Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
4737 VIGNETTE WAY, SARASOTA, FL 34240
$324,900127 Days on yellowkey MLS ID: A4679909
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1758 Built: 2018Monthly Fee: $127 Tax: $2,108 (2025)Community: Artistry Ph 1ATownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,108
Elementary School: Tatum Ridge Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Nestled in the heart of Sarasota, FL, this captivating end unit townhouse offers a blend of comfort, style, and convenience that is hard to match. Designed with modern living in mind, this property promises to be the perfect backdrop for both your everyday moments and your most cherished memories. With a generous interior spanning 1,758 square feet, this home provides ample space for families, professionals, and anyone in between. Boasting 3 well-appointed bedrooms and 2.5 luxurious bathrooms, this townhouse caters to your need for space and privacy. The master suite is a serene retreat, featuring a lavish double vanity and an expanded walk-in tile shower that turns every day into a spa day. Each bedroom is flooded with natural light, creating inviting spaces that you'll love waking up in. The heart of the home is its open layout kitchen, where functionality meets elegance. Complete with a breakfast bar, it's the perfect spot for morning coffee, quick meals, or entertaining guests. The kitchen flows seamlessly into the living and dining areas, making it easy to enjoy each other's company without missing a beat. Step outside to the paver covered patio, and you'll find a versatile space ideal for relaxing, grilling, or simply enjoying Florida's beautiful weather. This outdoor area is an extension of the home's living space, where you can unwind or host gatherings with ease. For your convenience, this townhouse comes with a 1-car garage, providing secure parking and additional storage solutions. The thoughtful details and high-value upgrades evident throughout the home are a testament to its meticulous upkeep. Located in Sarasota, this home not only offers a peaceful residential setting but also places you close to all the action. From pristine beaches, vibrant dining scenes, to diverse shopping options, everything you love about Florida living is just a stone's throw away. Whether you are indulging in the local culture or enjoying the natural beauty of the surroundings, this location leaves nothing to be desired. This property represents a rare opportunity to own a slice of Sarasota's finest. Offering the perfect combination of style, convenience, and location, it's ready to welcome you home. Don't miss your chance to experience modern living at its best. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
1350 MAIN ST #1703, SARASOTA, FL 34236
$1,295,000377 Days on yellowkey MLS ID: A4653120
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2232 Built: 2007 Tax: $11,828 (2025)Community: 1350 Main ResidentialCondo
Taxes:$11,828
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. This is an unbeatable opportunity at the new price to enjoy sophisticated urban living in the heart of downtown Sarasota at 1350 Main where friendly staff and the walkability factor are key. Step into the perfect blend of style and comfort in this stunning 2-bedroom, 2.5-bath condominium located in the exciting cultural and culinary district of downtown. This sleek residence features a modern design offering an open-concept layout that seamlessly connects the living, dining, and kitchen area. Engineered hardwood floors flow throughout the public space, while expansive windows flood the interior with natural light. The kitchen is equipped with top-of-the-line KitchenAid appliances, high-end finishes, natural stone counters and abundant cabinet space. Retreat to the massive primary suite, featuring a private terrace, a custom walk-in closet, and ensuite bath with a soaking tub, separate walk-in shower and dual sinks. There is plenty of space for a separate sitting area or an office. The well-appointed guest suite also includes its own bath and large walk-in closet ensuring privacy and comfort for visitors. Enjoy resort-style amenities including a heated pool and spa, outdoor grilling area, stylish clubroom, 24-hour concierge service, secured entry, a designated storage unit and deeded parking spaces in the private parking garage. Management and maintenance are exceptional with probably the best maintenance supervisor in all of Sarasota. You can’t ask for a better location – just a short walk to Whole Foods, fine dining, the Opera House, boutique shopping, art galleries, Bayfront Park, and Marina Jack. Urban sophistication, contemporary luxury, and an unbeatable location – this is downtown living at its finest.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
1751 FLOYD ST, SARASOTA, FL 34239
$1,495,000105 Days on yellowkey MLS ID: A4682724
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 2881 Built: 1926 Tax: $512 (2025)Community: Matheneys SubSingle Family
Taxes:$512
Middle School: Brookside Middle
Remarks: In the "heart" of the most popular West of Trail neighborhood, step into a rare piece of Sarasota history just a short stroll to Southside Village restaurants and shops, downtown and 2 blocks to Sarasota Memorial Hospital. Behind a classic white picket fence, this 1926 home welcomes you with a generous yard framed by mature landscaping and colorful gardens. A cozy front porch sets the tone for your entrance into timeless architectural details which blend seamlessly with modern updates. Wood floors run throughout the living areas with natural light pouring in through numerous windows. Tall ceilings are complimented by original wood trim. All the details we love in an older home yet with many updates. The main home offers 2,575 sq ft thoughtfully laid out for everyday living and entertaining. The main level features multiple living spaces, separate dining room, a guest bedroom, a dedicated office and laundry room. Upstairs, the spacious owner's suite plus an additional bedroom with ensuite bathroom provide comfort and privacy. The remodeled kitchen is beautifully appointed with granite counters and custom cabinetry AND....a charming 306 sf studio-style guest cottage that has its own entrance and patio. COME SEE THIS BEAUTY, you will LOVE it.
