Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
5673 MIDNIGHT PASS RD #201, SARASOTA, FL 34242
$465,00026 Days on yellowkey MLS ID: A4694956
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1012 Built: 1975 Tax: $5,128 (2025)Community: White Sands VillageCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,128
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Seller is offering a $5,000 flex credit — apply it toward a mortgage rate buydown to lower your monthly payments, or use it as an appliance package credit. Your choice, your move. Welcome to Unit 201 at White Sands Condominium — a bright, airy coastal retreat perfectly positioned on iconic Midnight Pass Road, Siesta Key. This spacious 1,012 sq ft, two-bedroom, two-bathroom condo is your gateway to the laid-back island lifestyle you've been dreaming of. Whether you choose to walk, cycle, or simply stroll, the world-famous Siesta Key Beach — voted the #1 beach in the USA — is just moments from your front door. Step inside and feel immediately at home. Generous natural light floods the open living spaces, beautifully complemented by wood-look flooring that runs throughout the unit, giving it a polished feel with all the ease of coastal living. The thoughtful layout offers two full bathrooms plus a convenient in-unit washer and dryer, so laundry day never interrupts island day. A dedicated storage closet rounds things out, giving you that extra breathing room that makes everyday life so much easier. When the sun starts to dip and the breeze picks up, step out onto your private covered lanai — the ideal spot to mix a cocktail, host friends, or simply let the Siesta Key evening wash over you. Sheltered and spacious, it extends your living space outdoors in true Florida fashion, and is the kind of feature you'll use every single day. Beyond your front door, White Sands offers a wonderful sense of community. Take a dip in the sparkling community pool, or take advantage of the community boat docks — available on a first-come, first-served basis — perfect for those who love life on the water. And with your own deeded covered parking spot, convenience is always part of the package. This is more than a condo — it's a front-row seat to everything that makes Siesta Key one of Florida's most sought-after addresses. Whether you're looking for a full-time residence, a vacation escape, or a smart investment, Unit 201 checks every box.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Ed French (747-272-6070)
3119 ROSE ST, SARASOTA, FL 34239
$625,00034 Days on yellowkey MLS ID: A4694570
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1132 Built: 1968Monthly Fee: $8 Tax: $5,566 (2025)Community: South GateSpa: NoSingle Family
Taxes:$5,566
Elementary School: Wilkinson Elementary
Remarks: This beautifully renovated South Gate home is the definition of move-in ready. Freshly updated from top to bottom, this mid-century gem combines timeless style with modern comfort in one of Sarasota’s most desirable neighborhoods. Step through the striking new front door into a bright, welcoming living space featuring gleaming polished terrazzo floors, a charming bay window, and an effortless open-concept layout. New recessed LED lighting throughout adds warmth and sophistication to every room. The stunning kitchen is both stylish and functional, showcasing quartz countertops, a pearl tile backsplash, a spacious island, and new Samsung appliances. An inviting eat-in area overlooks the large screened lanai, while glass French doors create the seamless indoor-outdoor living experience that makes mid-century homes so special. Whether gathering around the island or hosting dinner in the adjacent dining space, this home was designed for entertaining. The thoughtfully updated bedrooms and bathrooms continue the home’s fresh, clean aesthetic, while the oversized indoor laundry room offers abundant storage, new Samsung washer and dryer, and durable epoxy flooring. Outside, the expansive screened lanai and newly refinished pool create the perfect private retreat. With new pool equipment and plenty of outdoor space for relaxing or entertaining, the backyard is ready to impress. Major upgrades include a new metal roof, impact windows and doors, newer AC system, all-new plumbing, and a newer hot water heater — offering peace of mind for years to come. Located in the highly sought-after South Gate neighborhood, this home places you just minutes from Sarasota’s world-famous beaches, vibrant downtown, shopping, dining, and easy freeway access — all within 10 minutes. A renovation this exceptional is rare. Don’t miss your opportunity to make this stunning Sarasota home yours.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Thomas Arthur, Iii (941-400-7970)
