Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
2347 BENEVA TER #2251, SARASOTA, FL 34232
$229,90058 Days on yellowkey MLS ID: A4680520
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1363 Built: 1978Monthly Fee: $559 Tax: $2,941 (2025)Community: Terraces Of Forest LakesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,941
Elementary School: Wilkinson Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: PRICE IMPROVEMENT Seller Pays First 6 months of HOA Fee.....Move right into this UPDATED 2 BEDROOM, 2 BATH CONDO . . . FIRST FLOOR END UNIT . . . . . COVERED ASSIGNED PARKING RIGHT AT THE FRONT DOOR . . . OPEN AND BRIGHT . . . INDOOR OUTDOOR PATIO SPACE . . .SPLIT FLOOR PLAN . . . Introducing a beautifully updated 2-bedroom, 2-bath condo centrally located in Terraces of Forest Lakes off Beneva. The tasteful updates combine modern elegance with comfort and function. The newly updated contemporary kitchen with solid wood cabinets, quartz countertops, ceramic tile flooring and stainless steel appliances makes it a perfect space for cooking and entertaining. Both bathrooms have also been thoughtfully updated, enhancing the overall appeal of the home. The unit has been freshly painted, giving it a bright and inviting atmosphere throughout. Enjoy the convenience of a full-size washer and dryer right inside the home, eliminating the hassle of laundry days. Say goodbye to dated popcorn ceilings, as this condo proudly showcases updated ceilings, stylish new ceiling fans and recessed lighting, adding a fresh and airy ambiance to the living space. The enclosed lanai offers a serene spot to unwind, providing a perfect blend of indoor and outdoor living. For your convenience, covered carport parking is steps from your front door, keeping your vehicle protected from the Florida sun and ensuring easy access to your home. Located just a short distance from downtown Sarasota, the beautiful beaches of Lido and Siesta Key, and the scenic Legacy Trail, this condo is ideally situated for those who appreciate both leisure and convenience. Don’t miss the opportunity to make this exquisite condo your own! All information provided by the seller is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Jonathan Woods (941-356-7583)
2519 SESAME ST, SARASOTA, FL 34231
$1,695,00045 Days on yellowkey MLS ID: A4682791
REDUCED by $54,000 (3.1%) on 04/03/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3715 Built: 1975 Tax: $14,989 (2025)Community: Sesame Acres A RepSingle Family
Taxes:$14,989
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Remarks: Motivated seller and welcomes serious offers! This 5-bedroom single-family home on just under an acre in the heart of Sarasota is a rare find. The residence has been beautifully updated featuring a stunning, newly renovated kitchen with modern finishes, quality cabinetry, and generous space for cooking, gathering, and entertaining. The thoughtfully designed layout flows seamlessly, offering both comfortable everyday living and an ideal setting for hosting family and friends. Set on an incredibly hard-to-find .93 acres, the property provides exceptional privacy and outdoor enjoyment. The fully fenced yard offers security and peace of mind, while the heated pool creates the perfect space for year-round relaxation and entertaining. Located within an excellent school district and close to everything Sarasota has to offer, this home delivers the perfect blend of space, style, privacy, and location.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Amber Lynch (941-556-9680)
8600 MIDNIGHT PASS RD #301, SARASOTA, FL 34242
$2,250,00056 Days on yellowkey MLS ID: A4681050
1 Days Off yellowkey (back on 4/3/2026)
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2730 Built: 1985 Tax: $19,557 (2025)Community: Hidden Lagoon Beach ClubCondo
Taxes:$19,557
Remarks: Rarely available at Hidden Lagoon Beach Club, this exceptional turnkey furnished residence offers breathtaking panoramic gulf views from nearly every angle. Wake to the sound of gentle waves, savor the serenity of a secluded beach, and unwind with unforgettable sunset skies - this is coastal living at its finest. Beautifully furnished and thoughtfully renovated, the expansive 2,730-square-foot condo features an expertly redesigned eat-in kitchen and an open-concept floor plan that maximizes both space and natural light. Custom built-in cabinetry frames a striking shiplap accent wall with an inviting electric fireplace, mantel, and TV - perfect for those relaxed evenings. The home includes two generously sized primary suites, each with updated en-suite baths and large walk-in closets equipped with custom organizer systems. Neutral luxury vinyl plank and tile flooring run throughout, creating a clean, coastal elegance. Offered turnkey furnished, excluding personal items, and complemented by an oversized private two-car garage - a rare and valuable bonus. Hidden Lagoon Beach Club is an intimate, gated community of just 24 residences, ideal for those seeking privacy away from the crowds. Amenities include a heated pool with lockers, tennis court, kayak/canoe launch, tranquil lagoon views, and a charming butterfly garden, along with private gated beach access. Conveniently located just minutes from Siesta Key’s renowned dining, shopping, and marinas, this extraordinary home truly offers the best of the best. Schedule your private showing today and experience it for yourself.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mina Johnson (941-404-9347)