Listing Agent: Barbara May (404-822-9264)
4611 FRUITVILLE RD, SARASOTA, FL 34232
$999,90055 Days on yellowkey MLS ID: A4689166
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1495 Built: 1950 Tax: $5,698 (2025)Community: Acreage & UnrecSingle Family
Taxes:$5,698
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Three bedroom , 2 bathroom residence sits on this amazing piece of property with just over 1 acre of land! You have frontage on Fruitville road and a 2nd way to access the property from Simmons ave. Great opportunity goes with this amazing location! So much can be done with this zoning or you can just rent out the home for income until you are ready. Owner is agent
Listing is courtesy of: MEADOWS REAL ESTATE SERVICES (941-556-9440)
Listing Agent: Joseph Knight (941-556-9440)
1354 WESTWAY DR, SARASOTA, FL 34236
$3,785,000230 Days on yellowkey MLS ID: A4668129
REDUCED by $200,000 (5.0%) on 05/04/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3364 Built: 1962 Tax: $41,246 (2025)Community: Lido ShoresSpa: YesSingle Family
Taxes:$41,246
Remarks: In the coveted enclave of Lido Shores, a community celebrated for its architectural innovation, this striking modern residence stands as a true work of art by renowned architect Guy Peterson. A symphony of clean lines, open volumes, and coastal serenity, the home captures the very essence of Sarasota’s modernist heritage while embodying an effortless sense of luxury and calm. Walls of glass dissolve boundaries between interior and exterior, flooding every space with natural light and blurring the line between home and horizon. In 2022, a thoughtful transformation elevated both form and function, introducing a new dining area, a versatile family room that doubles as a library, enhanced storage, and a dedicated laundry space, all executed with Peterson’s signature restraint and precision. Outdoors, the living experience unfolds across three distinct retreats, each its own expression of tranquility. A Japanese-inspired front courtyard with a water feature welcomes guests with meditative grace. At the center, a lap pool and heated spa anchor the heart of the home, surrounded by lush gardens, a Wolf outdoor grill, and generous lounge areas ideal for entertaining. A third, private garden extends from the primary suite, offering an intimate sanctuary designed for reflection and repose. Inside, refined simplicity defines every space. The open-concept plan seamlessly connects the main living area, dining room, and gourmet kitchen, outfitted with Wolf and Sub-Zero appliances, custom maple cabinetry, and white quartz surfaces that echo the home’s modern aesthetic. The primary suite, with direct access to its secluded courtyard, features a bespoke closet system and serene ambiance that completes this private retreat. Set within a community offering exclusive access to a private Gulf-front beach, this residence transcends the notion of home. It is an architectural statement, an emblem of modern Sarasota design and a rare opportunity to own a piece of its enduring legacy.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
3908 CENTER GATE CIR #27, SARASOTA, FL 34233
$315,000144 Days on yellowkey MLS ID: A4677107
0 Days Off yellowkey (back on 5/4/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1462 Built: 1979Monthly Fee: $475 Tax: $3,442 (2025)Community: Center Gate Village 1Villa
