Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
771 JOHN RINGLING BLVD #5, SARASOTA, FL 34236
$549,0004 Days on yellowkey MLS ID: A4690680
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 820 Built: 1965Monthly Fee: $962 Tax: $1,373 (2025)Community: Sarasota Harbor EastCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,373
Elementary School: Southside Elementary
High School: Booker High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Completely renovated condominium in a unique, prime, waterfront community with an optional boat slip directly outside your door. Sarasota Harbor East is a 55+ maintenance-free community with an exceptional location and arguably the finest Bayfront views in Sarasota! Minutes from downtown Sarasota and St. Armands Circle, Lido Beach, and conveniently located just across the street from the Sarasota Yacht Club. This ground-floor unit features two bedrooms, one bath, and a fully glassed porch that offers breathtaking views. The windows and bi-fold sliders are high-impact glass. The clubhouse has undergone a complete remodel and includes a fully equipped kitchen and new metal roof. Each unit is equipped with a covered carport (this one is directly in front of your door) along with guest parking. There is a designated area onsite for storing kayaks and bicycles. Boats (sailboats or powerboats) up to 30 feet are permitted. Slips are offered on a first-come, first-served basis, and all costs are included in the maintenance fee (several slips are currently available for your boat!). The quarterly HOA fee encompasses cable/high-speed internet, water, sewer, trash collection, exterior pest control, and all building/community maintenance expenses. Pets permitted with valid service or support animal documentation. Furnishings are offered on a separate bill of sale.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
137 AVENIDA MESSINA #3, SARASOTA, FL 34242
$625,00089 Days on yellowkey MLS ID: A4680216
REDUCED by $15,000 (2.3%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1966 Tax: $5,716 (2024)Community: Villa NavarraCondo
Taxes:$5,716
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Remarks: Discover this beautiful upstairs furnished condo in a highly desirable complex that is ideally situated in the Mira Mar neighborhood adjacent to the Siesta Key Village! Just a short stroll to the beach and mere moments from top dining, shopping, and nightlife, this unit is the ultimate coastal escape. Enjoy worry-free living with impact windows and sliding doors, a 2024 washer/dryer in the unit, and a 2022 water heater. NEW ROOF, no assessments, and no flooding concerns make this an exceptional find! Both the bathrooms and the kitchen have been tastefully renovated with sleek quartz countertops. The entire unit features neutral ceramic plank-tile flooring and a cohesive neutral palette throughout. Unwind on your screened in lanai, enveloped by lush palms and tropical greenery. Leave your car at home and soak in the beauty of Siesta Key Beach—ranked the #1 beach in the U.S. You are just 2/10 of a mile away from Sunset Pier where pristine white quartz sand, crystal-clear waters, and breathtaking sunsets await. Whether you're seeking a primary residence or the perfect island getaway, this beautifully maintained boutique community of just 16 condos offers an unbeatable location. Don’t miss this rare opportunity!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jackie De Manio Eberley (201-233-1959)
3427 RIVIERA DR, SARASOTA, FL 34232
$499,000102 Days on yellowkey MLS ID: A4677588
REDUCED by $11,000 (2.2%) on 04/20/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1503 Built: 1974Monthly Fee: $5 Tax: $4,875 (2025)Community: Forest LakesSpa: NoSingle Family
Taxes:$4,875
Elementary School: Wilkinson Elementary
Remarks: One or more photo(s) has been virtually staged. An immaculate modern home in the highly desirable Forest Lakes neighborhood is now available! This like-new residence offers comfortable one-level living, a convenient location, low HOA fees, and an ideal floor plan designed for today’s lifestyle. The home features a spacious split-bedroom layout with a light-filled open living and dining area. The well-appointed kitchen showcases crisp white cabinetry, quartz countertops, and stainless steel appliances. A large kitchen window provides picturesque views of the landscaped backyard, while a convenient bar-top pass-through makes serving the screened lanai effortless. Adjacent to the kitchen is a versatile flex space that can easily serve as a formal dining room, den, home office, playroom, library, or