6426 COLONIAL DR, SARASOTA, FL 34231
$590,00032 Days on yellowkey MLS ID: A4681958
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1760 Built: 1961Monthly Fee: $6 Tax: $4,668 (2025)Community: Gulf GateSingle Family
Taxes:$4,668
Elementary School: Gulf Gate Elementary
Remarks: Welcome to this inviting residence located on a quiet street in the highly desirable Gulf Gate area of Sarasota. This well-situated home offers a comfortable blend of indoor and outdoor living with convenient access to shopping, dining, beaches, major roadways, and public transportation. With the first beach access to the sugar-white sand of Siesta Key being just 1.7 miles away. It is walking distance to several dining establishments and specialty shops unique to Gulf Gate. The interior features a functional floor plan filled with natural light, ideal for both everyday living and entertaining. The newly renovated kitchen serves as a central gathering space with updated finishes and a fresh, modern feel while flowing effortlessly into the living and dining areas. Bedrooms are well-proportioned and adaptable to a variety of lifestyle needs, featuring a mother-in-law suite with private bathroom and a separate entrance. Large fenced in backyard providing privacy, with outdoor space that offers flexibility to relax, entertain, or personalize, there is plenty of room for a pool, tiki hut and volleyball court the possibilities are endless. Whether used as a primary residence, second home, or investment opportunity, this home presents an excellent opportunity to enjoy Sarasota living.
Listing is courtesy of: PREFERRED PROPERTIES OF SARASOTA (941-951-2580)
Listing Agent: Kellie Mosier (941-264-3484)
3259 BENEVA RD #101, SARASOTA, FL 34232
$213,0001 Day on yellowkey MLS ID: A4687468
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 876 Built: 1975 Tax: $1,509 (2025)Community: Village Brooke Sec 1Condo
Taxes:$1,509
Remarks: This move-in ready, model-like condo features impact windows and sliders and tile flooring throughout. The fully remodeled kitchen offers quartz countertops, updated cabinetry, stainless steel appliances, and a new A/C system for added comfort and efficiency. Located in a well-managed community with some of the lowest fees in Sarasota, residents enjoy excellent amenities including two community pools, two tennis courts, pickleball, a fitness center, shuffleboard, and a clubhouse. The picturesque grounds feature tree-lined streets, tranquil ponds, gazebos, and barbecue areas. Perfectly situated in a central location, just minutes from Sarasota Memorial Hospital, downtown Sarasota, world-class beaches, and the Legacy Trail, along with premier arts, dining, and shopping. Maintenance-free living at its finest.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Beverly Perez (941-323-4600)
635 TROPICAL CIR, SARASOTA, FL 34242
$948,000164 Days on yellowkey MLS ID: A4668594
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2255 Built: 1983Monthly Fee: $54 Tax: $11,904 (2024)Community: Siestas Bayside Bayside Club 01Single Family
Taxes:$11,904
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Discover luxurious coastal living on tropical Siesta Key, #1 beach in the US and #4 in the world! Set on an elevated lot that sustained NO storm damage, includes a NEW TAMKO hurricane proof ROOF with transferable workmanship warranty, new gutters, oversized side-entry 2-car garage, and circular driveway surrounded by lush tropical landscaping. Currently being used as an income producing home earning $58,800 annually! You are going to fall in love this beautifully updated 3-bedroom, 2-bath single-level residence offering nearly 2,300 sq. ft. of refined comfort. Perfectly situated just minutes from the world-famous powder-white sands and vibrant and eclectic Siesta Village, this home captures the essence of island elegance. The open-concept great room floor plan showcases soaring ceilings and a wall of sliding glass doors that seamlessly blend indoor and outdoor living, opening to a sparkling pool that consists of a brand new water heater, new pool water pump and fence as well as an expansive deck overlooking a serene lagoon—the ideal backdrop for entertaining or quiet relaxation. The gourmet kitchen features granite countertops, stainless steel appliances, and white soft-close cabinetry and oversized center island/bar, while the spacious primary suite offers a travertine-appointed bath, dual vanities, and a large walk-in closet. Experience the ultimate in coastal sophistication and island tranquility—all within moments of Sarasota’s finest beaches, dining, and culture.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Tami Cashi (941-527-9088)