Taxes:$3,442
Remarks: Under contract-accepting backup offers. Are you looking for a move in ready, maintenance free villa that you don't have to renovate, replace floors, rip out carpet, repaint, and drain your bank account? This is the property for you! There isn't much that hasn't been updated, upgraded, redone or replaced in this Center Gate home just south of Bee Ridge in Sarasota. All of the major items have been replaced including: Roof 2023 *** Hurricane Impact Cat 5 Windows, Doors, Steel Garage Door and Sliders 2023 ($45,000) *** Kitchen Appliances all new since 2024 *** LG Washer and Dryer 2025 *** Water Heater 2025 *** Brick Pavers on lanai and Porches 2023 *** Garage Floor Epoxy and Fire Door Added 2024 *** Lanai Ceiling Remodel 2023 *** And wait there is more... Owners also made these upgrades: Garbage Disposal, Kitchen Light and Faucet, Toilets, Bathroom Faucets, Painted Guest Bathroom and Living Room, Most of the Fans and Fixtures in the house, Blackout Drapes, and just had the grout professionally cleaned. Don't bother with these fixer uppers, bring your suitcase, drop it at the house, and head to the beach because you won't be lifting a finger. Center Gate has reasonable fees, a stable budget and reserves, community pool, and fees include cable, lawn maintenance, community pool, and building insurance. You will be hard pressed to find a cleaner property than this one on the market today.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Cody Craig (941-497-6060)
2115 SHADOW OAKS RD, SARASOTA, FL 34240
$775,000204 Days on yellowkey MLS ID: A4670853
2 Days Off yellowkey (back on 5/4/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2186 Built: 1979 Tax: $6,683 (2025)Community: Shadow OaksSpa: YesSingle Family
Taxes:$6,683
Remarks: Discover this tranquil lifestyle; Imagine coming home at the end of the day to a peaceful retreat with over an acre of land and a private pond. This one-owner two-story pool home is perfectly situated at the end of a quiet cul-de-sac in the heart of Sarasota. This residence offers privacy and charm with tranquil pond views from the backyard and direct water access for kayaking or relaxing by nature. Inside, you'll find three spacious bedrooms and two-and-a-half bathrooms with luxury vinyl plank flooring throughout the main living areas. The inviting family room features a cozy fireplace, while the living and dining room combination creates the ideal setting for entertaining or every day living. The eat-in kitchen provides plenty of space for casual meals with a view of the pool and yard. Recent updates include a NEW AIR CONDITIONING SYSTEM (2025) and IMPACT WINDOWS for peace of mind. The two-car garage includes the laundry area and plumbing already in place for a future half bath that connects conveniently to the pool area; perfect for outdoor gatherings. Step outside to your private screened pool and patio, surrounded by mature trees and lush landscaping, creating a serene outdoor retreat. No CDD or HOA fees, so bring your boat or RV! Only a short drive to Siesta Key, Lakewood Ranch, Downtown Sarasota and located in a top school district; this home blends solid construction, modern comfort, and a quiet cul-de-sac setting for the perfect Florida Lifestyle.
