Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
19 WHISPERING SANDS DR #1104, SARASOTA, FL 34242
$1,000,00086 Days on yellowkey MLS ID: A4679738
REDUCED by $125,000 (11.1%) on 04/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1282 Built: 1973Monthly Fee: $1,440 Tax: $6,142 (2025)Community: Whispering SandsCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,142
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: PRICE IMPROVEMENT!! Welcome to this beautifully remodeled 11th floor GULF FRONT Whispering Sands tower residence – just one floor below the penthouse level – where sweeping, unobstructed FULL Gulf views meet breathtaking, colorful sunsets that paint the sky each evening. This light filled 2BR/2BA condo is the perfect combination of refined coastal style with effortless, comfortable living. The bright open kitchen is designed for both entertaining and everyday elegance, featuring an expansive, 8-foot breakfast bar, granite countertops, Whirlpool, GE & KitchenAid appliances, recessed lighting, and a convenient built-in corner workspace. NEW 2024 hurricane impact sliders frame your private, enclosed 24’ Gulf front balcony – the ideal space for enjoying peaceful morning coffee or sunset cocktails above the shoreline. The tranquil primary suite features a walk-in closet and beautifully remodeled ensuite bath with spacious dual vanity and glassed walk-in shower. A set of French doors with privacy shades leads to a flexible guest suite with twin Murphy beds & built-ins, easily transitioning from private office to welcoming bedroom. A second guest bath entry creates a true ensuite experience. Thoughtful upgrades in this unit include track lighting, textured ceilings, remote-controlled overhead fans, and a whole-house water filtration system. 2024 HVAC. Whispering Sands is a premiere 55+ Gulf front property on the westernmost point of Siesta Key, featuring 800’ of private quartz sand beach, 2 heated pools, clubhouse and Tower Lounge – both of which are in the initial stages of being completely remodeled – beachside Tiki Hut, gas grills, shuffleboard, canoe/kayak storage, and onsite management. You’re also ideally just around the corner from the colorful boutiques and dining options of Siesta Key Village! Don’t miss this rare opportunity to own this sophisticated Gulf front residence that captures a true resort lifestyle while remaining warm, welcoming, and wonderfully livable.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
3005 LOCKWOOD TER, SARASOTA, FL 34231
$474,90032 Days on yellowkey MLS ID: A4686875
0 Days Off yellowkey (back on 4/1/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1562 Built: 1967Monthly Fee: $6 Tax: $4,113 (2025)Community: Gulf GateSingle Family
Taxes:$4,113
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: If you know about Gulf Gate, you want to live here. If you don't know about Gulf Gate, let me not only show you this great POOL home, but also this sought after area that is robust with an eclectic mix of residential, dining, drinking, shopping, and just plain fun! Great 2 Bedroom, 2 Bath Pool Home with a 3rd Bedroom/Den opening up to the Lanai/Caged Pool Area, ready to enjoy the Sarasota lifestyle in. A newer HVAC, Windows, Water Heater, & Appliances insure you years of virtually worry free living. This home is newly refurbished and offers an outstanding value as a Gulf Gate Pool Home!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Bob Moffatt (941-232-3370)
111 S PINEAPPLE AVE #1021, SARASOTA, FL 34236
$1,299,00012 Days on yellowkey MLS ID: A4688715
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1575 Built: 2019 Tax: $18,357 (2025)Community: Mark Sarasota CondoSpa: YesCondo
Taxes:$18,357
Elementary School: Southside Elementary
Remarks: Experience refined urban living in this beautifully updated residence, complete with two dedicated parking spaces, featuring two bedrooms, 2.5 baths, and a versatile bonus room. Thoughtfully designed with an open concept layout, the home seamlessly blends modern style and everyday functionality, enhanced by high end builder finishes and custom upgrades throughout. The flexible den, ideal as a library, media room, or home office, offers endless possibilities. At the heart of the home, the gourmet kitchen impresses with an induction cooktop, quartz countertops, custom backsplash, and under cabinet lighting, perfect for both everyday living and entertaining. The spacious owner’s suite serves as a private retreat, featuring direct terrace access, a large walk in closet, additional custom storage, and a spa inspired bathroom with dual vanities, an oversized countertop, and a glass enclosed walk in shower with a rain showerhead. Each bedroom includes its own en suite bath, and the additional half bath is both stylish and convenient for guests. Storage is thoughtfully maximized with custom built closets, cabinetry, and shelving throughout. Luxury upgrades include porcelain flooring, designer light fixtures, premium wireless ceiling fans, an Ecobee smart thermostat, and remote controlled Hunter Douglas window treatments. Residents also benefit from community EV charging stations. The expansive terrace offers ample room for outdoor dining and lounging, with sweeping views of downtown Sarasota and the bay, perfect for taking in stunning sunsets. Residents of The Mark enjoy exceptional amenities, including a stylish club room and lounge, a state of the art fitness center, and an outdoor entertaining area with grilling stations, fire pit, and a 65 foot heated saltwater pool and spa. Located in the heart of downtown Sarasota’s vibrant arts and dining district, the building offers 24 hour security and on site management. Built in 2019, The Mark is known for its sleek contemporary design and premier location just steps from Main Street’s boutiques, restaurants, and popular farmers market. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Mairead Smialek (847-334-4848)
