Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
4431 CAMINO REAL, SARASOTA, FL 34231
$4,400,000541 Days on yellowkey MLS ID: A4626321
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3787 Built: 2025 Tax: $4,370 (2023)Community: Oyster Bay EstatesSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,370
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2023
Middle School: Brookside Middle
Remarks: Under Construction. Estimated Completion July 2026. You have to see this one in person to understand. Prestigious Oyster Bay Estates Modern design built by The Holliday Group. Nestled on a generous 18,991 sq ft lot with 71 feet of serene lake frontage, this modern oasis offers a blend of style, comfort, and sophistication. This home is not located in a flood zone and everything is on one level (no walking up or down stairs). This residence offers a fantastic alternative to barrier island living, with close proximity to award-winning beaches without the hustle and bustle of island traffic. Designed with durability and safety in mind, this home is built to today's hurricane codes, featuring concrete block construction, impact-rated windows and doors and a 26KW LP gas generator to ensure comfort and piece of mind during any power outages. KEY FEATURES • Open-concept floor plan, featuring a state-of-the-art kitchen with Professional Grade Appliances, quartz countertops, custom cabinetry, Super Vaulted ceilings, oversized windows and sliders and a large kitchen island * This space flows seamlessly into the great room and dining area. The generous primary suite is split from the 2 additional en suite bedrooms and a flex room that can also serve as a 4th bedroom suite • Wide Plank Oak flooring through out the home except for the bathrooms *Attached side entry 3-car garage• Incredible outdoor living area includes a saltwater swimming pool and spa, paver decking, and lush landscaping – perfect for entertaining or relaxing by the water. Green Features: • Icynene open spray foam insulation • 16 SEER multi-zone HVAC system with advanced filtration • Energy-efficient gas grill, cooktop, and fireplace. Located in an excellent school district, this home offers the perfect combination of luxury, convenience, safety and Florida living at its finest. Incredible property and neighborhood on a prime oversized lot.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Carson (941-685-2879)
3515 LA PALOMA AVE, SARASOTA, FL 34242
$1,800,0007 Days on yellowkey MLS ID: A4689037
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2233 Built: 1985 Tax: $15,834 (2025)Community: Siesta Rev OfSpa: YesSingle Family
Taxes:$15,834
High School: Sarasota High
Tax Year: 2025
Remarks: Elevated Coastal Living Meets TURNKEY Income on Siesta Key Welcome to 3515 La Paloma Ave a fully reimagined coastal retreat located within the city limits on the north end of Siesta Key, offering luxury living with strong short-term rental potential. Perfectly positioned just minutes from multiple beach accesses, Siesta Key Village, and the world-famous Siesta Key Beach, this property delivers both convenience and lifestyle at a high level. This high-elevation property provides added peace of mind with no history of flood damage or water intrusion, while still being close to everything that makes Siesta Key one of the most desirable destinations in the country. The main residence features 4 bedrooms, 3 bathrooms, and just under 2,300 sq ft of living space, fully renovated with high-end finishes and a light, modern coastal design. Throughout the home, you’ll find Miami-inspired designer tile work that adds a unique, boutique feel rarely seen in the area. Step outside into your private courtyard-style backyard oasis, where indoor-outdoor living takes center stage. Enjoy a screened pool and spa, a custom waterfall feature flowing into the pool, and a fully equipped outdoor kitchen with a nearby outdoor shower all just steps from the main living areas. What truly sets this property apart is the private guest residence a 2-bed 1-bath suite with its own entrance and a stylish dry bar. Currently producing strong income, this space is ideal for short-term rentals, guests, or multigenerational living. Whether you’re in the main home or guest residence, the layout creates seamless access to your backyard retreat offering privacy, flexibility, and a true resort-style experience. Live the Siesta Key lifestyle while generating income all from a high-and-dry, designer-finished coastal compound in one of the most sought-after locations on the island.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
19 WHISPERING SANDS DR #1104, SARASOTA, FL 34242
$1,000,00081 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
Taxes:$6,142
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)