Listing Agent: Angela Adams (941-809-9760)
1821 LINCOLN DR, SARASOTA, FL 34236
$5,425,000196 Days on yellowkey MLS ID: A4669453
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3906 Built: 2026 Tax: $4,417 (2024)Community: Avondale RepSpa: YesSingle Family
Taxes:$4,417
Tax Year: 2024
Remarks: Under Construction. This exceptional, boater’s residence is ideally positioned on Hudson Bayou, designed to impress at every turn. Showcasing the very best of Sarasota’s waterfront lifestyle, the property features outstanding boating amenities, including 80 feet of new concrete seawall and cap, a private dock with lift and davit, and convenient bay and Gulf access beneath two fixed bridges. Spanning 3,906 square feet, the “Callie” model blends modern elegance with effortless livability. From the moment you arrive at 1821 Lincoln Drive, handcrafted iron doors open to a dramatic foyer with soaring ceilings and a striking open staircase. Beyond, captivating sightlines lead through the home to the sparkling pool, lush landscaping, and tranquil bayou. Light-filled interiors highlight refined finishes and distinctive architectural details. The great room, complete with an entertainment wall and formal dining area, is enhanced by a full wall of pocketing glass doors that seamlessly connect indoor and outdoor living spaces. The outdoor retreat is equally impressive, featuring a heated saltwater pool and spa, a covered cooking area, dining space, and additional screened seating—perfect for both lively gatherings and peaceful relaxation. At the heart of the home, the sleek island kitchen boasts high-end appliances, quartz countertops, solid wood cabinetry, and a butler’s pantry. The expansive primary suite occupies the full depth of the home, offering a private sanctuary with a dedicated study, oversized walk-in closet, and a luxurious bath with a freestanding soaking tub and glass-enclosed shower. Additional highlights include a downstairs bonus room with pool bath, a secluded guest suite with private bath, and a planned elevator shaft for easy access to the upper level, where additional ensuite bedrooms and a game room await. Located in the historic Avondale neighborhood, just south of downtown Sarasota, this home is surrounded by majestic, tree-lined streets and multi-million-dollar estates. It also lies within the highly regarded Southside School District, known for its exceptional academic offerings. Combining a prime waterfront location, state-of-the-art features, and impeccable design, this residence represents a rare opportunity. Crafted by the award-winning team at Allegra Homes, it stands as a statement of refined living and a lasting investment for the discerning buyer.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
6234 MIDNIGHT PASS RD #307, SARASOTA, FL 34242
$1,100,00032 Days on yellowkey MLS ID: A4692040
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1105 Built: 1979 Tax: $9,703 (2025)Community: Siesta Dunes BeachCondo
Taxes:$9,703
Elementary School: Phillippi Shores Elementary
Remarks: Siesta Key offer this Two Bedroom, Two Bath home with Full Views of the Gulf of Mexico. Turnkey furnished. Carport and storage closet. Screened lanai. Weekly rental can give you extra income. Both bedrooms have walk-in closets. Impact windows. You can enjoy the beach chairs and lounges on the famous "White Sand Beach", Gulf front circular pool that is the centerpiece of the community. On-site management. This centrally located community is near shopping and restaurants. It is a short trolley ride to Siesta Key Village.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Marlene Marshall (941-539-8850)
4922 COMMONWEALTH DR, SARASOTA, FL 34242
$1,795,000249 Days on yellowkey MLS ID: A4666313
4 Days Off yellowkey (back on 4/14/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2767 Built: 1995 Tax: $6,523 (2025)Community: Siesta BeachSpa: NoSingle Family
Taxes:$6,523
Remarks: Welcome your Siesta Key dream home Commonwealth Drive, a stunning custom residence located directly on the Grand Canal. This four bedroom, four bathroom home exudes island style and warmth from the moment you see it. The Key West style build has a concrete base level, hardy plank cement siding, and a standing seam metal roof. The main living areas all give way to sunny and palm-lined views of pool deck with saltwater canal in the background. The open living areas on the main level feature hardwood flooring, a gas built-in fireplace, built-in shelving, and lots of windows to enjoy the view. The primary suite features lots of space, dual walk-in and an upper level balcony with incredible views. There’s a second larger suite with sitting area to make guests feel at home, and two more bedrooms for the ultimate in flexibility. This home is truly all about the location- want to go paddleboarding or out on your kayaks? Right in the back yard. The beach is just a few blocks away and the northern Siesta Key location gives easy access to downtown Sarasota and beyond. If you’re looking for the perfect combination of space, privacy, convenience, and of course a little sand between your toes- this may be the perfect home for you. Boaters will also love this Grand Canal location, with only one large fixed bridge and easy access to Sarasota Bay. Don’t hesitate, schedule your showing of this fine home today!