1218 MOONMIST CIR #S2, SARASOTA, FL 34242
$739,00058 Days on yellowkey MLS ID: A4691272
REDUCED by $35,900 (4.6%) on 05/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1334 Built: 1968Monthly Fee: $1,057 Tax: $4,193 (2025)Community: Polynesian GardensVilla
Taxes:$4,193
Remarks: Welcome to your New Home, minutes from the world-renowned Siesta Key Beach, consistently ranked as one of the #1 beaches in the U.S famous for its powdery white quartz sand and crystal-clear Gulf waters. This impeccably remodeled turnkey furnished home offers an exceptional opportunity to enjoy the best of coastal living within the charming Polynesian Gardens community. This, home offers a refined take on island living, featuring a new roof, new AC, and impact-rated windows and doors for style, comfort, and peace of mind. Designed with a light, coastal aesthetic, the open-concept layout is both inviting and functional. At the heart of the home, the designer kitchen showcases custom white cabinetry, brand-new stainless appliances, and a tile backsplash, complemented by a dining area seamlessly positioned adjacent to the kitchen and perfect for effortless entertaining or relaxed everyday living. The home features a spacious primary suite with a beautifully appointed ensuite bath, along with a guest bedroom and full guest bathroom, offering privacy and comfort for family and visitors. The living space extends into an enclosed, expanded lanai, creating a versatile indoor-outdoor retreat to enjoy year-round. A rare highlight is the oversized private garden, offering a lush, tropical setting with exceptional privacy, an uncommon feature that truly sets this villa apart and enhances the feeling of a private coastal escape. Residents of Polynesian Gardens enjoy a resort-style lifestyle with amenities including a community pier on the intercoastal, a heated pool, and clubhouse. Beyond the community, enjoy effortless access to the vibrant energy of Siesta Key Village, known for its beachside restaurants, bars, live music, and boutique shopping, as well as the relaxed charm of Crescent Beach village. This property also offers a proven rental history with strong year-round bookings, making it an exceptional opportunity for both personal enjoyment and income potential. Whether you’re spending the day boating along the Intracoastal, enjoying the white quartz sands of Siesta Key Beach, or unwinding in your own private garden retreat, this exceptional villa captures the essence of luxury coastal living. Perfectly positioned near Siesta Key Village and the Gulf beaches, this turnkey remodeled property presents an incredible opportunity as a primary residence, vacation getaway, or income-producing investment
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jayne Appleyard (941-681-5042)
4557 WORCESTER RD, SARASOTA, FL 34231
$450,000180 Days on yellowkey MLS ID: A4675974
REDUCED by $19,000 (4.1%) on 06/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1423 Built: 1998 Tax: $4,659 (2025)Community: Flora-VillaSingle Family
Taxes:$4,659
High School: Riverview High
Remarks: One or more photo(s) has been virtually staged. Located just minutes from the world-famous Siesta Key Beach (less then 6 miles) This newer 3-bed, 2-bath home (built 1998) sits quietly at the end of a dead-end street with no HOA and no CDD fees. The fully fenced yard is ready for pets, gardening, or future outdoor upgrades, while the location keeps you close to everything Sarasota offers—without the restrictions. Minutes from Bee Ridge Park, offering playgrounds, sports fields, shaded picnic areas, and year-round community activities for those who love to be outside. The sellers have already taken care of the big upgrades for peace of mind, including a roof replaced in 2020, a new AC in 2021, updated flooring, with no carpet, a hot water heater installed in 2024, and a brick patio and walkway added in 2024. The stove, washer, and dryer were also replaced in 2024. Lovingly maintained and move-in ready, this home blends comfort with convenience.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Grace Bonaccorso (941-580-1362)
850 S TAMIAMI TRL #630, SARASOTA, FL 34236
$317,500114 Days on yellowkey MLS ID: A4684292
REDUCED by $11,500 (3.5%) on 05/17/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1224 Built: 1998 Tax: $1,963 (2025)Community: Central Park Sec 2 Ph 1Condo
Taxes:$1,963
Elementary School: Southside Elementary
Remarks: Beautiful townhouse in Central Park II Recently painted with laminant flooring thruout the unit, two bedrooms upstairs each with own bath a half baths located close to downtown. This pet friendly complex has swimming pool , clubhouse and tennis courts. Close to downtown and a short ride to St Armands and the beaches.