3324 THORNWOOD RD #3324, SARASOTA, FL 34231
$307,00033 Days on yellowkey MLS ID: A4686421
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1450 Built: 1981 Tax: $4,017 (2025)Community: Crooked Creek Sec 1Condo
Taxes:$4,017
Elementary School: Wilkinson Elementary
Remarks: Welcome to this beautifully updated ground-floor condo in the quiet, wooded community of Crooked Creek—locally referred to as “the hidden gem” of Sarasota. Surrounded by the 72-acre Red Bug Slough nature preserve, with private community access, this 2-bedroom, 2-bath residence offers the perfect blend of serenity and convenience, just minutes from everything Sarasota has to offer. Crooked Creek’s original two buildings, designed by Sarasota School of Architecture Modernist master architect Tim Siebert, FAIA, are constructed of CMU with stucco and reflect the clean, timeless lines of this iconic design movement. Inside, the home showcases a contemporary coastal aesthetic filled with natural light and thoughtful design. Hardwood floors flow throughout the main living spaces, complemented by stone flooring, built-ins, detailed molding, and plantation shutters, creating a refined and cohesive look. Four sets of French doors open to a stone-floored Florida room, allowing sunlight to pour into the home while offering peaceful views of the surrounding wooded landscape. Just off the kitchen, a private patio provides an additional outdoor space ideal for morning coffee or quiet relaxation. The kitchen features a recessed ceiling, granite countertops, stainless steel appliances, and a stone backsplash—blending both style and functionality. The spacious primary suite easily accommodates a sitting area or workspace and includes a beautifully appointed ensuite bath with double vanity sinks, stone basins and backsplash, tiled walls and floors, and a soaking tub with an overhead rainfall shower. The great room offers custom built-in shelving and a cozy electric fireplace, creating a warm and inviting space for relaxing or entertaining. This home also includes a security system for added peace of mind. Residents enjoy a range of community amenities including a pool, pool house with kitchen, gazebo, grills, tennis and pickleball courts, carport, storage room, and charming pedestrian bridge—all set within a lush, park-like environment. Located in a peaceful natural environment yet just minutes from world-renowned Siesta Key Beach, as well as shopping, dining, and entertainment, this Crooked Creek condo delivers the very best of Sarasota living.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Laura Rode (941-724-9957)
2546 PARMA ST, SARASOTA, FL 34231
$438,90032 Days on yellowkey MLS ID: A4686708
0 Days Off yellowkey (back on 4/14/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1787 Built: 1975 Tax: $4,534 (2025)Community: Renick SubSingle Family
Taxes:$4,534
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Experience the pinnacle of coastal living at 2546 Parma St, Sarasota, FL 34231. This meticulously updated three-bedroom, two-bathroom contemporary ranch is situated on a quiet, dead-end street in the highly sought-after Riverview High School district. Built with solid block construction and featuring the added security and efficiency of impact-resistant windows and doors throughout, this home offers 1,787 square feet of thoughtfully designed, worry-free living space. The bright, open-concept floor plan is beautifully finished with a combination of warm natural wood and durable ceramic tile flooring—completely carpet-free! The chef-inspired kitchen serves as the heart of the home, boasting solid wood cabinetry, solid countertops, a wine fridge, and a spacious eat-in kitchen area perfect for daily meals and entertaining. Flowing seamlessly from the main living areas, the inviting family room features French doors that lead directly to the private patio and fully-fenced backyard, creating a perfect indoor-outdoor transition for weekend gatherings. The primary suite serves as a private sanctuary, complete with a spa-like ensuite featuring a luxurious jacuzzi tub and a walk-in shower. Significant mechanical updates provide lasting peace of mind, as the home was fully re-plumbed in 2013, including all water and sewer lines. Additionally, a private well handles all irrigation needs to keep the landscaping lush and affordable, featuring a brand-new well pump. This property offers the ultimate freedom with no HOA fees, providing ample space for your coastal lifestyle including an oversized one-car garage, an expansive driveway, and a dedicated side parking pad for additional vehicles or a boat. The outdoor living space is equally impressive, featuring a 0.19-acre lot with a private patio and mature landscaping ideal for pets and relaxation. The location is truly unbeatable for those seeking the Sarasota lifestyle, located just a short drive to the world-famous sands of Siesta Key Beach. Residents will appreciate being just steps away from top-rated Riverview High School, as well as enjoying quick access to the Legacy Trail and Downtown Sarasota. Whether you are looking for a primary residence or a high-potential investment property, this move-in-ready home offers the versatility and prime location you have been searching for.