Listing Agent: Drew Russell (941-993-3739)
783 BIRDSONG LN, SARASOTA, FL 34242
$999,900211 Days on yellowkey MLS ID: A4670796
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1905 Built: 1973 Tax: $11,733 (2025)Community: Siestas Bayside Waterside SouthSpa: NoSingle Family
Taxes:$11,733
Remarks: Experience Coastal Living at its finest in this turnkey-furnished, three-bedroom, two-bath retreat tucked away on a quiet cul-de-sac in a private community just minutes from the beach! This home features the ULTIMATE OUTDOOR living space with numerous updates offering the perfect blend of style, comfort, and low-maintenance lifestyle. As you step through the front door, you’re greeted by a bright open floor plan enhanced by tasteful coastal décor and tile flooring. Multiple dining and entertaining spaces flow effortlessly into the spacious family room, ideal for relaxing or hosting guests, with direct access to the stunning pavered pool area. The beautifully appointed kitchen features stainless steel appliances, abundant counter space, and a convenient breakfast bar for additional seating. Retire to the serene primary suite which offers a walk-in closet and a well-designed bath with dual sinks, and opens directly to the INCREDIBLE new 21' x 24' covered lanai—an inviting extension of your living space. This IMPRESSIVE private outdoor oasis features pavers, remote-controlled ceiling fans, sconce lighting, and a remarkable sunset overlooking the relaxing pool complete with dramatic lighting for that special ambience. Enjoy privacy and seclusion in your backyard retreat which is fully enclosed with a 7 foot vinyl fence. An outdoor shower adds convenience after a day at the beach. The exterior has been expertly refreshed with new hardiplank siding, fresh paint, and attractive stone accents. A premium landscaping package includes full irrigation, shell for low maintenance, and landscape lighting to set the perfect atmosphere. Additional upgrades elevate peace of mind and efficiency: a 2024 roof, hurricane-rated windows and doors, new pool pump, attic insulation, new garage door and opener, and a newly pavered front walkway and driveway with a charming sitting area and extra parking. This beautiful home reflects pride of ownership and detail with so many updates and most important no flooding during the storms! Ideally located close to Siesta Key Village, just one mile from world-renowned Siesta Key Beach, and near shopping, dining, and ODA school, this home is perfectly suited as a primary residence, vacation retreat, or exceptional rental opportunity!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Lori Lockhart, Pa (941-724-0595)
50 CENTRAL AVE #14B, SARASOTA, FL 34236
$1,400,000215 Days on yellowkey MLS ID: A4670232
REDUCED by $60,000 (4.1%) on 05/04/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1671 Built: 2005 Tax: $15,286 (2024)Community: Plaza At 05 Points ResidencesSpa: YesCondo
Taxes:$15,286
Remarks: Back on market following a busy rental season, and seller is motivated! Experience the essence of Sarasota’s urban living in this exquisitely updated two-bedroom, two-bath residence at Five Points Plaza, one of the city’s most sought-after addresses. Spanning 1,671 square feet, this beautifully appointed home combines elegant design, modern upgrades, and an unmatched downtown location. The chef-inspired kitchen is a masterpiece of coastal refinement, featuring GE Profile stainless steel appliances, Kohler fixtures, and an Ann Sacks designer tile backsplash. Polished quartz countertops create a sleek, inviting surface for entertaining, while the open-concept layout flows effortlessly into the dining and living areas. A custom solid maple built-in adds architectural warmth and sophistication, perfect for displaying art, books, or media. Step outside to your expansive private terrace, accessible from both bedrooms and the living room, offering stunning views of Sarasota Bay and the vibrant city skyline. The terrace extends your living space, ideal for morning coffee, dining al fresco, or cocktails at sunset. The primary suite is a tranquil retreat featuring a cozy sitting area that doubles as a reading nook or home office. A motorized window shade provides effortless privacy and light control, creating a restful atmosphere day or night. Both bathrooms showcase Kohler fixtures and sinks, while the guest bath features a custom solid oak vanity with artisan craftsmanship. At Five Points Plaza, every detail reflects convenience and peace of mind. Enjoy 24-hour concierge service, on-site management, secure garage parking, and resort-style amenities including a heated pool, state-of-the-art fitness center, and spacious entertainment areas. This property represents a rare opportunity to own a piece of downtown Sarasota’s lifestyle where, convenience, location, and livability converge.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Melissa Perrigoue (941-894-7165)
1917 BAHIA VISTA ST, SARASOTA, FL 34239
$1,100,000147 Days on yellowkey MLS ID: A4676931
1 Days Off yellowkey (back on 5/4/2026)