5661 MIDNIGHT PASS RD #401, SARASOTA, FL 34242
$469,90083 Days on yellowkey MLS ID: A4678954
REDUCED by $5,100 (1.1%) on 04/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1012 Built: 1975 Tax: $4,629 (2025)Community: White Sands VillageCondo
Taxes:$4,629
Remarks: Welcome to coastal living at its best in White Sands Village, a desirable waterfront community ideally located in the middle of Siesta Key and 1 mile from The Village. This charming 2-bedroom, 2-bath end-unit condominium (no flood damage), offering added peace of mind and ease of ownership. The community is surrounded by lush tropical landscaping and features a clubhouse and sparkling community pool, creating a relaxed island atmosphere. White Sands Village offers water access with Gulf-front amenities and boat slips available via waitlist, perfect for boating enthusiasts. This property may be used as a rental or income-producing investment with a minimum 2-week rental period, making it an excellent option for seasonal use or short-term rental opportunities. Ideally located across the street from world-famous Siesta Key Beach, along with nearby restaurants, shopping, and entertainment, plus convenient on-and-off island access. Whether you’re looking for a full-time residence, vacation retreat, or rental investment, this property delivers the best of the Siesta Key lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lisa Blakeney (616-795-6545)
6140 MIDNIGHT PASS RD #902, SARASOTA, FL 34242
$925,000195 Days on yellowkey MLS ID: A4666851
REDUCED by $20,000 (2.1%) on 04/12/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 1000 Built: 1967 Tax: $10,547 (2025)Community: Horizons WestCondo
Taxes:$10,547
Elementary School: Gulf Gate Elementary
Remarks: Your Dream Beach Escape Awaits on Siesta Key! Tired of long winters or hectic city life? Discover the ultimate retreat in this luxurious 9th-floor penthouse overlooking Siesta Key’s world-renowned Crescent Beach. With uninterrupted Gulf views, you’ll enjoy breathtaking sunsets and the soothing sounds of the surf each day. This spacious 1-bedroom, 1-bath unit features a sleek open floorplan with panoramic views from the living, dining, and kitchen areas. Fully furnished and move-in ready, it includes impact windows and doors, 2021 AC, new glass railings for unobstructed beach views, and updated appliances. The bedroom offers custom closets and en-suite bath with a modern walk-in shower. A large walk-in pantry provides extra storage. Add a sleeper sofa or Murphy bed to easily host guests. Located in Horizons West, a 7-acre gulf-to-bay community with 300 feet of private beach, beachside pool and spa, grilling areas, clubhouse, and a bayside park with day dock—perfect for kayaking, fishing, or relaxing by the intracoastal waterway. A second pool is located next to the Community Clubhouse. Hop on the free Siesta Key trolley to explore local dining, shopping, and entertainment. This is more than a condo—it’s your gateway to paradise.
Listing Agent: Suki Scollo (941-587-2289)
3005 LOCKWOOD TER, SARASOTA, FL 34231
$474,90027 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
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)
2300 STICKNEY POINT RD #125, SARASOTA, FL 34231
$150,000209 Days on yellowkey MLS ID: A4665173
REDUCED by $20,000 (11.8%) on 04/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 951 Built: 1973Monthly Fee: $529 Tax: $1,160 (2024)Community: Tregate ManorCondo
Taxes:$1,160
Tax Year: 2024
Remarks: END UNIT . . . MOVE-IN READY . . . FURNITURE INCLUDED IF WANTED . . . RESERVED PARKING . . . UNBEATABLE LOCATION . . . this is affordable Sarasota living! This 2 bedroom, 2 full baths top floor, end unit condo is overlooking a beautiful courtyard and the heated community pool, this is everything you could want and then some. This updated condo is the best location in Sarasota, at the corner of Tamiami and Stickney Point, the heart of Sarasota and access point to Siesta Key beaches. All you need to do is walk across the bridge to Siesta Key. This all-inclusive HOA includes everything except electricity and content insurance. The HOA includes grounds, building exterior maintenance, community heated pool, community center with small workout area and library, say goodbye to exterior upkeep. This is the best way to own a piece of paradise with this easy, low maintenance, lock and leave it condo in an unbeatable location! This 55+ community is well maintained and just minutes from Siesta Key and Gulf Gate dining, shopping and nightlife. Whether you are planning to call this home or seasonal enjoyment, #125 offers value, convenience, comfort all wrapped up in one hassle-free package. Clean, simple and surprisingly affordable, what are you waiting for? All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.