Listing is courtesy of: ENGEL + VOELKERS SARASOTA (941-388-9800)
Listing Agent: Brian Partie, Jr, Pa (941-544-8298)
5215 HIDDEN HARBOR RD, SARASOTA, FL 34242
$7,900,000151 Days on yellowkey MLS ID: A4669367
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 4863 Built: 2025Monthly Fee: $247 Tax: $22,047 (2024)Community: Hidden HarborSpa: YesSingle Family
Taxes:$22,047
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Under Construction. This brand-new waterfront estate is being brought to life by Dynan Construction, Sarasota’s premier local luxury builder celebrated for impeccable craftsmanship, architectural integrity, and enduring coastal design. Built to the Fortified Gold Standard, the residence is engineered for long-term resilience against Florida’s coastal elements while embodying the artistry and refinement that define Dynan’s signature builds. Interiors are curated by acclaimed designer Annalise O’Brien, ensuring every space reflects elevated taste and timeless sophistication. This 5-bedroom estate features 5 full baths plus a dedicated pool bath and powder bath, offering a rare combination of durability, modern design, and everyday luxury. An attached guest quarters is the perfect setup for multigenerational living, extended guests, or a private studio/workspace. Located in the exclusive Hidden Harbor community—an enclave known for its mature landscaping and lush tropical canopy streets—this property sits on a deep-water canal with direct access to Sarasota Bay and the Gulf of Mexico. Designed for effortless coastal living, the home is equipped with smart-house lighting controls and is prewired for security, cameras, and full indoor/outdoor surround sound. The home is also prepared for a future whole-house generator installation, offering peace of mind for year-round living. Expansive 10-foot sliders frame the waterfront views and create a seamless flow between the interior and exterior spaces. Outside, the resort-style pool and spa, integrated pergola, and fully equipped outdoor kitchen provide an exceptional extension of daily living and entertaining. Inside, each room showcases curated designer selections, elevated finishes, and thoughtful details throughout. A spacious 3-car garage offers ample room for vehicles, storage, and recreational equipment. Just A short bike ride from the world-renowned Siesta Key —this home captures the essence of Sarasota’s coastal lifestyle with unmatched convenience to beaches, dining, and local amenities.
Listing is courtesy of: COASTAL RESERVE (941-586-7736)
Listing Agent: Cassandra Miller (941-586-7736)
1444 HARBOR DR, SARASOTA, FL 34239
$6,999,95066 Days on yellowkey MLS ID: O6375298
REDUCED by $500,050 (6.7%) on 04/14/2026
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5001 Built: 2002 Tax: $33,037 (2025)Community: Harbor Acres Sec 2Spa: YesSingle Family
Taxes:$33,037
Remarks: Location, Location, Location. Welcome to an exceptional waterfront residence in the heart of Harbor Acres, where refined design meets the ultimate Florida lifestyle. This expansive 5,000+ square foot estate offers breathtaking sunset views over a private waterfront basin with direct access to Sarasota Bay—an idyllic setting for both everyday living and elegant entertaining. A private waterfront retreat, this five-bedroom, five full and two half bath home is thoughtfully designed to maximize comfort and flexibility. Enjoy a heated in-ground pool and spa, deep-water dock with boat lift, and ample space for a large vessel—perfect for boating enthusiasts seeking seamless access to Sarasota’s pristine waterways. The home features two primary suites, one on each level. The first-floor suite offers private garage access and is ideal for in-law accommodations, guests, or multigenerational living. Additional bedrooms can easily adapt to home offices, a fitness studio, or creative spaces to suit modern lifestyles. Multiple electric fireplaces enhance the ambiance in the primary suites, living room, and family room. An interior elevator provides effortless access between floors. The gourmet kitchen is designed for entertaining, showcasing granite and quartz countertops, a wet bar, a wine cooler, and a generous breakfast bar that opens seamlessly to the family room. The outdoor living spaces feature covered lanais on both levels overlooking the pool and bay, surrounded by tropical landscaping. A covered outdoor dining area includes a summer sink and dedicated pool bath, creating an ideal setting for entertaining or relaxing in total privacy. Move-in ready. This meticulously maintained home offers peace of mind and modern efficiency. Three new AC and HVAC systems (2024), two new gas water heaters, a variable-speed Jandy pool pump, new seawall cap, 22KW Generac generator, over $50,000 in recent upgrades. Prime Location, ideally located to Southside Village, residents enjoy easy access to acclaimed dining, boutique shopping, and Morton’s Gourmet Market. Hospitals, medical offices, banks, and essential services are all conveniently nearby—delivering both luxury and everyday convenience. This remarkable residence offers an unparalleled combination of waterfront luxury, thoughtful design, and walkable convenience. A rare opportunity to experience the best of Sarasota living.