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2160 Built: 1941 Tax: $11,519 (2025)Community: Avondale RepSpa: NoSingle Family
Taxes:$11,519
Remarks: Under contract-accepting backup offers. A rare and soulful architectural treasure tucked within Avondale, one of Sarasota’s most enduring and affluent neighborhoods since the early 1900s. Located at 1917 Bahia Vista Street, this mid-20th-century residence offers a once-in-a-lifetime opportunity to own a home where timeless design, authentic character, and lush tropical privacy converge. Set on a supremely private, verdant lot, the main residence features three bedrooms, three bathrooms, and a sun-drenched Florida room that seamlessly blends indoor living with the surrounding gardens. Original hardwood floors, crown molding, and a classic fireplace anchor the home with warmth and historic charm, while expansive windows and plantation shutters bathe each space in natural light. Thoughtfully proportioned living and dining areas create an elegant yet inviting atmosphere—perfect for both intimate gatherings and relaxed everyday living. The kitchen embraces vintage appeal with crisp white cabinetry, contrasting black-and-white tile flooring, and an arched doorway that nods to the home’s architectural heritage. Beyond the interior, the property unfolds into a lush tropical oasis, where a sparkling pool and elevated wood decking are enveloped by mature palms and greenery, offering complete privacy and a true resort-like setting. Adding to the home’s versatility is a detached guesthouse with a kitchen, ideal for hosting family and friends, creating a private home office or studio, or accommodating multigenerational living. The casita mirrors the property’s charm while providing valuable flexibility rarely found in this coveted location. This is more than a home—it’s a special moment. A chance to secure a distinctive Sarasota gem for the buyer who values character, craftsmanship, and mid-century architecture, all just minutes from downtown Sarasota, Southside Village, and world-class beaches. Properties like this rarely come to market—1917 Bahia Vista Street is an invitation to own something truly unforgettable.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
6006 MIDNIGHT PASS RD #48, SARASOTA, FL 34242
$405,00030 Days on yellowkey MLS ID: A4691484
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 420 Built: 1960 Tax: $2,987 (2025)Community: Casa MarSpa: NoCondo
Taxes:$2,987
Remarks: Great opportunity to own in Casa Mar on Siesta Key with strong value-add potential. Studio unit with updated lower kitchen cabinetry, quartz countertops, and stainless sink already in place. Unit is ready for buyer to install appliances and replace A/C—priced accordingly. Ideal for investors or buyers looking to customize. Premium location within the community with pool directly behind the unit and easy access to the beach path leading to Siesta Key’s world-renowned powdery quartz sand and breathtaking Gulf sunsets. Enjoy the true island lifestyle with morning walks on the beach, warm evening breezes, and some of the most spectacular sunsets on Florida’s Gulf Coast just steps away. Weekly rentals permitted—excellent income potential. Condo association includes cable, internet, water/sewer, building insurance, and exterior maintenance.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Susan Beaver, Llc (732-489-3727)
1865 ORCHID ST, SARASOTA, FL 34239
$1,895,00060 Days on yellowkey MLS ID: A4688669
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2252 Built: 1953 Tax: $17,715 (2025)Community: Poinsettia Park 2Spa: YesSingle Family
Taxes:$17,715
Remarks: Welcome to your dream home in Sarasota’s coveted West of Trail neighborhood—one of the area’s most sought-after locations, known for its quiet, tree-lined streets, upscale homes, and unbeatable proximity to the water. This beautifully designed 4-bedroom, 3-bathroom residence offers the perfect blend of comfort, style, and income potential, complete with a spacious garage for added convenience. Inside, you’ll find a thoughtfully curated layout that effortlessly balances everyday living with entertaining, featuring open, inviting spaces filled with natural light. Step outside to your own private retreat. The brand-new heated pool and spa create a true Florida oasis—perfect for relaxing afternoons, entertaining guests, or enjoying warm evenings year-round. Living West of Trail means being just moments from the best of Sarasota. You’re minutes to the powdery white sands of Siesta Key Beach, consistently ranked among the top beaches in the country, as well as the vibrant culture, dining, and shopping of Downtown Sarasota. The area is prized for its blend of coastal charm, walkability, and access to top-rated schools, making it highly desirable for both homeowners and vacation guests. Whether you’re seeking a personal retreat, a luxury vacation home, or a high-performing investment property, this residence delivers on every level. Don’t miss the opportunity to own a move-in-ready home in one of Sarasota’s premier locations.