music room. The private primary suite is tucked away on one side of the home and includes an en-suite bath with a walk-in shower and a generous closet. On the opposite side, two secondary bedrooms share a large, beautifully updated bathroom with a shower/tub combination. Additional highlights include two sets of sliding glass doors leading to the screened porch—perfect for relaxing and enjoying views of stately oak trees and lush landscaping within the fenced backyard—along with a dedicated laundry room with washer and dryer (included) and an attached two-car garage. Recent updates include a new roof (2021), HVAC system (2022), and garage door (2022). Conveniently located near restaurants, shopping, and medical facilities, this home offers exceptional value with low HOA fees.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Donna Boynton (404-323-2012)
6020 MIDNIGHT PASS RD #42, SARASOTA, FL 34242
$474,000188 Days on yellowkey MLS ID: A4669061
REDUCED by $25,000 (5.0%) on 04/13/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 672 Built: 1964Monthly Fee: $607 Tax: $4,320 (2025)Community: Aloha Kai AptsCondo
Taxes:$4,320
Remarks: Siesta Key Aloha Kai One-story villa, just like new! Welcome to your slice of paradise on world-famous Siesta Key Beach! This stunning one-bedroom, one-bath villa offers the ultimate in coastal living with direct beach access. Enter into a fully remodeled interior, professionally remediated and redesigned from top to bottom, including stylish furnishings, so you can move right in or start renting immediately. Featuring luxury vinyl floors, private patio, barbecue grill, screened front lanai, new roof and turnkey furnished this condominium offers peace of mind and modern convenience. Short-term rentals allowed. On Siesta Key on Florida’s West Coast in Sarasota, this is a gated beachfront community on one of the top-rated beaches in the United States. Aloha Kai is a laid-back, friendly vacation community with a large swimming pool and direct access to the most spectacular beach on Florida’s Gulf Coast. A beach vacation destination with a laid-back vibe and plenty of places to relax or have an active getaway.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lisa Gullick (941-364-4000)
1967 BROOKHAVEN DR, SARASOTA, FL 34239
$1,499,00040 Days on yellowkey MLS ID: A4686652
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2957 Built: 1969 Tax: $5,877 (2025)Community: Forest Lakes Cntry Club Estates UnSpa: NoSingle Family
Taxes:$5,877
Remarks: This completely reimagined residence in the desirable Forest Lakes Country Club community offers sweeping views of rolling greens and fairways. Every detail has been thoughtfully upgraded for modern luxury and effortless living. Located near the Legacy Trail, golf, and just minutes from Sarasota‘s vibrant arts, dining, and Gulf beaches, this home blends country club ambience with unmatched accessibility to everything that makes Sarasota exceptional. Step inside to discover a kitchen design for those who truly appreciate the art of cooking and entertaining. Entertaining here is a breeze with the separate bar and private powder room for guests. Custom oak cabinetry pairs beautifully with stunning Taj Mahal quartzite countertops and refined champagne hardware. Top tier, subzero refrigeration, and Bosch double ovens with induction cooktop elevate every meal. The entire home has been transformed including a new HVAC, updated electrical and plumbing systems, stone flooring throughout, and impact rated hurricane windows. Outside the newly upgraded pool and equipment invite you to unwind while soaking in the captivating golf course views. The garage and driveway feature sleek new epoxy flooring. Enjoy peace of mind with the dry elevation of approximately 19 feet, where flood insurance is not required offering financial savings and long-term security. This is more than a home, it’s a lifestyle anchored in quality, convenience and timeless appeal. Every upgrade has been completed with intention, every system refreshed to perform flawlessly for years to come. From the gourmet kitchen to the resort outdoor space, this home is ready to welcome its next chapter. Schedule your private showing and discover what modern Sarasota living truly looks like!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Ann Martin (941-356-7717)
1966 WISTERIA ST, SARASOTA, FL 34239
$3,400,000194 Days on yellowkey MLS ID: A4668324
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3934 Built: 2026 Tax: $9,291 (2025)Community: Desota ParkSpa: YesSingle Family
Taxes:$9,291