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Tom Ward (941-350-2463)
7300 COVE TER, SARASOTA, FL 34231
$2,100,000148 Days on yellowkey MLS ID: A4680113
REDUCED by $250,000 (10.6%) on 06/06/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3686 Built: 2009Monthly Fee: $19 Tax: $18,405 (2025)Community: Coral CoveSpa: YesSingle Family
Taxes:$18,405
Elementary School: Gulf Gate Elementary
Remarks: Looking for waterfront living and a boating lifestyle? Look no further! This grand residence, located in Coral Cove, provides direct access to the Intracoastal waterway, yet safely tucked away and situated on an elevated lot well above flood risk. With proximity to one of the top-rated beaches in the US – Siesta Key, this refined home offers flexible and open living spaces – indoor and out. A double-door entry opens to a grand foyer and a spacious great room with a two-story volume ceiling, fireplace, and a wall of sliding glass doors showcasing the saltwater pool and tranquil water views beyond. Extensively renovated in 2009 per public records, this home features four bedrooms and four baths with marble, granite, and Egyptian limestone surfaces throughout. Two of these are full en suites with water views; either can serve as a primary suite – one on the first floor, the other above. The first-floor suite overlooks the pool, spa, and waterway and includes a marble bath accented with onyx lighting. The second floor suite showcases bamboo flooring and a custom en suite bath with stunning Caesarstone quartz walls and flooring, LED lighting inserts, recycled glass, a jetted tub, dual gray Caesarstone vanities, and built-in closets. The gourmet kitchen is appointed with custom distressed wood and cherry cabinetry, a large Victoria Regia granite island, limestone countertops, high-end appliances, and a built-in Miele coffee system. Enjoy tranquil outdoor living and beautiful sunset views from the elevated covered lanai featuring a wood plank ceiling, a summer kitchen with granite countertops, a roll-in grill, and granite tiled decking that surrounds the pool and spa. Hop on your boat from the low-maintenance composite dock with direct access to the Intracoastal Waterway and the Gulf of Mexico. As an owner of this waterfront residence you will have access to the private Coral Cove intracoastal waterfront park and boat launch with a voluntary HOA. Surrounded by tropical landscaping and exterior lighting, this beautiful residence offers luxury finishes and thoughtful design, just minutes from Siesta Key Beach, fine dining, shopping, and the cultural amenities that make Sarasota special. Come see for yourself the extraordinary value this home offers a future owner with vision!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Liz Arme (941-266-4003)
2165 SUNNYSIDE LN, SARASOTA, FL 34239
$569,00030 Days on yellowkey MLS ID: A4690142
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1022 Built: 1952 Tax: $5,683 (2025)Community: Hibiscus Park 1Spa: NoSingle Family
Taxes:$5,683
Remarks: Great Opportunity to own your own Mid Century block built cottage near Sunnyside Park, Arlington Park and Sarasota Memorial Hospital, Or build NEW on the 9681 sq ft lot.... Ready to move right in, this 2 bedroom 1 bath home ...Enjoy the great back yard. AC 2014, Roof 2019.. Hot Water Heater 2020.....Located within the City of Sarasota limits, this home allows for weekly (7-day minimum) rentals, making it uniquely suited for those seeking both personal enjoyment and income potential.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Jonathan Woods (941-356-7583)
5600 BEACH WAY DR #315, SARASOTA, FL 34242
$750,000380 Days on yellowkey MLS ID: A4655560
REDUCED by $20,000 (2.6%) on 06/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1259 Built: 1970 Tax: $7,099 (2024)Community: Beachway AptsCondo
Taxes:$7,099
Tax Year: 2024