Listing Agent: Lisa Kroshus (941-303-3429)
111 S PINEAPPLE AVE #1021, SARASOTA, FL 34236
$1,299,0007 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)
3504 BENEVA RD #206, SARASOTA, FL 34232
$179,900Listed 04/14/2026 8:07AM MLS ID: A4689854
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 977 Built: 1972Monthly Fee: $510 Tax: $1,980 (2025)Community: Beneva Village Sec 1Condo
Taxes:$1,980
Elementary School: Wilkinson Elementary
Remarks: This is the one! Gorgeous 2-bedroom, 2-bath fully updated condo—perfect for a first-time homebuyer, second home, or investment property. The unit has been completely renovated from top to bottom, featuring a brand-new kitchen, new appliances, new luxory vinyl floor throughout, and fresh paint. Enjoy peace of mind with a new water heater and newer A/C. The location is unbeatable—just minutes from grocery stores, restaurants, Starbucks, Walgreens, gyms, and more. With easy access to I-75, the beach, and downtown Sarasota, convenience is at your doorstep. Come see it for yourself—this is where value meets quality!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Melinda Vass (407-613-4911)
5780 MIDNIGHT PASS RD #210, SARASOTA, FL 34242
$999,000134 Days on yellowkey MLS ID: A4673708
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1979 Tax: $9,269 (2025)Community: Gulf & Bay Club Ph 2Condo
Taxes:$9,269
Remarks: BEST VALUE AT SIESTA KEY BEACH GULF & BAY CLUB. Imagine living in Paradise…Welcome to your dream home on Siesta Key, where every day feels like a vacation. This beautiful beachfront corner unit in the prestigious GULF & BAY CLUB is located on the #1 Beach in America per Trip Advisor. Step into this stunning two-bedroom, two-bathroom unit, filled with natural light from expansive windows. Enjoy breathtaking sunrise and sunset views as part of your daily routine. The renovated interior features high ceilings, a gourmet kitchen with an office, modern bathrooms, smart storages and elegant details. Gulf & Bay Club is the gated resort community on the key. The serene property spans on 32 acres with 800 feet of private quartz sand beach, offering exceptional living. Beyond your home, Gulf & Bay Club offers world-class amenities, including scenic pathways to a freshwater lake with a rustic footbridge, a lush tropical courtyard with 3 heated pools, 6 pickleball courts, 4 tennis courts, 2 clubhouses and barbecue grills for social gatherings. Fitness enthusiasts can access a commercial gym, sauna, and media facility, while EV charging stations promote eco-friendliness. With an on-site rental management for one-month minimum rentals, this property is perfect for luxurious living and smart investment. Make this waterfront oasis your home where warm hospitality and serenity await.