Remarks: Set within the coveted West of the Trail enclave, this newly constructed estate is a striking statement of contemporary design and quality craftsmanship. Thoughtfully designed with clean architectural lines and seamless indoor-outdoor flow. Exceptional attention to detail throughout the residence with 4-bedrooms + office/den + bonus loft and 6-bathrooms. European engineered hardwood and porcelain tile flooring, 9-foot interior doors, recessed ceilings and lighting, and a Level 5 wall finish. PGT impact-resistant, Low-E windows and expansive sliding glass doors flood the interiors with natural light. The open-concept great room is a dramatic focal point, featuring a soaring double-height ceiling and a striking slatted wood accent wall. State-of-the-art kitchen with premium Thermador appliance package, custom Studio Luxe cabinetry by Miralis, quartz countertops, and a waterfall island with designer breakfast bar seating. Opening seamlessly to the dining area and covered lanai, creating an ideal setting for entertaining. Large walk-in pantry, dedicated laundry room with Electrolux washer and dryer, elevator-ready storage space, and private office ensure everyday convenience is met with elegance. The main-level primary suite serves as a private retreat, featuring a spa-inspired bathroom and professionally designed, boutique-style custom closet. The second level offers three en-suite bedrooms, each with beautifully finished bathrooms and walk-in closets. Bathrooms are appointed with quartz countertops, LED mirrors, frameless glass shower enclosures, designer tilework, multiple shower heads, built-in niches, and integrated bench seating. A spacious loft lounge includes a wet bar with beverage refrigerator. Two expansive balconies provide additional space for relaxation or entertaining. Enjoy serene moments by the heated saltwater pool and integrated spa, covered lanai with summer kitchen, including grill, sink and refrigerator, and a dedicated poolside half bath. The backyard is fully enclosed with a six-foot privacy fence and includes green space suitable for pets or gardening. The pool area is screen-enclosure ready for year-round enjoyment. Ideally located just minutes from downtown Sarasota, top-rated schools, dining, shopping, and cultural attractions, this exceptional residence offers a rare opportunity to enjoy sophisticated West of Trail living with uncompromising design integrity and quality. Offering a one-year full developer warranty.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Linda Driggs (941-374-2920)
6140 MIDNIGHT PASS RD #904, SARASOTA, FL 34242
$2,450,00018 Days on yellowkey MLS ID: A4682903
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.
Listing Agent: Suki Scollo (941-587-2289)
5830 MIDNIGHT PASS RD #63, SARASOTA, FL 34242
$598,000157 Days on yellowkey MLS ID: A4672897
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
High School: Riverview High
Remarks: 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 is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Noelle Vihrachoff (570-262-4594)
5830 MIDNIGHT PASS RD #52, SARASOTA, FL 34242
$595,000227 Days on yellowkey MLS ID: A4664667
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1963Monthly Fee: $1,231 Tax: $6,077 (2024)Community: Jamaica RoyaleCondo
Taxes:$6,077
Remarks: An investor’s dream! Discover unbeatable income potential with this fully renovated 1 bed, 1 bath condo at Jamaica Royale—a proven high-performing rental generating up to $58,000 annually and already secured with over $30,000 in bookings for 2026. Whether you're seeking a profitable income property, a personal beach retreat, or both, this turnkey unit is positioned to deliver. The spacious open-concept layout features a beautifully upgraded kitchen with peninsula seating, quartz countertops, coordinated backsplash, sleek silver fixtures, and brand-new appliances. Luxury vinyl plank flooring and crown molding create a bright, cohesive coastal aesthetic throughout. The large bedroom includes a king-size bed and generous closet—ideal for extended stays and maximizing guest comfort. The stylish bathroom includes a walk-in shower with coastal tile, glass enclosure, custom vanity, and modern finishes. Perfectly situated just steps from one of Jamaica Royale’s three resort-style pools and a short stroll to Siesta Key’s iconic powder-soft sand, this condo offers the lifestyle renters desire and investors value. With its strong rental history, future bookings in place, and reputation as a top income producer, this property is truly the best of both worlds: a relaxing beach escape and a smart income-generating asset.