Remarks: Your Florida beach escape awaits — and with a motivated seller, this is an opportunity you won't want to miss.... take a look at this condo that is steps away from the quartz crystal white powdery sands and warm Gulf waters of the award-winning Siesta Key Beach? This wonderfully located turn-key, furnished end unit condo is oh so unique on the top floor with views of the beautiful white sandy beach and sparkling blue Gulf waters, a rare, remodeled find on the spectacular Gulf coasts of Florida! The rental income is excellent! This recently, completely remodeled from ceiling to floor, wall to wall, unit has 2 bedrooms, 2 bathrooms, hard flooring throughout, a sprawling island, quartz countertops, impact windows and sliders, AND has a spacious balcony, ready for you to relax and enjoy. This unit transfers with $50,000 in furnishings and furniture. This is a perfect place for you to have your dream of a beach life come to reality, with the potential of using it to generate income with monthly rentals. This amazing mid-rise condominium community offers a heated community pool, outside grills, a clubroom with a kitchen, plenty of guest parking and a laundry room on each floor. Recent improvements include newer roofs 2020, a newer elevator 2019, re-plumbed stacks 2018, refreshed landscaping 2020, and new vinyl fencing 2021. The quarterly fee includes access to the heated community pool, basic cable, water/sewer, pest control, weekend on-site maintenance person, and community insurance. Enjoy convenient access to Siesta Key Beach and to Siesta Key Village shops and restaurants with the free trolley service that stops right in front of the Beach Way community, or, walk, orrrrr take a bike cruise to many nearby shops and restaurants… You are not only buying a beach property, you are buying a lifestyle in the beautiful Southwest Florida Sun. This unit can be your own sanctuary escape and your retirement investment... Come see, come sigh and make this Siesta Key lifestyle in the Sun your own.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
1734 WISCONSIN LN, SARASOTA, FL 34239
$1,599,00062 Days on yellowkey MLS ID: A4687427
REDUCED by $51,000 (3.1%) on 05/26/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2910 Built: 2024 Tax: $20,684 (2025)Community: BayviewSingle Family
Taxes:$20,684
Remarks: Less than 4 miles to Siesta Key Beach and under 3 miles to Downtown Sarasota, this newly built 4-bed modern home in Sarasota delivers luxury living, investment flexibility, and an exceptional West of the Trail location. Built in 2024, this contemporary residence offers approximately 2,900 square feet with 4 bedrooms+ den and 4.5 baths, featuring open-concept living spaces, clean modern design, energy-efficient construction, and seamless indoor-outdoor flow ideal for entertaining. Located within Sarasota city limits with 7-night minimum rental potential, this property is an outstanding opportunity for both investors and end users seeking a luxury lifestyle close to Downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and Siesta Key Beach. Room for a future pool. Located within the coveted Southside school district. Seller financing available with a 5.5% interest-only loan for 2 years.
Listing Agent: Keith Kleppinger (941-525-2937)
2940 BOUGAINVILLEA ST, SARASOTA, FL 34239
$650,00071 Days on yellowkey MLS ID: A4689977
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1710 Built: 1960Monthly Fee: $17 Tax: $6,279 (2025)Community: South GateSingle Family
Taxes:$6,279
Remarks: Stunning, mid-century modern home in highly desirable South Gate with views you must see to believe! If you could have picked one of the best lots in South Gate back in the 1960’s this may have been it. The two-bedroom plus office, two bath home sits on a bluff overlooking a wide portion of Philippi Creek including a large aquatic preserve. You’ll be mesmerized by long, unobstructed views in every direction. A nature lovers delight and absolutely intoxicating. But while location is important, there are many more features in this classic home to consider. Entering through the large foyer you’ll immediately notice beautiful terrazzo floors throughout and a great room with vaulted ceilings. There’s an adjacent dining area off the kitchen and all of these spaces look out through what appears to be a “wall of glass” dedicated to the world class view of flora and fauna. The primary bedroom also has views and access to the back yard and the primary bathroom has been upgraded with a separate tub and walk in shower. The den/office can be made more private with sliding pocket doors and function as a guest bedroom. It even has a dedicated, enclosed patio and garden space. There’s an attached, oversized garage with room for your workshop and a double wide driveway with plenty of parking. While this home has been appropriately updated and improved over the years you’ll find it’s all been done with a great sensibility to the original intent, quality and “hipness” so many are learning to appreciate, again.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Barbara May (404-822-9264)