Listing Agent: Tina Ellis (512-550-1117)
3259 BENEVA RD #101, SARASOTA, FL 34232
$203,00062 Days on yellowkey MLS ID: A4687468
REDUCED by $10,000 (4.7%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 876 Built: 1975 Tax: $1,509 (2025)Community: Village Brooke Sec 1Condo
Taxes:$1,509
Elementary School: Wilkinson Elementary
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)
5880 MIDNIGHT PASS RD #906, SARASOTA, FL 34242
$1,150,000214 Days on yellowkey MLS ID: A4670194
REDUCED by $45,000 (3.8%) on 04/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1642 Built: 1982 Tax: $7,217 (2024)Community: CasarinaCondo
Taxes:$7,217
Remarks: The least expensive unit in the sought-after Casarina on Siesta Key with another price reduction of $50,000! This Top-floor unit offers stunning views of Siesta Beach and all the comforts of home. The interior has been tastefully updated with modern finishes and stylish decor. The unit is being sold furnished (minus few staging items). The kitchen has newer cabinets and upgraded appliances. Enjoy the spaciousness of the living/dining combination area and be drawn to the expansiveness of the enclosed patio where you can enjoy evening sunsets. The 17-by-12-foot primary bedroom has luxury vinyl flooring and room for a small desk area. The primary bath has new vanities, mirrors and lighting. Casarina has seven acres of newly planted tropical landscaping and 200 feet of private beach. The main lobby has recently been updated. Spend your days swimming in the heated pool, soaking in the spa, playing tennis, pickleball, basketball or simply enjoying the quiet beauty of the #1 Siesta Key Beach. With covered parking, a secure lobby and an on-site manager, everything you need is right here. Enjoy being close to the shops and restaurants of Siesta Village and only minutes from downtown Sarasota’s arts, dining and world-class healthcare. This is your chance to own and live in beautiful Sarasota. Owner has paid all the present assessments for the new upgrades to the property and building.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Robert Sherman (941-313-1301)
3576 SAN REMO TER, SARASOTA, FL 34239
$5,799,995389 Days on yellowkey MLS ID: A4652012
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 6091 Built: 2009Monthly Fee: $13 Tax: $23,607 (2024)Community: San Remo EstatesSpa: YesSingle Family
Taxes:$23,607
Remarks: One or more photo(s) has been virtually staged. 3576 San Remo Terrace – A Waterfront Masterpiece in Sarasota Discover the pinnacle of coastal luxury at this exquisite estate, nestled in the highly sought after San Remo Estates. Offering the best views over Roberts Bay, this 6,091-square-foot residence seamlessly blends timeless elegance, modern sophistication, and unparalleled waterfront access. With an unrivaled location & architectural grandeur it is positioned just over the North Bridge to Siesta Key, this estate delivers spectacular bay views without the flood risks or accessibility challenges often associated with barrier island living. Set on the preferred side of San Remo Terrace, the home enjoys mesmerizing sunset panoramas, deep-water access to the Gulf, and a private, tree-lined setting. A grand custom entryway welcomes you into a world of refined luxury, where turquoise water vistas and the gentle movement of passing boats create an immediate sense of tranquility. The circular paver driveway, lush tropical landscaping, and striking architectural design set the tone for an extraordinary living experience. Designed for entertaining and everyday indulgence. The expansive open floor plan is tailored for both grand gatherings and intimate moments. A grand salon, spacious family room, and a fireplace-accented dining space establish an inviting atmosphere for hosting. The chef’s kitchen is a culinary masterpiece, featuring dual islands with exotic stone countertops, a six-burner gas stove with griddle, double ovens, warming