140 SOUTHWINDS DR, SARASOTA, FL 34231
$217,00039 Days on yellowkey MLS ID: A4683187
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1475 Built: 2006Monthly Fee: $195 Tax: $1,455 (2025)Community: South Winds Mhp Co-OpManufactured Home
Taxes:$1,455
Remarks: Welcome to Southwinds, one of Sarasota’s most desirable 55+ active communities! This well-maintained 2006 manufactured home offers the perfect blend of comfort, space, and affordability — ideal for year-round residents or seasonal snowbirds looking for an easy Florida lifestyle. Situated on a private corner lot shaded by mature trees, this home features a spacious open floor plan filled with natural light and comes with: covered carport * private storage shed for tools and extra storage * Dedicated laundry room with washer, dryer, utility sink, and built-in shelving. The bright kitchen offers granite countertops, a center island, and plenty of cabinet space for storage and meal prep. The living room features vaulted ceilings with crown molding and opens to the dining area, creating a comfortable open layout. Two sliding glass doors lead to the deck and bring in great natural light. The primary suite is designed for comfort and relaxation, featuring an en-suite bath with an oversized soaking tub, separate walk-in shower, and ample vanity space. Two guest bedrooms — both with closets — provide flexibility for visitors, hobbies, or a home office. The guest bathroom includes a tub/shower combo. Southwinds is one of only four resident-owned manufactured home parks in Sarasota. The low HOA fee of just $195 a month includes cable and water — a rare value in today’s market. Residents enjoy an active social calendar with hobby clubs, exercise classes, and community gatherings, creating a welcoming and friendly atmosphere. Conveniently located near shopping, dining, medical facilities, and just a short drive to Sarasota’s beautiful Gulf beaches, this home offers affordable living in a vibrant 55+ community. Whether you’re looking for a winter retreat or a full-time Florida residence, this move-in ready home checks all the boxes.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Rachel Harvey (941-726-9300)
9397 MIDNIGHT PASS RD #905, SARASOTA, FL 34242
$749,000166 Days on yellowkey MLS ID: A4669008
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1348 Built: 1975 Tax: $5,944 (2025)Community: Pointe On Midnight PassCondo
Taxes:$5,944
Remarks: Welcome to 9397 Midnight Pass Rd #905 Sarasota, FL 34242 at The Pointe on Siesta Key, a fully renovated 1,348 SF, 2-bedroom, 2-bathroom luxury condo offering breathtaking Little Sarasota Bay and Intracoastal waterway views from the 9th floor. This stunning residence underwent a complete custom renovation in 2023, setting it apart from every other unit in the building. The open-concept kitchen features quartz countertops, vaulted ceilings with a bold rock-and-metal aesthetic, and a one-of-a-kind handcrafted glass-art backsplash, with bar seating connecting seamlessly to the dining and living areas, a custom layout rarely found at The Pointe. Luxury vinyl plank flooring flows throughout every room including the lanai, while wood acoustical paneling enriches both the living space and primary suite. Additional upgrades include HD-mounted televisions, a 2023 AC system, and a new LG washer and dryer, making this unit nearly turnkey and move-in ready. Step onto your private lanai, protected by hurricane-grade sliders, and take in tranquil water views of Little Sarasota Bay, where dolphins, manatees, and sailboats pass through calm Intracoastal waters daily. As a resident of The Pointe's gated five-acre community, enjoy resort-style amenities including boat docks, kayak and canoe access, a heated pool and spa, sauna, tennis and pickleball courts, BBQ gazebos, a clubhouse, and a fitness center with panoramic Intracoastal views. Located just minutes from Turtle Beach, Siesta Key Village, waterfront dining, local marinas, and coastal cafés, this property is ideal whether you're seeking a luxury Siesta Key waterfront residence, a vacation condo, or a Sarasota investment property. Negotiable furnishings available. Schedule your private showing today.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Emerson Robbins (941-404-0382)
910 SIESTA KEY PL, SARASOTA, FL 34242
$2,900,000154 Days on yellowkey MLS ID: A4670452
2 Days Off yellowkey (back on 4/3/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4201 Built: 1970Monthly Fee: $83 Tax: $13,464 (2025)Community: Siestas BaysideSingle Family
Taxes:$13,464