5830 MIDNIGHT PASS RD #25, SARASOTA, FL 34242
$549,000255 Days on yellowkey MLS ID: A4662182
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1962Monthly Fee: $1,232 Tax: $5,249 (2024)Community: Jamaica RoyaleCondo
Taxes:$5,249
Remarks: Turnkey furnished 1 bedroom, 1 bathroom condo at Jamaica Royale on Siesta Key, offering a true hands-off investment opportunity with onsite rental office and future bookings already in place for 2026. This fully renovated condo features high-end finishes and thoughtful upgrades throughout, making it ideal as a vacation rental, second home, or full-time residence. The updated kitchen showcases quartz countertops, a coastal-inspired backsplash, soft-close cabinetry, brand-new stainless steel appliances, and a spacious island—perfect for entertaining. Luxury waterproof vinyl plank (LVP) flooring flows throughout the living area, which is furnished with all-new high-end furniture. The large bedroom is furnished with two queen beds, offering comfort and flexibility for guests. The spa-inspired bathroom features a walk-in shower with built-in bench, porcelain tile, and a sleek backlit mirror. Thoughtful storage, including an expanded hallway closet, enhances functionality and makes this condo truly move-in ready. Jamaica Royale is a well-maintained beachfront community known for its private deeded beach and resort-style amenities, including three pools (one beachfront), newly renovated beachside restrooms and changing facilities, and an outdoor kitchen with grills and seating. With onsite rental management, this condo provides an easy, low-maintenance investment opportunity. Whether you’re searching for a turnkey vacation rental, income-producing investment property, or coastal retreat, this Jamaica Royale condo offers location, luxury, and convenience.
7374 ROYAL BIRKDALE DR #15D, SARASOTA, FL 34238
$424,0006 Days on yellowkey MLS ID: A4690483
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2282 Built: 1981 Tax: $4,462 (2025)Community: BallantraeVilla
Taxes:$4,462
Elementary School: Gulf Gate Elementary
Remarks: Welcome to a refined and effortless way of living within the gated, maintenance-free community of Ballantrae ideally positioned near the Palmer Ranch area. Set among 36 acres of lush, park-like grounds, this impeccably maintained end-unit villa offers the privacy of a single-family residence paired with the ease of low-maintenance ownership. Spanning 2,282 square feet of air-conditioned living space, this true three-bedroom, two-bath home features a thoughtfully designed open layout with a renovated kitchen, light cabinetry, and casual dining area flowing seamlessly into expansive living and family rooms, all finished with hard-surface flooring throughout. Natural light fills the interiors, drawing attention to tranquil green views, while an enclosed, vented lanai extends the living space year-round and is enhanced by motorized hurricane shutters. The primary suite serves as a peaceful retreat with a flexible sitting area or office nook, generous closet space, and serene surroundings, while two additional guest bedrooms offer versatility for visitors or workspace. Designed for both comfort and peace of mind, the home includes a brand-new roof (2024), newer HVAC system, updated water heater, replumbing, and full hurricane protection with roll-down shutters on all windows. Ballantrae is known for its quiet, beautifully maintained setting where mature landscaping and open green space create a sense of calm, and its maintenance structure allows for a true lock-and-leave lifestyle. Perfectly located, the home is just minutes from the world-renowned white sands of Siesta Key Beach, the shops and dining of Gulf Gate, and convenient access to Interstate 75 and U.S. Route 41. Downtown Sarasota’s waterfront, restaurants, theaters, and cultural venues are close by, along with leading medical facilities including Sarasota Memorial Hospital and Doctors Hospital of Sarasota, while St. Armands Circle, Lido Key, and Longboat Key are just beyond. Combining thoughtful updates, storm-ready features, and a peaceful natural setting with exceptional proximity to Sarasota’s best offerings, this residence presents a compelling opportunity for full-time living or a seasonal retreat.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Sharon Chiodi (941-809-0380)