Listing is courtesy of: HOUWZER INC (267-765-2080)
Listing Agent: Daniel Robinson (407-907-5501)
8911 MIDNIGHT PASS RD #208, SARASOTA, FL 34242
$635,000102 Days on yellowkey MLS ID: A4677015
1 Days Off yellowkey (back on 3/13/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1415 Built: 1973 Tax: $6,230 (2025)Community: Sunrise Cove Sec 2Condo
Taxes:$6,230
Remarks: Welcome to Sunrise Cove and the coveted and quiet south end of Siesta Key. This DIRECT BAYFRONT condo is a 3 BEDROOM CONDO and is directly across the road from TURTLE BEACH with plenty of PUBLIC BEACH ACCESS. This condo unit was re-configured and now has three full bedrooms and two full bathrooms. Features include new interior paint, opened and central kitchen, split bedroom floor plan, washer/dryer inside unit, and it comes completely furnished. The open kitchen features a solid beadboard cabinetry, pantry, and plenty of storage. This is an end unit with end unit windows in two of the bedrooms for added light. Relax and look directly out onto Little Sarasota Bay and enjoy wildlife, dolphins, and manatees as well as beautiful sunrises! This condo is super clean and ready to go! There is a storage closet down the hall for beach items and monthly rentals are allowed plus one brand-new carport is included! SUNRISE COVE features 49 boat slips with vacancies, two heated swimming pools, pickleball, tennis, clubhouse with clubroom, fitness room, billiards/ping pong, kayak storage, BBQ grill with gazebo, and public beach access directly across the street! This is a super well-run and manicured complex and is very near to two delicious restaurants. This south end of Siesta Key is very quiet. Come see this beautiful beach and waterfront condo today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joe Cleary (941-650-8485)
0 ROBERTS POINT CIR #LOT 17, SARASOTA, FL 34242
$3,400,000176 Days on yellowkey MLS ID: A4669772
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 3200 Built: 2027 Tax: $5,916 (2024)Community: Roberts Point 2Spa: YesSingle Family
Taxes:$5,916
Remarks: Pre-Construction. To be built. Brought to you by Noah Thomas Builders, this newly constructed coastal residence inspired by classic West Indies architecture and situated in the exclusive Roberts Point neighborhood on Siesta Key. This thoughtfully designed home pairs timeless island style with modern coastal construction, offering refined living in a highly desirable island setting. Built to meet today’s highest coastal standards, the residence will feature solid concrete block construction, elevated foundation systems, hurricane-impact windows and doors, metal roofing, and other structural elements designed for durability and long-term peace of mind in a waterfront-adjacent environment. The interior layout emphasizes open, airy living spaces with high ceilings with abundant natural light that create an effortless connection to the outdoors. The kitchen is designed as both a functional workspace and gathering area, featuring premium appliances, custom cabinetry, and a generous island ideal for entertaining and everyday living. The primary suite serves as a private retreat with a spa-inspired bathroom, including a freestanding soaking tub, dual vanities, and a spacious walk-in shower. Additional bedrooms offer en-suite baths and refined finishes, while a flexible bonus space allows for a home office, fitness room, or lounge. Outdoor living is a focal point of the design, with covered entertaining areas, an outdoor kitchen, and a resort-style pool and spa—perfect for enjoying Siesta Key’s year-round sunshine and relaxed island atmosphere. Located on the quiet north end of Siesta Key, Roberts Point is known for its privacy, natural surroundings, and convenient proximity to Siesta Beach, Siesta Village, and downtown Sarasota. This new construction home presents a rare opportunity to experience elevated coastal living by Noah Thomas Builders in one of Sarasota’s most coveted island communities. All images, renderings, and descriptions are for illustrative purposes and represent the intended design and style by Noah Thomas Builders. Finishes, materials, and specifications are subject to change during construction. Pricing, availability, and final details may be modified prior to completion.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