Remarks: Boater’s Dream on Siesta Key! Experience the ultimate waterfront lifestyle in this beautifully renovated Siesta Key home, offering an extraordinary 268 feet of waterfront and immediate access to the Intracoastal Waterway. No bridges to the bay. This is truly a boater’s paradise, complete with a private dock featuring two lifts, perfect for accommodating your vessels and exploring the surrounding waters, from a quick cruise to Skiers Island for water sports, to sunset sails on the Gulf of Mexico. Recently and thoughtfully renovated, this stunning coastal residence perfectly blends timeless design with modern luxury. Although originally built in 1970, because of the significant recent renovations, the effective year of this home per Sarasota County tax records is 2015. Boasting five spacious bedrooms, four and a half bathrooms, and 4,201 square feet of refined living space, it offers the ideal setting for relaxed everyday living and effortless entertaining. All within a home designed to complement today’s vibrant family lifestyle. Step inside to discover a light-filled, open floor plan framed by tranquil water views. New flooring and stylish fixtures create a crisp, inviting ambiance. The kitchen blends form and function with stainless steel appliances, custom cabinetry, quartz countertops, and a spacious island ideal for gathering with family and friends. The primary suite is a serene retreat featuring a spa-inspired bath and direct access to the pool terrace. Outdoor living shines with multiple spaces for lounging and dining beside the pool or enjoying the expansive waterfront lawn. Located on the north end of Siesta Key, just minutes off the island via the North Bridge and close to Siesta Key Village and the island’s world-famous white-sand beach. This property combines the best of island living and boating convenience, all in one exceptional address.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Toni Schemmel (941-914-0805)
2304 RINGLING BLVD #101, SARASOTA, FL 34237
$145,000154 Days on yellowkey MLS ID: A4670262
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 552 Built: 1965Monthly Fee: $600 Tax: $1,641 (2024)Community: Garden AptsCondo
Taxes:$1,641
Elementary School: Southside Elementary
Remarks: Welcome to this charming ground floor, 1 bed 1bath condo within walking distance of all of Sarasota’s splendor! This unit is in excellent condition and boasts tile floors throughout. Newer kitchen appliances, counter tops and cabinets. The association has just updated the laundry facility with brand new washers and dryers. This home also has its own parking space and there is guest parking on site. It is perfect as a weekend get-a-way, private residence and has an excellent long-term rental history. Whether you are an investor or an empty nester, this condo is ready for occupancy!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: David Dangelo (941-587-7268)
4508 WOODSIDE RD, SARASOTA, FL 34242
$2,450,000114 Days on yellowkey MLS ID: A4674684
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2276 Built: 1969 Tax: $7,045 (2025)Community: Siestas Bayside Waterside WoodSingle Family
Taxes:$7,045
Remarks: Luxury Waterfront Living Now Priced to Move Welcome to 4508 Woodside Rd, a true boater’s paradise on Siesta Key offering privacy, deep-water access, and refined coastal living. Positioned on one of the island’s deepest canals, this property provides quick access to the Intracoastal and Sarasota Bay, with 95 feet of waterfront and a 75-foot dock designed for serious boating. Inside, the home features a fully renovated interior with designer tile flooring, an open-concept layout, and expansive sliding glass doors that seamlessly connect indoor and outdoor living. The chef’s kitchen is equipped with custom cabinetry, a Viking hood system, gas cooktop, and premium appliances, while a temperature-controlled wine cellar adds a true luxury touch. The primary suite is a private retreat with a spacious layout, oversized walk-in closet, and a spa-style bathroom featuring a glass-enclosed shower and outdoor shower access. Every detail has been thoughtfully designed for comfort and functionality. Step outside to your own private resort complete with a saltwater pool and spa, lush landscaping, integrated lighting, and a covered pergola with outdoor lounge space, propane fire pit, and TV viewing area. A retractable awning and outdoor wet bar enhance the space, making it ideal for entertaining year-round. Additional highlights include a 250-gallon propane tank, 14.5 KW generator, updated HVAC, newer water heater with circulating system, epoxy-finished garage, and hurricane protection features. Originally introduced at $2,690,000, the property has undergone multiple strategic price adjustments and is now positioned to sell, presenting one of the best waterfront opportunities on Siesta Key. With nearby properties trading at significant premiums for land value alone, this offering delivers exceptional value for both end-users and investors. Also available: luxury yacht (inquire for details).