Listing Agent: Melanie Albaric (941-233-0957)
3419 CHAPEL DR, SARASOTA, FL 34234
$549,900Listed 04/14/2026 12:36PM MLS ID: A4689270
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1032 Built: 1971 Tax: $5,337 (2025)Community: Desoto TerraceSingle Family
Taxes:$5,337
Elementary School: Bay Haven Sch of Basics Plus Elementary
High School: Booker High
Remarks: Don’t miss this adorable Florida home! You will fall in love with the neighborly front porch and the newly upgraded private landscaped courtyard. This updated 2 bed/2 bath home is tucked away on a quiet cul-de-sac at the end of Chapel Drive in the historical bayfront neighborhood of Indian Beach Sapphire Shores and is not in a flood zone. You could not find a better location blending city life with a friendly neighborhood vibe. Surprisingly, this tranquil abode is only 5-minutes to downtown Sarasota, less than 5 minutes to Sarasota Bradenton International Airport, 5-minutes to The John and Mable Ringling Museum of Art and 3-minutes to the Ringling College of Art and Design. This home is move-in ready with new AC in 2023, new water heater in 2022, new electrical panel in 2022, new roof in 2019, updated kitchen and bath, new impact resistant windows, and for the chef, your kitchen comes equipped with a gas stove. It is also equipped with fiber-optic internet. Not seen very often, enjoy off street parking for 5 or more cars. An air-conditioned garage with a new hurricane-proof garage door can be used for a variety of purposes. The front yard and the courtyard have been freshly landscaped, and a separate metered irrigation system installed. The fenced backyard offers a beautiful dining area under a screened gazebo as well as a fire pit for cool evenings. Enjoy the massive oak tree and the privacy of your backyard! If you choose to join the neighborhood HOA, you will share an annual picnic, yard sale and Easter Egg Hunt with neighbors, not to mention sunsets over Sarasota Bay at Indian Beach Park or Sapphire Shores Park. Don’t let this delightful home slip away - make it your seasonal getaway, your permanent residence or a vacation rental!
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
3607 FLAMINGO AVE, SARASOTA, FL 34242
$4,950,000201 Days on yellowkey MLS ID: A4662402
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3876 Built: 2005 Tax: $17,596 (2024)Community: Bay Island ShoresSpa: YesSingle Family
Taxes:$17,596
Remarks: One or more photo(s) has been virtually staged. Exceptional Waterfront - North Siesta Key's Bay Island Boater's Dream - Exerience the best of coastal living in this elegant 4bd/4ba residence - just minutes to the Intracoastal Waterway. The home features a 2023 14,000lb dock/lift with electric and 3pnt moorage. Step inside a welcoming slate tile entry foyer to discover timeless quality design with Brazilian Ipe hardwood flooring throughout, hurricane rated windows and French doors and volume ceilings. At the heart of the home is a true cook's kitchen with Wolff Gas Range, built-in Sub-Zero stainless refrigerator, Fisher Paykel diswasher and soap-stone counter-tops. A true Chef's pantry, abundant cabinetry and full bar with wine refrigeration elevate the entertaining experience. The Primary Bedroom Suite, set in its own private wing, offers a tranquil retreat w/French Doors opening to a full private deck, perfect to enjoy sunrise and coffee; generous closet space and spa-inspired Bath; Guests Private wing and other rooms offer flexibility; French doors, automated window coverings, and architectural details create a refined and comfortable atmosphere. A full laundry room w/sink, office nook and mudroom are conveniently located off the 3-car garage. Outdoors, enjoy multiple covered decks, one with gas-fireplace for perfect evening waterfront ambiance; overlooking heated salt-water pool/spa; lush tropical landscape; Minutes to downtown Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Maria Beck, Pa (646-531-4118)
3324 THORNWOOD RD #3324, SARASOTA, FL 34231
$307,00028 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
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)
1740 ASSISI DR, SARASOTA, FL 34231
$370,000Listed 04/14/2026 10:52AM MLS ID: A4689889
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3357 Built: 2027Monthly Fee: $320 Tax: $2,045 (2025)Community: Portofino On The BaySpa: YesSingle Family
Taxes:$2,045
Remarks: Pre-Construction. To be built. Located in the highly sought-after Portofino on the Bay neighborhood in Sarasota, this cleared homesite presents a rare opportunity to build your dream home in one of the area’s most desirable coastal communities. The property has already been cleared and is ready for construction, offering a smooth and convenient start for your custom build. A select builder has plans ready for this lot, providing the opportunity to streamline the building process with a thoughtfully designed home. Buyers may choose to utilize the existing plans or customize them to suit their vision and lifestyle. The property is also located within the district for the highly regarded Pine View School, along with other highly rated public and private schools nearby. This private and gated neighborhood is great for boaters, offering community deeded access to the bay and a community day dock, with the option to purchase a private boat slip. Enjoy direct access to the Intracoastal Waterway. Located just 2 miles from downtown Sarasota, residents enjoy quick access to vibrant dining, shopping, and entertainment while still enjoying the privacy and tranquility of this waterfront-friendly community.
Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
3424 OLD OAK DR, SARASOTA, FL 34239
$1,195,00015 Days on yellowkey MLS ID: A4688216
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1368 Built: 1953 Tax: $10,828 (2025)Community: Shoreland WoodsSpa: NoSingle Family
Taxes:$10,828
Remarks: Craving a low-maintenance, island-inspired lifestyle just moments from sparkling open water, world-famous beaches, and Sarasota’s most coveted destinations? This quaint Florida bungalow located in west of trail delivers the perfect blend of charm, location, and effortless living—just minutes to Siesta Key and steps from the coastal lifestyle you’ve been dreaming of. Tucked away in one of Sarasota’s most desirable “West of the Trail” neighborhoods, 3424 Old Oak Dr has been thoughtfully redesigned to preserve its original character while introducing timeless, modern updates. From the moment you arrive, the lush tropical landscaping, winding garden paths, and private courtyard-style entry create a warm, inviting ambiance that feels like your own hidden oasis. Inside, the home showcases a light-filled, airy design highlighted by vaulted wood-beam ceilings, soft coastal tones, and an open-concept layout that seamlessly blends comfort and style. The beautifully updated kitchen features granite countertops, open shelving, stainless steel appliances, and designer finishes, creating a space that is both functional and visually stunning. The living area centers around a charming wood-burning fireplace, adding warmth and character, while French doors invite natural light and connect indoor and outdoor living spaces effortlessly. The home offers flexible living spaces ideal for a primary residence, seasonal retreat, or income-producing property. Each room reflects a curated, coastal aesthetic with tasteful updates while maintaining the home’s unique bungalow charm. Step outside to your private backyard sanctuary, where a screened-in heated pool is surrounded by mature tropical landscaping, creating a serene and secluded environment perfect for relaxing or entertaining. An outdoor shower adds to the coastal lifestyle experience, while multiple seating areas and garden spaces enhance the home’s tranquil, resort-like feel. Located just minutes from Siesta Key Beach, Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and top-rated dining and shopping, this home offers unmatched convenience paired with a laid-back coastal lifestyle. Rarely does a property combine location, charm, income potential, and lifestyle so seamlessly. This is your opportunity to own a truly special Sarasota bungalow where every day feels like a vacation.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
2546 PARMA ST, SARASOTA, FL 34231
$438,90027 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
$7,900,000146 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
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)
656 TROPICAL CIR, SARASOTA, FL 34242
$4,195,000131 Days on yellowkey MLS ID: A4674326
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 5238 Built: 2025Monthly Fee: $54 Tax: $8,623 (2024)Community: Siesta BeachSpa: YesSingle Family
Taxes:$8,623
Remarks: Perfectly positioned in Siesta Beach—just moments from the shoreline—this newly completed 2025 coastal residence delivers a rare combination of striking design, thoughtful functionality, and luxurious indoor-outdoor living. Spanning more than 5,200 square feet of air-conditioned space across two levels, this contemporary home has been professionally staged with high-end furnishings included in the sale, making it truly move-in ready. The elevated architectural facade creates a commanding first impression. Step inside to an expansive great room with wood flooring, soaring coffered ceilings, crown molding, and a dramatic wood-paneled accent wall that anchors the living and dining spaces. Walls of pocketing impact-rated sliders dissolve the boundaries between indoors and out, opening to a resort-style entertaining area. A built-in wet bar with wine cooler enhances the home’s hospitality appeal. The gourmet chef’s kitchen sits at the heart of the first floor, designed to showcase the