4922 COMMONWEALTH DR, SARASOTA, FL 34242
$1,795,000206 Days on yellowkey MLS ID: A4666313
4 Days Off yellowkey (back on 4/14/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2767 Built: 1995 Tax: $6,523 (2025)Community: Siesta BeachSpa: NoSingle Family
Taxes:$6,523
Remarks: Welcome your Siesta Key dream home Commonwealth Drive, a stunning custom residence located directly on the Grand Canal. This four bedroom, four bathroom home exudes island style and warmth from the moment you see it. The Key West style build has a concrete base level, hardy plank cement siding, and a standing seam metal roof. The main living areas all give way to sunny and palm-lined views of pool deck with saltwater canal in the background. The open living areas on the main level feature hardwood flooring, a gas built-in fireplace, built-in shelving, and lots of windows to enjoy the view. The primary suite features lots of space, dual walk-in and an upper level balcony with incredible views. There’s a second larger suite with sitting area to make guests feel at home, and two more bedrooms for the ultimate in flexibility. This home is truly all about the location- want to go paddleboarding or out on your kayaks? Right in the back yard. The beach is just a few blocks away and the northern Siesta Key location gives easy access to downtown Sarasota and beyond. If you’re looking for the perfect combination of space, privacy, convenience, and of course a little sand between your toes- this may be the perfect home for you. Boaters will also love this Grand Canal location, with only one large fixed bridge and easy access to Sarasota Bay. Don’t hesitate, schedule your showing of this fine home today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Drew Russell (941-993-3739)
6312 MIDNIGHT PASS RD #305S, SARASOTA, FL 34242
$775,00047 Days on yellowkey MLS ID: A4684866
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 894 Built: 1968 Tax: $5,871 (2025)Community: Crescent ArmsCondo
Taxes:$5,871
Remarks: Positioned directly on the sands of world-famous Siesta Key, this 2-bedroom, 2-bath en-suite condominium offers the perfect blend of personal getaway and income-producing investment. Fully furnished and thoughtfully configured for vacation living, this residence is already an active vacation rental with proven historical returns, making it an ideal opportunity for buyers seeking a property that can help offset ownership costs while providing their own beachfront retreat. Inside, tile flooring throughout creates an easy-care coastal interior designed for high-traffic vacation use, while the split layout with two en-suite bedrooms provides privacy and comfort for guests. A large storage closet dedicated to beach gear and recreational “toys” makes it simple to keep everything needed for effortless days on the sand. From the residence, enjoy views of the Gulf of Mexico and the convenience of direct walk-out access to Siesta Key’s powdery white beach, where beach chairs are available for guests, perfect for owners and vacation renters alike. The location places you in one of the most desirable areas of the island, within walking distance to nearby restaurants, shops, and local favorites, or simply hop on the Siesta Key trolley for easy access up and down the island. With its prime beachfront setting, turnkey furnishings, and established rental performance, this property presents a compelling opportunity to own a slice of Siesta Key that can generate income while serving as your personal coastal escape.