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Derek Edwards (941-929-3183)
5930 BRIARWOOD AVE, SARASOTA, FL 34231
$1,749,000372 Days on yellowkey MLS ID: A4645623
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3428 Built: 2022 Tax: $8,884 (2024)Community: FlorenceSingle Family
Taxes:$8,884
Remarks: Welcome to a newly built coastal contemporary showplace minutes from Siesta Key Beach! This west of the trail home is move in ready and has approximately 3428 sqft including 4 bedrooms, 4 full bathrooms, and an 1100 sqft bonus room. Floor to ceiling glass walls encase the bonus room along with a 31.5 ft long NanaWall glass bifold door system. These doors open up to a gorgeous custom contemporary pool complete with an expansive sun shelf and raised infinity edge spa. As you enter the kitchen, a striking oversized exotic quartzite island greets you with a waterfall edge. Adjacent to the kitchen in this open floor plan, a cozy family room awaits under a 13 ft vaulted ceiling complete with motorized drapery. The master bedroom also has the convenience of motorized pirouette shades along with his and her walk-in closets and a beautifully finished bathroom. Engineered hardwood and marble tile flooring are throughout all main living areas and bedrooms. For modern convenience, Lutron automated lighting and security cameras are available throughout most of the home. This home is also elevator ready. No flood insurance required! Flood zone - X. A must see! Motivated Seller!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Kenneth Beck (941-807-4876)
1921 MONTE CARLO DR #302, SARASOTA, FL 34231
$575,000294 Days on yellowkey MLS ID: A4655742
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1720 Built: 2006 Tax: $6,041 (2025)Community: Phillippi Landings ACondo
Taxes:$6,041
Remarks: INCREDIBLE VALUE - this beautifully remodeled third-floor luxury residence with water view in the gated waterfront community of Phillippi Landings is perfectly situated West of the Trail and just minutes to the world-renowned beaches of Siesta Key. Nestled along the Phillippi Creek with direct access to Sarasota Bay and just minutes to the Philippi Farmhouse market and the Landings Shopping Center with its vast array of dining and shopping options. This 2 bedroom plus den, 2 bath condo offers the ideal blend of privacy, convenience, and resort-style living. From the moment you enter via direct elevator access to your private foyer entrance, you are welcomed by an open and airy floor plan, porcelain tile flooring, and an inviting coastal aesthetic. The beautifully updated kitchen features granite countertops, stainless appliances, and rich wood cabinetry, offering both style and function for everyday living and entertaining. Step into the spacious living area that opens to a private covered and screened balcony with peaceful water view, ideal for enjoying morning coffee or a glass of wine at sunset. The split-bedroom layout offers exceptional privacy, with two generously sized bedroom suites. The primary suite is a true retreat, offering tranquil water view, two large walk-in closets, and a spa-style bath with a jetted soaking tub, custom walk-in shower, and private water closet. A flexible bonus space off the main living area provides the perfect nook for a home office, den, reading lounge, or secondary dining area. Impact doors and windows throughout. Beautiful wood plantation shutters. Enjoy the convenience of under-building assigned parking and a private storage unit. This home is move-in ready and ideal as a primary residence, seasonal escape, or investment opportunity. Life at Phillippi Landings is exceptional - the community is 10 acres and offers a resort-style heated pool and spa, a well-equipped fitness center, clubhouse, and an expansive waterfront promenade perfect for evening strolls beneath swaying palms. For boating and nature enthusiasts, the community provides kayak launch access and private storage racks—an invitation to explore the peaceful waterways of Phillippi Creek and beyond. The lush, manicured grounds and tropical landscaping create a tranquil, private atmosphere while placing you just minutes from Southside Village, downtown Sarasota, and the vibrant shopping and dining of UTC Mall. This exceptional location, paired with a refined, low-maintenance lifestyle, offers the best of coastal Florida living.