3504 BENEVA RD #206, SARASOTA, FL 34232
$179,90072 Days on yellowkey 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
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)
3469 CLARK RD #268, SARASOTA, FL 34231
$199,90027 Days on yellowkey MLS ID: A4695325
REDUCED by $19,000 (8.7%) on 06/06/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1974Monthly Fee: $659 Tax: $2,487 (2025)Community: SiennaCondo
Taxes:$2,487
Remarks: Perfect condo for full-time living, seasonal getaways, or an investment opportunity at an affordable price! This charming 3-bedroom, 2-bathroom end unit is being sold turnkey furnished. Beautiful luxury vinyl and laminate flooring throughout the living/dinning area and in all bedrooms, with tile in the entryway, kitchen, and bathrooms. The kitchen offers ample storage, stunning granite countertops, wood cabinetry, and a brand new range. The dining area boasts a built-in dry bar, perfect for entertaining guests. Water heater 2022, A/C 2023, Washer 2024, NEW ROOF! The community has a heated pool, tennis courts, BBQ area and a fenced around dog run. The monthly fee includes: water, sewer, trash collection, building insurance and exterior maintenance including the roof and grounds.Conveniently located near excellent shops and restaurants, this condo is just 3 miles from Crescent Beach and only 4 miles from Siesta Key Public Beach. Sarasota downtown, the Ringling Museum, Selby Gardens, St. Armands Circle, Island Park, Marina Jack's Harbor,.... are only a short drive away.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Judit Turan (941-993-8300)
3281 BENEVA RD #202, SARASOTA, FL 34232
$196,90020 Days on yellowkey MLS ID: TB8516148
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1979Monthly Fee: $438 Tax: $1,763 (2025)Community: Village Brooke Sec 3Spa: NoCondo
Taxes:$1,763
Remarks: Welcome to your beautifully updated 2-bedroom, 2-bathroom condo, offering the perfect blend of modern finishes and Florida resort-style living! Step inside to find fresh tile flooring in the kitchen and baths, luxury laminate wood floors, and brand-new carpet and pad in the bedrooms. The kitchen is a showstopper, featuring crisp shaker cabinets, solid stone countertops, a sleek subway tile backsplash, and new matching stainless steel appliances. Both bathrooms have been thoughtfully updated with new vanities and modern finishes. The spacious master suite includes a private bath and a large walk-in closet for added convenience. Enjoy relaxing mornings and breezy evenings on your oversized balcony with views of the tennis courts and lush green space. Community amenities include a sparkling pool, tennis courts, and shuffleboard courts, perfect for embracing the Florida lifestyle year-round. Additional highlights include a brand-new water heater, ceiling fans,stylish new fixtures throughout, and more — making this home move-in ready and ideal for your next chapter in the Sunshine State!
Listing is courtesy of: REALNET FLORIDA REAL ESTATE (813-288-8000)
Listing Agent: Greg Vander Wel (813-565-2998)
980 CHARLOTTE AVE, SARASOTA, FL 34237
$375,00020 Days on yellowkey MLS ID: A4696068
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 839 Built: 1962 Tax: $3,966 (2025)Community: Robin Hood WoodsSingle Family
Taxes:$3,966
Elementary School: Alta Vista Elementary
Remarks: CHARMING COTTAGE JUST 2 MILES FROM DOWNTOWN SARASOTA Nestled on a peaceful street, this well-loved cottage offers the perfect blend of comfort and convenience. Featuring numerous updates, including a NEW ROOF, screened-in lanai, water heater, and waterproof vinyl flooring, this TURNKEY home is move-in ready. The windows were replaced in 2011, and plumbing was jetted and lined under the house in 2012. This property is perfect for 1st time homeowners, Air BnB, an investor, etc. Located less than half a mile from the Legacy Trail, you can easily bike to vibrant downtown Sarasota or explore the nearby Pinecraft area, famous for its charming markets, coffee shops, and restaurants. A short drive takes you to the stunning Siesta Key and Lido Beach, known for their pristine sand and breathtaking ocean views. Whether you're seeking a peaceful retreat or a vacation home, this delightful cottage is the ideal spot in Sarasota.