711 S PALM AVE #302, SARASOTA, FL 34236
$1,525,00017 Days on yellowkey MLS ID: A4688989
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1815 Built: 2019 Tax: $15,916 (2025)Community: 7 One One PalmSpa: NoCondo
Taxes:$15,916
Remarks: One or more photo(s) has been virtually staged. Positioned in the heart of downtown Sarasota, 711 S Palm Avenue offers a rare blend of privacy, scale, and walkability along one of the city’s most desirable streets. Set just moments from the bayfront, marina, and Sarasota’s top dining and cultural destinations, this residence captures the essence of effortless downtown living. The home is thoughtfully designed with a layout that balances everyday comfort and entertaining, featuring light-filled living spaces, well-proportioned rooms, and a seamless connection between indoor and outdoor areas. Expansive windows invite natural light throughout, while carefully considered design elements create a sense of warmth and livability. The kitchen serves as the central gathering space, designed for both function and hosting, with ample storage, quality appliances, and an easy flow into the main living and dining areas. Private bedroom suites provide comfortable retreats, while the primary suite offers a quiet escape with generous proportions and a well-appointed bath. Outdoor spaces are equally inviting, offering room to relax or entertain while enjoying the energy of downtown just beyond. Whether as a full-time residence or seasonal retreat, the property presents a compelling opportunity to own in a location where everything Sarasota has to offer is just outside your door.
Listing Agent: Susan Pelton (941-321-1007)
3332 THORNWOOD RD #3332, SARASOTA, FL 34231
$288,000108 Days on yellowkey MLS ID: A4675963
REDUCED by $4,500 (1.5%) on 04/25/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1450 Built: 1981 Tax: $3,848 (2025)Community: Crooked Creek Sec 1Condo
Taxes:$3,848
Remarks: Private Nature Retreat Minutes from Siesta Key What if your Florida home felt like a private nature retreat—yet was only minutes from the world-famous beaches of Siesta Key? This beautifully updated first-floor 2-bedroom, 2-bath residence in the unique Crooked Creek community offers the perfect blend of peaceful surroundings and Sarasota convenience, with lush tropical landscaping, winding pathways, and direct access to the stunning 72-acre Red Bug Slough Preserve. Offering over 1,450 sq ft of living space, this light-filled condo has been thoughtfully updated since 2021. The spacious 10’ x 26’ Florida room has been enclosed with floor-to-ceiling impact windows and sliding glass doors, creating a bright additional living area that brings the beauty of the outdoors in. Interior features include tile flooring throughout, updated bathrooms, recessed lighting, ceiling fans, hallway laundry with washer and dryer (2021), and NEW A/C (2024), new water heater. The kitchen offers wood cabinetry, solid surface counters, a large roll-out pantry, breakfast bar seating, and updated appliances (2023–2024), including a brand-new refrigerator (Dec 2025). Crooked Creek is a peaceful enclave of just 78 residences, thoughtfully designed to blend with the surrounding natural landscape. Residents enjoy direct access to scenic walking and biking trails, fishing, playgrounds, and picnic areas within the beautiful Red Bug Slough Preserve—making this a true nature lover’s paradise. Community amenities include a lar heated pool, tennis and pickleball court, gazebo, grilling area, renovated kitchen at pool with bathrooms and an outdoor shower. Condo owners also have a storage locker in within a large community shed. Each unit comes with one assigned covered carport and includes ample additional parking for guests. The community is financially strong, with HOA fees reduced from $671 in 2025 to $632 per month in 2026. All of this just minutes from Siesta Key Beach, shopping, dining, and everything Sarasota has to offer.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Phyllis Coviello (941-408-3265)