Listing Agent: Ryndie Brusco (941-809-6913)
5500 BENTGRASS DR #112, SARASOTA, FL 34235
$170,000161 Days on yellowkey MLS ID: A4670459
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 1032 Built: 2000Monthly Fee: $428 Tax: $2,326 (2024)Community: Las Palmas Of SarasotaTownhouse
Taxes:$2,326
Elementary School: Emma E. Booker Elementary
High School: Booker High
Remarks: A Lovely furnished Townhouse rental available at Las Palmas. Primary bedroom has a queen bed on the 3rd level. Washer/Dryer plus a 1/2 bath for guests on the 2nd level. Open plan from the dining room thru the kitchen and beyond to your living area. The screened in lanai has a green belt view. The gated community has swimming pools, fitness center, lit tennis/pickle ball courts, BBQ grills, outside kitchen business center, playground, business center, car wash and clubhouse with management. Storage for boats available. This community is centrally located and near UTC mall with wonderful shopping and restaurants. Benderson Park is the finest walk about with a child play area. The airport is located approximately 8.2 miles. Schedule a private showing today.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Diane Mcdonald (941-356-9398)
1703 PELICAN COVE RD #356, SARASOTA, FL 34231
$297,50099 Days on yellowkey MLS ID: A4676888
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1232 Built: 1979 Tax: $2,979 (2025)Community: Pelican Cove XivCondo
Taxes:$2,979
Remarks: Under contract-accepting backup offers. BACK ON THE MARKET!!.Live the Florida Lifestyle in Pelican Cove! Discover the perfect blend of space, comfort, and resort-style living in this beautifully maintained 2-bedroom, 2-bath condominium with 1,318 square feet of open, light-filled living space. Located in Sarasota’s coveted gated waterfront community of Pelican Cove, this home features a desirable split floor plan, spacious bedrooms, and a private screened lanai ideal for morning coffee or evening breezes. Nestled among 75 acres of lush, tropical grounds, Pelican Cove offers a vibrant, amenity-rich lifestyle including six heated swimming pools, a marina with boat slips, kayak launch, fitness center, tennis and pickleball courts, an art studio, performing arts center, and miles of scenic walking trails. Enjoy year-round activities from yoga and concerts to lifelong learning classes and social clubs. Just minutes from Siesta Key Beach, shopping, dining, and downtown Sarasota, this condo is ideal as a full-time residence or seasonal retreat. Don’t miss your chance to own in one of Sarasota’s most unique and active waterfront communities!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Kelly Trippe (941-330-7750)
4439 WESTWOOD LN, SARASOTA, FL 34231
$2,995,000187 Days on yellowkey MLS ID: A4664741
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3777 Built: 1991Monthly Fee: $25 Tax: $20,186 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$20,186
Remarks: **BRILLIANTLY UPDATED and METICULOUSLY MAINTAINED ESTATE in OYSTER BAY, a Coveted, West of Trail Neighborhood** Situated on a large CORNER LOT, this 4-BED, 3 FULL and 1 HALF BATH residence is being Sold FURNISHED and offers desired privacy and extensive updates. Attention to detail is evident throughout this warm contemporary home featuring an open floorplan and unobstructed views of the Courtyard, Pool & Spa and Garden. For the culinary enthusiast, the impressive Kitchen boasts premium brand appliances including Subzero, Miele and Wolf. Enjoy the warmth of the wood-burning fireplace in the adjacent family room. Flexible Owner’s Suite with either Second or First-Floor possibilities. The second-story primary suite features a balcony overlooking the courtyard and pool, Multiple Walk-In Closets, beautifully update primary bath with dual vanities, custom-tiled shower, soaking tub, etc. In addition to the two guest bedrooms on the first floor, an additional room can also function as a spacious primary bedroom suite with an adjacent, updated Full Bath. NEW HVAC, WASHER & DRYER; WHOLE HOME GENERATOR (2021); NEWER ROOF (2017); HURRICANE IMPACT WINDOWS/DOORS (2018), ETC. Excellent location with easy access to lifestyle amenities — just a half mile to The Field Club… and in close proximity to Southside Village, Sarasota Memorial Hospital, Shopping Centers and Area Beaches including #1 Rated Siesta Key Beach. **Please Enjoy Viewing the 3D Virtual Tour and Aerial Video**
Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)
Listing Agent: Mark Lyda (941-586-2670)
3119 PINECREST ST, SARASOTA, FL 34239
$634,900161 Days on yellowkey MLS ID: A4671289
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2359 Built: 1965 Tax: $5,511 (2024)Community: South GateSingle Family
Taxes:$5,511