Listing Agent: Anna Martin (941-539-6601)
1829 BOUGAINVILLEA ST, SARASOTA, FL 34239
$4,100,00020 Days on yellowkey MLS ID: A4695800
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4857 Built: 1925 Tax: $13,902 (2024)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$13,902
Remarks: Experience the timeless charm and distinctive elegance of this West of Trail luxury cottage, with modern finishes that remain true to its original allure, at 1829 Bougainvillea Street. Occupying three lots, it is nestled gracefully in Sarasota's most cherished neighborhood. Set on a tranquil, tree-lined avenue, moments from vibrant Southside Village, Sarasota Memorial Hospital, and the renowned sands of Siesta Key, this thoughtfully enhanced residence exudes a rare character and allure that newer homes simply cannot replicate. From the moment you step inside, you're captivated by a refined blend of historic charm and contemporary luxury. Rich hardwood flooring, detailed crown moldings, and designer lighting create a warm and refined ambiance throughout the spacious, open-concept layout. Anchoring this home is a beautifully reimagined gourmet chef's kitchen, showcasing high-end stainless steel appliances, luminous granite countertops, bespoke cabinetry, and an expansive island—ideally suited for gatherings both grand and intimate. The luxurious master suite is a serene retreat, illuminated by abundant natural light and offering generous closet space alongside a spa-inspired ensuite with a sumptuous walk-in shower and dual vanities. Additional bedrooms and versatile living areas effortlessly accommodate family, guests, or a tailored home office. Unique to this remarkable residence is the thoughtfully designed separate living quarters, complete with a private entrance, an inviting bedroom, a fully equipped kitchen, and a full bathroom. Ideal for hosting guests, housing extended family, or offering privacy to long-term visitors, these quarters are unique. Outside, the magic only continues—enchanting gardens burst with colorful bougainvillea, and mature greenery surrounds an inviting patio that effortlessly extends the living space outdoors, perfect for sunlit gatherings or quiet moments beneath Sarasota's famous skies. With meticulous care and modern upgrades, including a newer roof, advanced HVAC systems with two newly installed air conditioning units, recently replaced front-facing windows, and fully updated plumbing and electrical infrastructure, this home blends historic character with contemporary convenience, ensuring comfort, efficiency, and peace of mind. 1829 Bougainvillea Street represents more than just a renowned address; it offers a rare opportunity to own a property rich in Sarasota history and charm, distinctively set apart from uniformity and infused with authentic character. Welcome home to an extraordinary residence awaiting your personal story. Its roots run deep into our community. The prior owners have all remained friends to this day, and the resurgence of the modern cottage is now at the forefront of interior design and architecture. This property embodies that trend in a way no other home can. A true one-of-a-kind that will never be replicated.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Skrzypkowski (941-328-8307)
4001 GROVELAND AVE, SARASOTA, FL 34231
$1,500,00056 Days on yellowkey MLS ID: A4691652
Bed: 10 Bath: 0.0 Liv Area Sq Ft: 4291 Built: 1974 Tax: $13,014 (2025)Community: Grove ParkSpa: NoApartment
Taxes:$13,014
Remarks: LOCATION LOCATION LOCATION! Sarasota's hottest zip code is Presenting a strong multifamily investment opportunity just minutes from Siesta Key, this 5-unit hotel/ motel property offers current income, flexible rental options, and long-term upside in one of Sarasota’s most desirable rental markets. Located in a non-flood zone approximately 4 miles from Siesta Key Beach, the property is well positioned for long-term tenants, seasonal rentals, or potential short-term rental strategies. The building includes five 2-bedroom, 1-bath units, each offering broad tenant appeal and turnkey convenience. Long-term tenants are currently in place, while the property has the availability to hold a motel/hotel license, creating additional flexibility for future ownership and rental operations. Investor-friendly features include individually metered utilities, public water and sewer, paved parking, no required flood insurance, and reported general liability insurance of approximately $460. Recent improvements include exterior paint in 2024, remodeled kitchens in Units 2, 3, and 4 in 2024, updated bathrooms, major plumbing replacement completed in 2009 and 2010, roof replacement in 2014, blown-in roof insulation. The property also offers private amenities that help set it apart from typical multifamily options, including a heated and cooled swimming pool, screened patio room, and tropical outdoor space designed to enhance tenant or guest enjoyment. With current income, multiple rental strategy options, turnkey units, and a prime Sarasota location near Siesta Key, this property is a compelling opportunity for investors seeking cash flow, flexibility, and long-term appreciation potential. Schedule your private showing today.