Listing Agent: Lenore Treiman (941-356-9642)
8635 MIDNIGHT PASS RD #201C, SARASOTA, FL 34242
$624,9991 Day on yellowkey MLS ID: A4688472
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1160 Built: 1970 Tax: $5,913 (2025)Community: Bay Tree ClubCondo
Taxes:$5,913
Remarks: This beautifully 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)
3360 S OSPREY AVE #104B, SARASOTA, FL 34239
$299,000Listed 04/02/2026 12:05PM MLS ID: A4688292
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1122 Built: 1969 Tax: $3,473 (2025)Community: Bermuda On OspreyCondo
Taxes:$3,473
Remarks: Move-in ready 2-bedroom, 2-bath tastefully decorated ground floor condo located in the desirable Oasis of Osprey, West of the Trail. This well-maintained unit features an upgraded kitchen with granite countertops and stainless steel appliances, along with updated bathrooms. Enjoy indoor-outdoor living with a screened lanai and brick paver patio, plus the added convenience of a private 6x6 storage space. Just steps from the Oasis condo community pool and fitness center, this condo offers both comfort and functionality. Ideally situated in the heart of Sarasota, this property offers quick access to Siesta Key Beach, downtown Sarasota, Sarasota Memorial Hospital, the Hillview area, and I-75. Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this condo offers exceptional value and convenience in a prime location.
Listing Agent: Marlin Yoder (941-893-7406)
3136 GULF GATE DR, SARASOTA, FL 34231
$425,0001 Day on yellowkey MLS ID: N6143660
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1187 Built: 1966 Tax: $2,055 (2025)Community: Gulf GateSingle Family
Taxes:$2,055
Remarks: Welcome to this beautifully maintained pool home in the heart of Gulf Gate—one of Sarasota’s most established and sought-after neighborhoods known for its charm, walkability, and unbeatable convenience. This 2-bedroom, 2-bath residence features a bright, open-concept layout with an easy, natural flow between the living, dining, and kitchen areas, creating an ideal setting for both everyday living and entertaining. The kitchen is appointed with classic white cabinetry, offering a clean, timeless look that enhances the home’s light and inviting atmosphere. Large sliding glass doors fill the interior with natural light and open to a spacious screened lanai, where a recently resurfaced pool provides your own private outdoor retreat. The primary suite is thoughtfully designed with a walk-in closet, en suite bathroom, and direct access to the pool area—perfect for enjoying Florida living at its finest. The second bedroom is generously sized and versatile, well-suited for guests, a home office, or additional living space. Notable upgrades include a 2020 Roof, an attractive paver driveway, and a spacious two-car garage with epoxy flooring, offering both function and durability. Gulf Gate is highly regarded for its mature landscaping, friendly atmosphere, and close proximity to everyday conveniences. Just minutes away, Gulf Gate Village offers a vibrant mix of locally owned restaurants, cafés, and shops. Publix, Trader Joe’s, and Costco are all within easy reach, along with top-rated Sarasota schools. Best of all, Siesta Key Beach—world-renowned for its powdery white sand and stunning Gulf waters—is only a short drive away. Whether you’re seeking a full-time residence, seasonal escape, or investment opportunity, this move-in-ready home delivers the perfect combination of comfort, location, and the quintessential Florida lifestyle.