Remarks: Under contract-accepting backup offers. Motivated seller offering $10,000 toward closing costs or rate buy-down! Stylish 3-bedroom home with two ensuites, impact windows, open floor plan, tropical courtyard, and screened lanai just minutes from Siesta Key Beach. This hidden gem located in the desirable South Gate neighborhood, an impeccably designed single-family home offering style, space, and exceptional flexibility. This thoughtfully designed residence features three spacious bedrooms, including two private ensuites, and four full bathrooms. One bath is uniquely designed as a convenient pet spa and is located just off the garage entrance near the impressive laundry room—perfect for keeping your home fresh and organized. The interior showcases an inviting open floor plan highlighted by a contemporary kitchen with stainless steel appliances, an oversized center island, and elegant finishes. The bright and airy living space features recessed lighting and stylish tile flooring, creating a welcoming setting for both relaxing and entertaining. Need storage? This home delivers with more than seven closets and abundant storage space—true closet envy! Outdoor living is equally impressive. Enjoy a private covered front porch surrounded by your own tropical courtyard, relax on the sunny open-air patio, or unwind in the privacy of the screened lanai outback. With multiple outdoor spaces, you'll always have the perfect place to enjoy Florida’s beautiful climate. Located in the sought-after South Gate community, this home places you within approximately seven miles of world-famous Siesta Key Beach, while also offering easy access to numerous nearby beaches, parks, and cultural attractions including Pinecraft Park, Marie Selby Botanical Gardens, and The John & Mable Ringling Museum of Art. With convenient access to shopping, dining, and highly regarded schools, this property represents a rare opportunity to own a beautifully designed home in one of Sarasota’s vibrant and welcoming neighborhoods.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Lyn Breedlove (941-544-0399)
6144 MIDNIGHT PASS RD #2N, SARASOTA, FL 34242
$1,699,000182 Days on yellowkey MLS ID: A4668144
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1204 Built: 1967 Tax: $8,388 (2025)Community: Island HouseCondo
Taxes:$8,388
Remarks: It's all about THE VIEW and the Direct Beach Access!!! This first floor condominium has a Full Gulf View from the living room and glassed-in lanai. The water views are amazing, and the sunsets are gorgeous! You will walk out your front door right down to the sand to enjoy the warm Gulf water in minutes. There was no water intrusion and no water damage to this unit in past storms, as there are enough steps up from the level of the beach sand to make it elevated! Or use the ramp for easy luggage access. The windows and doors are all wind and impact-rated, so you'll have peace of mind and a quieter home. All the floors are tile for easy care. The kitchen and bathrooms have been updated, including solid surface/granite counters and the elegant tiled showers. Furnishings and appliances have been updated in the past year. This unit is move-in ready, or you can continue to rent it with a 3-night minimum for instant income (over $58,000 income after paying rental mgmt expenses in the first 9 months of 2025). On-site management is available for all your needs. The landscaping has been refreshed, there are new tables and chairs for outdoor dining or games, and beach chairs and chase lounges are provided, as well as shade under the condo's cabanas on the beach. Shuffleboard and corn-hole games await in the center greenway. The community pool is heated for your year-round enjoyment. On the occasional rainy day, you'll enjoy the games in the club room (billiards, foosball, board games and puzzles). If you want to explore the Siesta Key Village shops, restaurants or nightlife, or explore Turtle Beach, just hop on the free trolley or other free ride-share vans. A 20-minute drive will take you to downtown Sarasota, including shops, restaurants, access to off-shore fishing or tour boats, opera, symphony, art museum, ballet, and live theater. With easy access to I-75, airport, colleges, Lifelong Learning, wine and spirits-tastings, and multiple parks and the Legacy Trail for biking, jogging, or skating, Sarasota and Siesta Key have it all! This condo is your key to the fun, so bring your toothbrush and swim suit and ENJOY IT ALL!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Susan Keal (941-320-1689)
5618 BRITANNIA DR, SARASOTA, FL 34231
$1,500,00012 Days on yellowkey MLS ID: A4688782
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3163 Built: 1956 Tax: $11,111 (2025)Community: Phillippi Gardens Un 16Single Family
Taxes:$11,111
Remarks: One or more photo(s) has been virtually staged. Brand new build in 2017. No HOA Fee or restrictions. Tucked away on nearly an acre in the desirable Phillippi Gardens area, this private 3-bedroom, 3.5-bath estate offers a rare blend of space, security, and classic Florida charm. Enclosed by a full concrete perimeter wall with an electronic gate, the property provides exceptional privacy and peace of mind in a prime location just minutes from Siesta Key, downtown Sarasota, shopping, dining, and top-rated schools. Designed for both comfort and efficiency, the home features hurricane-impact windows and doors, a durable metal roof, and solar panels with net metering available for energy savings. Additional upgrades include propane service, plantation shutters, and a comprehensive exterior security system with 11 surveillance cameras. Inside, the home offers a warm and inviting layout with spacious living areas, custom details, and seamless indoor-outdoor flow ideal for everyday living and entertaining. Step outside to your own private retreat featuring a sparkling pool surrounded by mature landscaping and expansive yard space. Car enthusiasts, hobbyists, and those needing extra storage will appreciate the detached, air-conditioned garages along with an RV hookup. Ample room to store your boat or RV. Set on nearly an acre with room to expand or simply enjoy the space, this unique property boasts privacy and convenience.