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
1640 WALDEMERE ST, SARASOTA, FL 34239
$6,500,000109 Days on yellowkey MLS ID: A4685215
INCREASED by $50,000 (0.8%) on 06/05/2026
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 5270 Built: 2026 Tax: $8,031 (2026)Community: Lewis Combs SubSpa: YesSingle Family
Taxes:$8,031
Tax Year: 2026
Remarks: Almost finished!!! Completion 3 weeks!!! Touch-ups and Staging in process now. Modern Luxury Villa | 1640 Waldemere St Experience the pinnacle of Gulf Coast luxury in this stunning Miami-style modern villa, perfectly situated West of Trail in one of Sarasota’s most coveted neighborhoods. This architectural marvel blends high-end technology with effortless coastal living, offering a sanctuary just minutes from the vibrant pulse of Downtown Sarasota and the world-renowned sands of Siesta Key and Lido Beach. The Residence Designed for the connoisseur of fine living, this home boasts a sleek, minimalist aesthetic defined by clean lines and expansive glass. Elevated Living: Move effortlessly between floors with your private elevator. The Great Indoors/Outdoors: Massive automated glass doors disappear to create a seamless transition to the resort-style pool deck, perfect for year-round entertaining. Privacy at Your Fingertips: Equipped with cutting-edge Smart Glass technology, windows transition from transparent to opaque instantly for ultimate privacy. Space for Everything: Featuring 5 spacious bedrooms, a dedicated executive office, and a private home gym, there is no better lifestyle or utility. Tech-Forward Luxury This is a fully realized Smart Home, designed for total control and ambiance: Integrated Smart Home System: Control lighting, climate, and security from your device. Whole-Home Audio: An immersive sound system flows through every room and out to the pool deck. Modern Finishes: Premium materials and high-end fixtures throughout reflect a commitment to quality and contemporary style. The Location Located West of 41, 1640 Waldemere St places you in the heart of Sarasota’s most desirable "West of Trail" district. You are seconds away from: Sarasota Memorial Hospital and the medical district. Downtown Sarasota’s fine dining, opera, and boutiques. St. Armands Circle and local beautiful sand beaches. Live the Future of Luxury. This villa isn't just a home; it’s a statement. Call for all details…
Listing is courtesy of: JOSEPH RUSSO, LICENSED R.E. BROKER (941-928-1613)
Listing Agent: Joseph Russo (941-928-1613)
1340 HARBOR DR, SARASOTA, FL 34239
$10,995,000148 Days on yellowkey MLS ID: A4680096
Bed: 4 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5157 Built: 1950 Tax: $23,499 (2024)Community: Harbor AcresSpa: YesSingle Family
Taxes:$23,499
Remarks: Under Construction. Superb New Construction opportunity in Harbor Acres, a one-third-acre waterfront property on the widest part of the neighborhood's deep-water harbor on Sarasota Bay. The views are great and the home is located on a protected, sailboat water basin with no bridges to the Gulf of Mexico. Newer boat dock and boat lifts accommodate up to 15,000-pound boat plus two recreational water craft, making easy access to Sarasota's waterways and the gulf, AND the home was designed by one of the BEST architectural firms, MHK, and under construction by one of the BEST waterfront builders, Voigt Brothers. The floor plan is amazing and the home is available for purchase during the construction phase, which makes it easy for future owners to modify the interior plans to their desires and choose their finishes. Harbor Acres is considered one of the best neighborhoods in Sarasota— and speaking of BEST, it has it all….location, waterfront, appreciation, neighbors. A close-knit community that is close to Downtown Sarasota and in-town amenities yet a half mile to Sarasota Memorial Hospital and Southside Village shops and restaurants. Call for floor plans or to walk the property.