3300 S BENEVA RD #224, SARASOTA, FL 34232
$215,000468 Days on yellowkey MLS ID: A4634478
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1084 Built: 1980 Tax: $2,437 (2023)Community: Fairways & GreensSpa: NoCondo
Taxes:$2,437
Tax Year: 2023
Remarks: 0.2 mi to Publix • 3 mi to Sarasota Memorial Hospital • 5.5 mi to Siesta Key Beach • Includes Zillow 3D Tour & Matterport Tour Move-in-ready and fully furnished 2-bedroom, 2-bath condominium in a secured elevator building close to Sarasota’s key amenities. This second-floor residence offers approximately 1,084 sq ft of single-level living with a spacious 9' × 14' screened lanai overlooking the community pool. Recent improvements include hurricane-impact windows and a new roof completed last year, providing peace of mind and energy efficiency. The interior features an updated kitchen and bathrooms, wood-style flooring, and an in-unit laundry room for added convenience. The floor plan includes an open living and dining area with direct access to the pool-facing lanai, creating an ideal indoor-outdoor extension of the living space. The primary suite offers ample storage and an updated bath, while the guest bedroom and additional full bath provide flexibility for visitors or home workspace needs. This condo also includes one assigned covered parking space plus abundant guest parking throughout the community. From this central Sarasota location, reach Arlington Park (2.5 mi) for aquatic facilities, fitness center, tennis, pickleball, basketball, and walking paths. Explore Downtown Sarasota (4 mi) for dining, shops, and Bayfront Park, or head to Siesta Key Beach (5.5 mi) for world-famous coastline. Additional anchors include Legacy Trail access (2.2 mi), Walmart Neighborhood Market (0.9 mi), Starbucks (1.2 mi), Westfield Siesta Key (2.5 mi), and direct routes via US-41 (2 mi) and I-75 (3.8 mi). This furnished condominium combines an updated interior, secured lobby access, an elevator, pool views, and proximity to Sarasota’s beaches, parks, shopping, and medical services. Be sure to view the Zillow 3D Tour and Matterport walk-through for a complete look at the layout and features of Unit 224.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Jill French (941-600-8281)
161 VISTA HERMOSA CIR #26-A, SARASOTA, FL 34242
$539,000199 Days on yellowkey MLS ID: A4667260
REDUCED by $20,000 (3.6%) on 04/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1265 Built: 1971 Tax: $4,555 (2025)Community: Vista HermosaVilla
Taxes:$4,555
Remarks: Price Reduction! One of the best Values on Siesta Key! Discover the perfect blend of privacy, convenience, and income potential with this beautifully renovated, freestanding Villa located in the heart of Siesta Key. Tucked away in the sought-after Vista Hermosa community, this light-filled retreat offers the feel of a private home with all the benefits of low-maintenance island living. This newly renovated, two bedroom two bath, Villa showcases: impact windows and doors, stainless steel appliances, ceramic plank flooring throughout, Washer/Dryer and beautiful, coastal furnishings. Just a short stroll brings you to the powdery sands of Crescent Beach, one of the Gulf Coast’s most beloved spots for sun, surf, and stunning sunsets. Whether you're looking for a personal coastal getaway or a lucrative investment, this villa delivers – with biweekly rental options that allow you to generate steady income throughout the year. Inside, enjoy a freshly updated interior featuring modern finishes and a bright, open layout. Outside, hop on the free Siesta Islander Trolley for easy access to vibrant Siesta Village, where you'll find charming shops, restaurants, and entertainment. This is your chance to own a move-in ready, income-producing villa in one of Florida’s most desirable beach communities. Home is being offered turn key furnished.