drawer, and an oversized refrigerator/freezer—crafted for culinary excellence. A wet bar and 625-bottle climate-controlled wine room provide the ultimate setting for connoisseurs and casual entertainers alike. With 4 bedrooms, 4.5 baths, an oversized office, and a versatile upstairs entertaining space, this home offers unmatched comfort and functionality. The primary suite on the main floor serves as a serene haven, complete with a luxurious en suite bath, while a private guest suite on the second floor ensures exclusivity for visitors. Step outside into a world of unparalleled alfresco luxury. A resort-style infinity-edge pool takes center stage, surrounded by an expansive paver deck with multiple seating and dining areas—perfect for sun-drenched afternoons or moonlit gatherings. Lush landscaping wraps this serene retreat, creating an oasis for relaxation or playful indulgence. For boating enthusiasts, this estate presents unmatched access to Sarasota’s famed waterways. Brand-new dock & 10,000-lb boat lift Kayak & paddleboard access Fortified seawall The Best of Sarasota Living! This home offers effortless proximity to downtown Sarasota, Siesta Key’s award-winning beaches, fine dining, top-tier schools, and world-class healthcare facilities. Don’t miss the rare opportunity to make this timeless, Tuscan, luxurious waterfront estate your own!
Listing is courtesy of: COMPASS FLORIDA LLC (305-851-2820)
Listing Agent: Deanalita Edelson (941-343-7677)
771 JOHN RINGLING BLVD #7, SARASOTA, FL 34236
$529,500277 Days on yellowkey MLS ID: A4663602
REDUCED by $20,000 (3.6%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 938 Built: 1965 Tax: $5,888 (2024)Community: Sarasota Harbor EastCondo
Taxes:$5,888
Middle School: Pine View School
Remarks: Direct Waterfront, newly updated 2 bedroom 2 bath end unit with hurricane resistant windows and sliders. Sarasota Harbor East, a premier 55+ maintenance-free community in one of the most desirable bayfront locations in Sarasota! Just minutes from downtown Sarasota, St. Armands Circle, Lido Beach, and directly across from the Sarasota Yacht Club, this community offers an unmatched combination of convenience, charm, and waterfront living. This residence features a fully glass-enclosed lanai—perfect for soaking in the spectacular waterfront views. The unit also comes with a covered parking space plus ample guest parking. Community highlights include: Free boat docks for sailboats or powerboats up to 30’ (first-come, first-serve), heated waterfront pool with stunning bay views, community gas grill and picnic area, secured covered bicycle shed & kayak storage, individual storage bins for residents. With its unbeatable location, Sarasota Harbor East is a rare opportunity to own in one of Sarasota’s most sought-after waterfront communities.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Janice Melzer Langa (941-404-0802)
5302 LAS ROSAS, SARASOTA, FL 34242
$725,000307 Days on yellowkey MLS ID: A4659614
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1184 Built: 1962Monthly Fee: $4 Tax: $3,190 (2024)Community: Sarasota BeachSingle Family
Taxes:$3,190
Remarks: Welcome to Palm Island, the Heart of Siesta Key!! Palm Island is an Island on an Island, located a short walk to World Famous Sugery Sands of Siesta Key Beach (Beach Access 10) and Siesta Village. With only one small humpback bridge on & off, this beachy neighborhood is a quiet oasis that is close the beach, restaurants and nightlife that makes this area so desirable. Great opportunity to build your dream home or use the current home as an investment or just enjoy the Island lifestyle. Current home has 2 bedrooms, 2 baths and a 2-car garage. Terrazzo floors throughout. The fenced back yard is a Tropical Paradise for taking in the soothing Gulf Breeze.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Dan Miller (941-376-7442)
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