104 WHISPERING SANDS DR #V27, SARASOTA, FL 34242
$759,00021 Days on yellowkey MLS ID: A4695483
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1562 Built: 1968Monthly Fee: $1,739 Tax: $3,421 (2025)Community: Whispering Sands Sec 1Villa
Taxes:$3,421
Remarks: NEWLY REMODELED 3-bedroom, 2-bath freestanding villa with attached 2-car garage in Whispering Sands, one of Siesta Key's premier Gulf-front communities. Offering 1,562 SF of beautifully updated living space, this move-in-ready residence is just a short two-minute walk to your PRIVATE beach access on Siesta Key's world-famous quartz sand beach, consistently ranked among the nation's best.***** Thoughtfully renovated throughout, the villa features a NEW 2025 roof, NEW luxury vinyl plank flooring, fresh interior paint, NEW doors and trim, NEW remote-controlled ceiling fans, recessed lighting, and tubular skylights. The bright kitchen showcases soft-close white cabinetry, granite countertops, designer backsplash, and GE and Bosch stainless steel appliances. French doors open to a private gated brick-paver courtyard, perfect for relaxing or entertaining. The spacious primary suite includes a custom second walk-in closet, while both bathrooms have been updated with granite-topped vanities and modern fixtures. The flexible third bedroom is ideal as a guest room, home office, or den.***** The oversized 2-car garage offers extensive built-in cabinetry, a NEW full-size washer and dryer, epoxy flooring, and utility sink. Additional features include plantation shutters, custom window treatments, a tankless water heater, and water softener.***** Enjoy the best of Siesta Key living with private beach access, beautifully maintained grounds, resort-style amenities, and a prime location near Siesta Key Village's shopping, dining, and entertainment. A rare opportunity to own a fully remodeled villa in one of Siesta Key's most sought-after beachfront communities.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Tracy Srodes (813-267-1312)
850 S TAMIAMI TRL #604, SARASOTA, FL 34236
$289,15058 Days on yellowkey MLS ID: A4691470
0 Days Off yellowkey (back on 6/5/2026)
REDUCED by $10,350 (3.5%) on 05/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 980 Built: 1998Monthly Fee: $625 Tax: $1,847 (2025)Community: Central Park Sec 2 Ph 1Spa: YesCondo
Taxes:$1,847
Remarks: Under contract-accepting backup offers. Urban convenience meets relaxed Sarasota living in this light-filled 2-bedroom, 2-bath condo at Central Park II, just minutes from Downtown Sarasota, the Bayfront, and the beaches. Step inside to an inviting open-plan living and dining area that flows to a private screened lanai, creating an easy indoor-outdoor lifestyle perfect for morning coffee or evening wind-downs. The Nicely Updated Kitchen offers ample cabinet space and a functional layout. Each bedroom features an adjacent full bath, generous closet space, and natural light, making this nearly 1,000-square-foot condo feel comfortable and livable whether you use it seasonally or year-round. Central Park II is known for its lush, park-like setting with sidewalks that wind past mature trees, and plenty of green space to enjoy the outdoors without leaving home. Resort-style amenities include a heated pool and spa, tennis, a fitness room, clubhouse, and grilling and picnic areas, giving you multiple ways to relax, socialize, or stay active close to home. And Did I mention the DOCK WITH KAYAK LAUNCH?? Direct Access to Hudson Bayou making it easy for your friends to pick you up on their boat. There is On-Site Kayak Storage and Bike Storage for your convenience. The LAUNDRY is INSIDE the UNIT! The Condo Fee Includes everything except Electricity making Day-to-day living stays simple and low maintenance. The AC is from 2022 and is serviced regularly. The location is the star: you are less than a mile to Marina Jack and Bayfront Park, close to Selby Gardens, and just a short stroll or bike ride to downtown dining, shopping, theaters, and the Saturday farmers market. You can Hop right onto Legacy Trail down the street for a Bike Ride. A two-story Publix across the street makes grocery runs incredibly convenient, and you are only a short drive to world-famous Siesta Key Beach, St. Armands Circle, and area golf courses. Whether you are seeking a primary residence, a Sarasota getaway, or an investment opportunity, this move-in-ready condo that offers an unbeatable blend of lifestyle, location, and value in the heart of Sarasota. MAKE AN APPOINTMENT TODAY!
Listing Agent: Jeremy Egglefield (941-809-9200)
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