Listing Agent: Rick Tritschler, Jr. (941-928-1292)
3246 MAIDEN LN, SARASOTA, FL 34231
$549,5001 Day on yellowkey MLS ID: A4688107
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2170 Built: 1983 Tax: $4,622 (2025)Community: Kallas SubSingle Family
Taxes:$4,622
Remarks: **This is The One!** Prime Sarasota location just minutes to Siesta Key Beach, Downtown Sarasota, and more! This property offers strong potential as a primary residence, seasonal home, or investment opportunity. **NEW Roof in 2021** Functional layout with solid bones and opportunity to update or customize to maximize value. Private outdoor space and convenient access to shopping, dining, medical facilities, and I-75 add to the appeal. Ideal for buyers looking to capitalize on location and long-term upside in a highly desirable area. **NO HOA or Deed Restrictions** The Florida room provides the perfect spot to enjoy your morning coffee or unwind in the evening, and it opens to a spacious outdoor area—ideal for taking full advantage of Florida’s beautiful weather year-round. This property offers a versatile bonus space currently set up as a workshop **Potential to turn bonus space into living space/in-law suite with private entrance**, along with an additional climate-controlled room perfect for a home gym or flex space. Equipped with a 2-car attached garage PLUS an extra driveway on the side **Ample room for storing a Boat, Trailer, Lawn equipment, or other recreational vehicles.** Enjoy the freedom to truly make the space your own with endless possibilities. In addition, enjoy tons of storage space for all your holiday decorations and any additional items you may need to tuck away. Don't miss out on this incredible property - Reach out to schedule your private tour today!
Listing Agent: Ryan Miller (941-954-6925)
1734 RIVIERA CIR, SARASOTA, FL 34232
$899,0001 Day on yellowkey MLS ID: A4688076
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3474 Built: 1971Monthly Fee: $5 Tax: $7,478 (2025)Community: Forest Lakes Country Club EstatesSingle Family
Taxes:$7,478
Remarks: Pristine, private, and fully fenced, this beautifully updated pool home in central Sarasota is being offered for only the second time since it was built. Tucked on a quiet corner lot in the highly sought-after Forest Lakes Country Club Estates, this single-story masonry ranch sits on over one-third acre, southern pool exposure and an impressive elevation of about 16.7–20 feet. The residence offers four bedrooms, two-and-a-half baths, and 3,474 square feet under air, including 492 square feet of enclosed lanai living space. Inside, the home is designed for comfortable everyday living and effortless entertaining, with generously scaled rooms, abundant natural light, and a sprawling layout, a welcoming family room ... complete with a travertine wood-burning fireplace adjacent to the kitchen. A sunken formal living room adds architectural character, while expansive indoor and outdoor living areas provide flexibility for hosting family and friends. The oversized kitchen features granite countertops, soft-close wood cabinetry, stainless appliances, an island range with hood, pull-out pantry storage, and a black glass Samsung refrigerator with water filtration. A convenient pass-through window connects the kitchen to the enclosed lanai seating area, creating a seamless space for casual dining and entertaining while overlooking the pool and backyard. Extensive updates throughout the home provide exceptional peace of mind. Major system improvements include a mansard built-up roof installed in 2019, hurricane-impact windows installed in 2025, a new AC system and ductwork in 2025, a new water heater in 2025, an updated electrical panel in 2021, and the replacement of original polybutylene plumbing with PEX plumbing in 2021. Interior upgrades completed in 2021 include vinyl plank flooring, upgraded plush carpeting, and renovated kitchen and bathrooms with quality cabinetry, granite surfaces, and stainless appliances. The pool and outdoor living areas were thoughtfully renovated in 2025, featuring a new pool surface, sun shelf, bench seating, heater, pump, and saltwater system. The inviting outdoor space overlooks a private paver pool deck and fully fenced yard, creating a relaxing setting for enjoying Florida’s year-round sunshine. A separate concrete slab area offers additional flexibility for recreation such as basketball or other outdoor activities. Additional features include recessed and dimmable lighting throughout, marble window sills, linen curtains, large closets including an oversized coat closet, and abundant windows and sliding doors that bring natural light into every room. The main hallway bathroom also functions as a convenient pool bath with direct access to the lanai area. Due to the extensive improvements made over the years, the property carries an effective year (tax record) of 2006. Ideally located in the heart of Sarasota, the home is just minutes from The Palms Golf Club at Forest Lakes and Village Green Golf Club, the charming Pinecraft district and Yoder’s Restaurant & Amish Village, vibrant Downtown Sarasota, and the world-renowned beaches of Siesta Key, Lido Key, and Longboat Key. Everyday shopping and dining are also close by, including Costco, BJ’s Wholesale, and Sam’s Club. Forest Lakes Country Club Estates offers a voluntary HOA of just $60 per year. The prior owner removed the 4th bedroom closet (can easily be re added). FLOORPLAN attached.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Shayla Twit (941-544-7690)