Listing Agent: Joe Kesslak (941-321-8585)
901 BEACH RD #205, SARASOTA, FL 34242
$639,00042 Days on yellowkey MLS ID: A4686468
REDUCED by $10,000 (1.5%) on 04/21/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1972 Tax: $5,156 (2025)Community: La Siesta CondominiumsCondo
Taxes:$5,156
Remarks: Welcome to the iconic La Siesta Condominiums, directly across from the main beach access of Siesta Key where coastal charm meets effortless beach days. Perfectly positioned just 100 steps from the powdery sands of Siesta Key Beach, this beautifully appointed turnkey furnished second floor condo offers breathtaking Gulf views and an unmatched connection to one of the nation’s most iconic shorelines. Designed for prime vacationing, this income producing vacation rental features an updated interior with coastal-inspired finishes including a modern kitchen, luxury vinyl plank flooring and a dining area. The primary bedroom has a king bed, secondary bedroom features two twin beds, and a queen sleeper sofa in the living room. The open-concept living space is filled with that special Siesta Key sunshine that just hits differently. You are met with a seamless flow between indoors and out featuring a hurricane rated slider door that leads you to a private balcony that becomes your front-row seat to unforgettable sunsets over the Gulf of Mexico. Ideal for both personal enjoyment and income potential, this investor-friendly property allows for up to 52 weeks of rentals annually, offering exceptional flexibility and the opportunity to maximize returns in one of Florida’s most sought-after beach destinations utilizing the professional full-time rental management program. At La Siesta, you’ll enjoy resort-style amenities including a heated pool, fitness center, clubhouse, grilling stations, on-site laundry, a covered parking space and additional storage are also included. With a seven-day rental minimum and strong demand year-round, this unit offers excellent income potential, with bookings already secured into 2026. Located just minutes from the vibrant charm of Siesta Key Village and the south bridge, you’ll have easy access taking the Siesta Key trolley to boutique shopping, waterfront dining, and experience the laid-back island nightlife. Let’s make this coastal paradise a part of your story!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Ann Allen (407-949-4457)
8635 MIDNIGHT PASS RD #201C, SARASOTA, FL 34242
$599,99926 Days on yellowkey MLS ID: A4688472
REDUCED by $25,000 (4.0%) on 04/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1160 Built: 1970 Tax: $5,913 (2025)Community: Bay Tree ClubCondo
Taxes:$5,913
Remarks: PRICE REDUCTION! This beautifully FULLY FURNISHED END-UNIT condo is a true gem, offering an abundance of natural light and a spacious, open layout. Featuring 2 bedrooms and 2 bathrooms, this home effortlessly blends comfort and style, making it the perfect space for both relaxation and entertaining. Step outside onto your private lanai and take in breathtaking views of serene Intracoastal waters—an ideal spot to unwind and embrace the peaceful surroundings. The primary bedroom features a walk-in closet and an en-suite bathroom for added convenience and comfort. The second bedroom is spacious, perfect for guests or family members alike. The kitchen boasts beautiful granite countertops, stainless steel appliances, and shaker cabinets with soft-close features, creating a sleek and functional cooking space. Located within a Gulf to Bay Community, this second-floor condo is just steps away from the pristine beach, which includes its own assigned storage cabana to stow your beach essentials, bikes, umbrellas, and chairs. Bay Tree community offers two heated pools, BBQ areas, kayak storage and fishing pier. For boating enthusiasts, the available boat slips provide easy access to the newly reopened Midnight Pass for all your water adventures. Fully furnished and with a STRONG rental history, this condo serves as an excellent income property—making it a fantastic choice for both vacation home seekers and investors alike. Equipped with HURRICANE IMPACT WINDOWS for added peace of mind and energy efficiency, this condo offers durability while maintaining a quiet, comfortable living environment. Additionally, the completed milestone inspection ensures transparency and confidence for the next homeowner. The monthly fees also cover a variety of essential services, including common area insurance, common area flood insurance, and an annual AC inspection and onsite Property Manager. Conveniently located near the free trolley stop, you’ll have easy access to explore Siesta Village’s restaurants, shops, and the world famous Siesta Key Beach with its white quartz sand. Don’t miss your chance to own a piece of paradise in one of Siesta Key’s most desirable locations. Whether you're seeking a vacation retreat, an investment property, or a coastal haven, this condo has it all! Schedule your showing today!