Listing Agent: Denise Mei (941-685-3198)
3631 MEYER PL, SARASOTA, FL 34239
$349,00070 Days on yellowkey MLS ID: A4681556
5 Days Off yellowkey (back on 3/9/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1601 Built: 1962 Tax: $4,421 (2025)Community: South GateSingle Family
Taxes:$4,421
Remarks: Under contract-accepting backup offers. Welcome to 3631 Meyer Place, a charming 2-bedroom, 2-bath home located in a well-established Sarasota neighborhood offering everyday convenience and comfort. This property features a garage conversion that can easily serve as an additional bedroom, home office, or hobby room, providing flexible living space to fit your needs. Enjoy a large yard with plenty of room for outdoor entertaining, pets, or future enhancements, along with a freshly painted interior that gives the home a clean, move-in-ready feel. Ideally situated in a great area for schools, shopping, and restaurants, this home is also conveniently close to downtown Sarasota and the beautiful Gulf beaches—making it easy to enjoy everything the Sarasota lifestyle has to offer.
Listing Agent: Michelle Ward (941-920-2460)
2753 VALENCIA DR, SARASOTA, FL 34239
$629,00012 Days on yellowkey MLS ID: TB8493972
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1710 Built: 1957 Tax: $4,166 (2025)Community: South GateSingle Family
Taxes:$4,166
Remarks: Welcome to 2753 Valencia Drive, a beautifully reimagined 2-bedroom, 2-bath residence offering 1,541 square feet of light-filled living in the heart of Sarasota. From the moment you arrive, the home’s clean mid-century lines, fresh exterior finishes, and inviting covered entry set the tone for what’s inside. Step through the front door into a bright, open living space where wide-plank flooring, recessed lighting, and a soft neutral palette create a warm yet modern feel. The spacious living room flows effortlessly into a secondary sitting area centered around a charming brick fireplace perfect for relaxing evenings or entertaining guests. The fully renovated kitchen is both stylish and functional, featuring crisp white shaker cabinetry, quartz countertops, stainless steel appliances, designer backsplash, and elegant gold hardware accents. Thoughtful details and ample storage make this space as practical as it is beautiful. Just beyond, a sun-drenched dining area is surrounded by large windows that bring the outdoors in, creating the perfect setting for morning coffee or intimate dinners while overlooking the private backyard. Both bathrooms have been tastefully updated with modern vanities, upgraded fixtures, and clean, timeless finishes. The bedrooms are generously sized, offering comfort and flexibility for guests, a home office, or everyday living. Step outside to a spacious backyard with room to create your own outdoor oasis whether it’s a pool, garden, or entertaining space. The covered patio adds even more versatility for year-round enjoyment. Ideally located in one of Sarasota’s most desirable areas, this home places you just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, and top-rated schools. This is a rare opportunity to own a move-in-ready home that perfectly blends modern updates with timeless charm your Florida lifestyle starts here.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Kristin Leon (727-501-6516)
1880 LOMA LINDA ST, SARASOTA, FL 34239
$1,895,00014 Days on yellowkey MLS ID: A4688301
Bed: 4 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 2904 Built: 1954 Tax: $17,468 (2025)Community: Floyd & Cameron SubSpa: YesSingle Family
Taxes:$17,468
Remarks: Sought after West of Trail location close to Southside Village and on a cul-de-sac street. The home boasts almost 3000 square feet of airy living space and an open floor plan with vaulted ceilings. The kitchen with countertop seating overlooks the great room and dining room. The bedroom layout is a split plan with the large primary suite opening to the pool area and featuring a rainfall shower and garden tub plus double vanities. Two guest bedrooms share an updated bathroom with the fourth bedroom on the other side of the home and a separate bathroom with shower in hallway. A large family room is off the kitchen and dining room areas and has another full bathroom and French doors that open to the pool. An over-sized utility room off the kitchen has an extra refrigerator and built in cabinetry. The expansive caged in pool area with spa allows for ample entertaining space with plenty of fenced backyard beyond, allowing for wonderful indoor/outdoor entertaining.
Listing Agent: Barbara May (404-822-9264)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.