2068 SUNNYSIDE LN, SARASOTA, FL 34239
$895,0001 Day on yellowkey MLS ID: N6143339
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1722 Built: 1953 Tax: $2,984 (2025)Community: Hibiscus Park 1Single Family
Taxes:$2,984
Remarks: Get ready to view and call your home in this pristine and immaculate kept move in ready. This stunning Mid-Century Modern residence located in the heart of the highly sought-after Southgate neighborhood! Minutes to Sarasota Hospital and Downtown Sarasota. This beautifully original quality 3-bedroom, 2-bathroom home with one bathroom is a pool bathroom. Original terrazzo flooring, solid wood doors, real wood cabinets and other quality designs with the history craftsmanship still installed of 1953 with updated functionality. As you walk around your home, feel the unique timeless design of a functional kitchen, all appliances included with even a gas stove. Move into your traditional spacious dining area for meals with family and friends. Wonder into the true comfort of an intimate family room, which leads into a spacious filled with natural light Florida room, air condition. Currently as an artist studio with many future possibilities. Open your French doors and seek out to an oversize Pool and lanai and enjoy a beautiful outside sanctuary retreat at the comfort of your home. But it does not end there. Walk out beyond your lanai to your well-kept private landscaping. Total property sits on 0.349-acre lot. Seamlessly blends timeless design with modern luxury and functionality. Step inside again and view your spacious master bedroom with two additional bedrooms. Recent upgrades provide peace of mind and exceptional value, including hurricane-impact windows, new roof installed in 2019. Recently re-plumbed and new water heater. This type of quality home is unmatched. Enjoy the freedom of no HOA fees while being conveniently located all of what Sarasota offers. This home is timeless quality with of style, comfort, and location in one of Sarasota’s most desirable neighborhoods. Schedule your private showing today and experience Southgate living at its finest.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Lenny Lesaltato (941-350-9238)
199 WHISPERING SANDS DR #204, SARASOTA, FL 34242
$609,00034 Days on yellowkey MLS ID: A4684412
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1970Monthly Fee: $1,579 Tax: $5,538 (2025)Community: Whispering SandsCondo
Taxes:$5,538
Remarks: Welcome to effortless coastal living in this beautifully UPDATED second floor midrise residence in the premier GULF FRONT property of Whispering Sands! Designed with an OPEN CONCEPT floor plan, this light-filled condo showcases a bright, sophisticated 2023/2024 REMODELED kitchen featuring quartz countertops, stainless Samsung appliances, an impressive 8' breakfast bar with seating for 3, soft close cabinetry, and recessed lighting—all complemented by an elegant uplit tray ceiling. A true highlight is the expansive 29' x 8' lanai stretching the full length of the residence—offering an inviting extension of the living space ideal for relaxing, dining, or working from home, complete with hurricane impact sliders for total peace of mind. Both bathrooms have been tastefully updated with granite countertops and tiled, glass-enclosed walk-in showers, while ceiling fans and crown molding add comfort and sophistication throughout the unit. Beyond the residence, Whispering Sands offers true resort-style living in a premier Gulf front setting. Spend your days lounging on your private beach, taking a refreshing swim in one of two heated pools, an invigorating workout in the gym, or enjoying the vibrant social atmosphere of the clubhouse just steps from your door. Whether it’s a peaceful morning walk along the shoreline or a sunset gathering with neighbors, every day feels like a vacation. Perfectly positioned just steps from the clubhouse—currently undergoing complete remodeling in 2026—and pool, and a short stroll along the sidewalk to your 800' of your own private beach, this residence embodies the very best of resort style living. Ideally located just around the corner from the boutiques and restaurants of Siesta Key Village, you'll enjoy the perfect balance of relaxed beachfront living and easy access to dining, entertainment and island charm. Move right in and start enjoying the easy island lifestyle you’ve been dreaming of!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
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