outdoor views. Outfitted with quartz countertops, sleek shaker cabinetry, hidden appliances, a gas Wolf stove with dual ovens, walk-in pantry, and an oversized island, the kitchen is ideal for everyday use and large-scale gatherings. Adjacent formal dining space is framed by oversized windows, creating a sun-lit setting for memorable meals. Outdoor living unfolds on a spacious covered patio featuring a tongue-and-groove ceiling treatment, summer kitchen with built-in gas grill, lounge and dining areas, and a heated pool and spa surrounded by beautifully landscaped grounds. The primary suite—secluded on the main level—offers vaulted ceilings, dual walk-in closets, and a spa-inspired bath finished with quartz surfaces, stone-clad shower, and refined detailing. A dedicated office, first-floor laundry room, and a pre-planned shaft for a future elevator provide convenience and flexibility. Upstairs, three additional bedroom suites each feature walk-in closets and en-suite baths. A study with generous storage, a media room, a bonus room, and a secondary laundry room complete the second level. A 45-foot balcony connects multiple rooms and overlooks the pool and tropical landscaping. The split three-car garage provides ample storage for vehicles, recreation gear, and coastal living essentials. Situated in the coveted Siesta Beach neighborhood, the home offers a quiet residential setting just minutes from award-winning Siesta Key Beach, world-renowned for its quartz-sand shoreline and turquoise water. Explore Siesta Village for dining and boutique shopping, enjoy boating and kayaking along the Intracoastal Waterway, or venture over the bridge to Sarasota’s vibrant cultural scene—The Bay Park, Ringling Museum, Van Wezel Performing Arts Hall, Marina Jack, Selby Gardens, and the city’s acclaimed restaurants and galleries. This newly constructed coastal estate delivers the perfect blend of design excellence, modern comfort, and proximity to everything that defines the Siesta Key lifestyle.
Listing Agent: Roger Pettingell (941-387-1840)
3300 BENEVA #214, SARASOTA, FL 34232
$199,99975 Days on yellowkey MLS ID: O6371947
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1084 Built: 1980 Tax: $2,279 (2025)Community: Fairways & GreensCondo
Taxes:$2,279
Remarks: Incredible investment to own 2-bedroom, 2-bath condominium located in the highly desirable Fairways & Greens Condo community. Situated on the first floor, this residence welcomes you with an open and functional floor plan designed for comfortable everyday living and easy entertaining. The well-sized kitchen features stainless steel appliances and flows seamlessly into the dining and living areas, creating a bright and inviting space. The primary bedroom offers direct access to the enclosed patio, where you can enjoy peaceful views of the community pool and beautifully landscaped surroundings. A generously sized second bedroom provides ample natural light, ideal for guests, a home office, or flexible living arrangements. The home also includes a second full bathroom and a convenient laundry closet with washer and dryer. Unit 214 includes one assigned covered parking space, along with ample guest parking. Enjoy a prime central Sarasota location, just 0.2 miles from Publix, 3 miles from Sarasota Memorial Hospital, and only 5.5 miles from the world-renowned Siesta Key Beach. Nearby attractions include Arlington Park (2.5 miles), Downtown Sarasota (4 miles), Legacy Trail access (2.2 miles), Walmart Neighborhood Market (0.9 miles), Starbucks (1.2 miles), and Westfield Siesta Key (2.5 miles). Commuting is effortless with US-41 just 2 miles away and I-75 only 3.8 miles away. Whether you’re seeking a primary residence, seasonal retreat, or investment opportunity, this home offers comfort, convenience, and an unbeatable Sarasota lifestyle. Schedule your private showing today and experience it for yourself.
Listing is courtesy of: NOBSKA REAL ESTATE LLC (689-276-1593)
Listing Agent: Laura Teixeira, Pa (941-962-2413)
1444 HARBOR DR, SARASOTA, FL 34239
$6,999,95061 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)
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