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Justin Piccillo (908-670-3209)
2424 ASHTON RD, SARASOTA, FL 34231
$2,642,5003 Days on yellowkey MLS ID: A4691268
Bed: 3 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2872 Built: 2026 Tax: $5,146 (2025)Community: Phillippi CrestSpa: YesSingle Family
Taxes:$5,146
Remarks: Pre-Construction. To be built. Pre-Construction To Be Built, 1-Acre Homesite, no flood zone, Subdivision Potential, Fully Customizable Dream Home Bring your dream home to life with this upcoming custom-built estate by E/M Custom Homes, perfectly situated on a spacious 1-acre, non-deed-restricted homesite, offering the freedom to live your way with no HOA rules or limitations. Even more, the lot has already been approved to be subdivided into four separate parcels, presenting a rare opportunity for future investment, expansion, or multi-generational living. Thoughtfully designed for both luxury and everyday comfort, this home features an expansive open-concept layout anchored by a stunning great room with elegant coffered ceiling beams. The gourmet kitchen serves as the heart of the home, complete with a large center island, sleek quartz countertops, and premium wood cabinetry, ideal for entertaining and daily living alike. The flexible floor plan includes three bedrooms, a dedicated den, and a versatile bonus room, allowing you to tailor the space to fit your lifestyle, whether you envision a home office, fitness studio, or media room. A spacious three-car garage provides ample room for vehicles, storage, or recreational equipment. Enjoy Florida living at its finest with a covered lanai and summer kitchen, perfect for creating your own outdoor oasis. With no deed restrictions, there is plenty of room to expand, store boats or RVs, or design your ideal backyard retreat. Ideally located just 2.5 miles from Siesta Key, minutes to Downtown Sarasota, and offering easy access to Interstate 75, this property combines privacy with convenience. It is also situated within a top-rated school district featuring excellent magnet schools. E/M Custom Homes is known for quality craftsmanship and personalized design-build services, and there is still time for buyers to select finishes and customize the home to their exact vision. Photos are of a recently completed model and are for illustrative purposes only.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Pat Rodriguez (941-685-5805)
847 FREELING DR, SARASOTA, FL 34242
$3,950,0003 Days on yellowkey MLS ID: A4690268
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4034 Built: 1954 Tax: $40,498 (2025)Community: Bay Island ShoresSpa: YesSingle Family
Taxes:$40,498
Remarks: Located in the highly sought-after Bay Isles community on Siesta Key, this property at 847 Freeling Drive offers a rare opportunity to customize and create your ideal coastal home. Positioned on the first street onto Siesta Key, the location provides exceptional convenience to the bridge, mainland, and all that the island has to offer. The home features 4 bedrooms and 4.5 bathrooms, with the upper level remaining intact and in great condition. The ground level experienced flooding during the recent hurricanes; however, the seller has already completed professional remediation, providing a clean slate for updates and renovations to suit your vision. Situated on a protected deep-water basin, the property is ideal for boating and waterfront living, complete with a private dock, no fixed bridges, and direct access just minutes to the Gulf. The home also features a pool, offering the perfect foundation to create a true coastal retreat. This is a unique opportunity to secure a well-located waterfront property and finish it to your exact specifications in one of Siesta Key’s most desirable communities.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Michelle Ward (941-920-2460)
2632 SUNNYSIDE ST, SARASOTA, FL 34239
$395,0004 Days on yellowkey MLS ID: A4690325
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1578 Built: 1957Monthly Fee: $17 Tax: $4,699 (2025)Community: South GateSingle Family
Taxes:$4,699
Remarks: Charming mid-century modern 3 bedroom, 2 bathroom home with an oversized 2-car garage, located in the established, deed-restricted South Gate neighborhood of Sarasota. Offering classic Florida style, the home features original terrazzo flooring throughout the home with the exception of ceramic tile in the kitchen and a functional layout with a spacious primary bedroom that includes an en-suite bathroom and walk-in closet. The living room features a built-in bookshelf, and an enclosed sunroom offers flexible space for a home office or additional family area. The home retains original features and offers ample storage throughout, plus a bonus workshop suitable for hobbies or projects. Recent updates include AC replacement (2023) a new garage door (2023), and brand-new toilets. Home is connected to county sewer and comes with Hurricane shutters. The optional South Gate Community Association offers access to a community pool and community center, including the architecturally significant Victor Lundy-designed property with events and weekly classes. Located in the highly sought-after Southside Elementary school district and near Southside Village, Sarasota Memorial Hospital, and just minutes to Siesta Key Beach, with convenient access to shopping, dining, and everyday amenities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Rachel Harvey (941-726-9300)
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