up to 25 pounds are welcome. Life in Eagles Point offers more than a beautiful home —it’s a lifestyle. Residents enjoy a private community pool and grilling area, perfect for relaxed afternoons with neighbors and friends. Beyond Eagles Point, The Landings is a gated community known for its vibrant social atmosphere and exceptional amenities. Residents enjoy membership to the Landings Racquet Club, featuring eight Har-Tru tennis courts, pickleball, a resort-style pool and spa, fitness center, library, and community room. Nature lovers will appreciate the scenic trail leading to the fishing pier on the Intracoastal Waterway, along with kayak storage and launch access. Whether you’re seeking a full-time residence or the perfect winter retreat, this home offers the opportunity to embrace The Landings lifestyle—where sunsets, recreation, and coastal serenity become part of everyday living.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
5880 MIDNIGHT PASS RD #804, SARASOTA, FL 34242
$1,350,000165 Days on yellowkey MLS ID: A4680425
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1498 Built: 1982 Tax: $11,821 (2025)Community: CasarinaSpa: YesCondo
Taxes:$11,821
Remarks: An unusual price for an unusual seaside residence. Completely renovated with stunning views from every window. Enjoy your morning coffee on the lanai and relish the downtown skyline as well as the Gulf of Mexico and Siesta Beach. Renovations include completely repainted, impact resistance windows, new interior doors, closet organizers and new front door. Casarina amenities include heated pool/spa, pickle ball/tennis courts, exercise room, gas grills, etc. This is worth a visit to see everything you can bring into your life.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Maurice Menager (941-238-8119)
5440 RIVERBLUFF CIR #87, SARASOTA, FL 34231
$219,00048 Days on yellowkey MLS ID: A4695042
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 864 Built: 1971Monthly Fee: $622 Tax: $2,033 (2025)Community: Strathmore Riverside ISpa: YesVilla
Taxes:$2,033
Remarks: Fully renovated and move-in ready, this charming 1-bedroom, 1-bathroom standalone villa in the highly sought-after 55+ Strathmore Riverside Villas community is the Florida lifestyle opportunity you have been waiting for. Whether you are pursuing the snowbird dream or making the permanent move to paradise, this turnkey gem is ready for you right now. Fresh 2025 upgrades include a brand new kitchen, new flooring throughout, and new plumbing — no projects, no headaches, just move in and start living. The bright open-concept layout offers comfortable and easy living with an in-unit washer and dryer, covered carport, and attached storage room. The community is where the magic happens. Start your morning with a swim in the large heated pool maintained at a year-round 85 degrees, spend your afternoon on the fishing dock, and end your day watching the sun set over Phillippi Creek. Boating enthusiasts will love the community marina with direct access to the Intracoastal Waterway and the Gulf of Mexico — boat slips available through the association. Additional amenities include a clubhouse, fitness room, shuffleboard courts, billiards, library, and two saunas. HOA fee includes cable TV, water, sewer, exterior building and grounds maintenance, building insurance, escrow reserves, and onsite management. Conveniently located near Publix, Detwiler's Farm Market, Sarasota Memorial Hospital, Phillippi Farmhouse Market, and just minutes to world-famous Siesta Key Beach. At this price with these upgrades in this community, this one will not last long. Schedule your showing today.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Evona Poplawski (941-228-9455)
5855 MIDNIGHT PASS RD #510, SARASOTA, FL 34242
$689,00033 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
Taxes:$5,794
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)
3700 S OSPREY AVE #219, SARASOTA, FL 34239
$209,000150 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
Taxes:$2,688
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)
5361 SIESTA CT, SARASOTA, FL 34242
$1,999,999214 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
$690,000251 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)
1267 STARBOARD LN, SARASOTA, FL 34242
$2,750,000130 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)
2516 BROWNING ST, SARASOTA, FL 34237
$1,399,000277 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 Agent: Rinat Sikdar (941-993-9292)
1612 STICKNEY POINT RD #1612-1, SARASOTA, FL 34231
$274,90099 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 Agent: Linda Ren (941-928-1393)
915 SEASIDE DR #611, SARASOTA, FL 34242
$2,950,00025 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
$3,995,00025 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)
440 S LIME AVE, SARASOTA, FL 34237
$2,250,000283 Days on yellowkey MLS ID: A4666533
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 3434 Built: 2026 Tax: $6,011 (2023)Community: Terrace Gardens BSpa: YesSingle Family
Taxes:$6,011
Remarks: Pre-Construction. To be built. Welcome to this stunning 3,434 sq. ft. single-story residence, where modern luxury meets timeless Italian craftsmanship. Ideally located within Sarasota city limits, this property qualifies for weekly rentals—a rare and highly desirable feature that opens the door to significant income opportunities in one of the area’s most sought-after vacation rental markets. This 5-bedroom, 5.5-bathroom residence is designed with both style and functionality in mind. Showcasing imported Italian fixtures, custom cabinetry, and premium flooring throughout, every detail reflects Milano Homes’ signature quality and sophistication. The expansive open-concept kitchen and living area are perfect for entertaining, while floor-to-ceiling hurricane-rated windows and sliding glass doors bathe the space in natural light and create a seamless connection to the outdoors. Step outside to your private retreat featuring a sparkling pool, sun-soaked deck, and ample space for relaxation or entertaining under the Florida sky. Perfectly positioned just minutes from downtown Sarasota, residents and guests will enjoy easy access to boutique shopping, fine dining, award-winning beaches, the scenic Legacy Trail, and local parks with tennis and pickleball courts. Whether you’re looking for a full-time residence, seasonal escape, or an income-producing short-term rental, this home offers a rare opportunity to enjoy the Sarasota lifestyle while capitalizing on high-demand weekly rental potential. Work hand-in-hand with the dedicated Milano Homes professionals to personalize this custom residence, creating a one-of-a-kind dream home tailored just for you.
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