Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
340 S PALM AVE #14, SARASOTA, FL 34236
$1,250,00055 Days on yellowkey MLS ID: A4690211
REDUCED by $100,000 (7.4%) on 05/05/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1774 Built: 1998 Tax: $9,959 (2025)Community: SarabandeSpa: YesCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,959
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Set along the iconic South Palm Avenue, renowned for its quiet sophistication and gallery-lined streets, Residence #14 at Sarabande Sarasota offers a rare opportunity to own a home defined by protected, unobstructed views of Sarasota Bay. THIS is Palm Avenue living at its most refined, where a neighborhood-like setting meets effortless access to art galleries, boutique shopping, acclaimed dining, and Whole Foods Market all just moments away, yet peacefully removed from the pace of downtown. A THOUGHTFULLY DESIGNED RESIDENCE: Spanning 1,776 square feet, this residence offers two bedrooms + an office/den and two bathrooms, designed with both privacy and versatility in mind. A PRIVATE GUEST SUITE positioned at the entrance of the residence creates a welcoming yet secluded experience for visitors. A MULTI-FUNCTIONAL OFFICE/DEN, complete with an in-wall Murphy bed, easily transforms into a third bedroom. THE OPEN CONCEPT KITCHEN is spacious and inviting, perfect for those who love to cook while remaining connected to guests. THE GREAT ROOM is filled with natural light and framed by lush palm-lined greenery, creating a serene backdrop that enhances the home’s tranquil ambiance. THE VIEW: Protected, Enduring, Exceptional! WHAT truly elevates this residence is its unique positioning on the first full level of residences, offering a rare combination: 1 - Peek-a-boo yet unobstructed view of Sarasota Bay. 2 - A vantage point that balances privacy, greenery, and water 3 - Protected sightlines that enhance long-term value and desirability. Enjoy city and bay views from the great room primary suite and terrace, an understated yet powerful feature for the discerning buyer seeking a view that endures. STEP onto your private terrace, perfectly suited for al fresco dining, morning coffee, or sunset evenings overlooking the bay. ELEVATED COMFORT AND CONVENIENCE: DEDICATED laundry room with sink and stackable washer/dryer. ONE secured parking space, pre-wired for an EV charger. A Private storage unit for storing extra must haves. AMPLE guest parking allows friends and family to visit with ease. A BUILDING THAT WELCOMES YOU HOME! Sarabande Sarasota has recently undergone thoughtful enhancements, including: A refreshed lobby with an inviting arrival experience. Exterior repainting and upgraded elevator systems. THE result is a building that feels polished, welcoming, and aligned with today’s luxury expectations. AMENITIES Designed for Lifestyle & Wellness: Residents enjoy a well-appointed collection of amenities, including: -Club Room for entertaining and social gatherings -Board/Conference Room for business needs -Two pools, including a dedicated lap pool -Spa and steam room for relaxation and rejuvenation. There is also a Fitness center with a private room to accommodate personal massage services. Enjoy the outdoor grilling area for casual entertaining poolside. A lifestyle that seamlessly blends wellness, convenience, and community. THE PALM AVENUE LIFESTYLE - For the buyer seeking a quiet, refined setting with protected Sarasota Bay views, Residence #14 offers a compelling opportunity where location, layout, and lifestyle align with intention. SCHEDULE your private showing and experience Palm Avenue living firsthand.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Lisa Otte (941-281-5472)
1350 MAIN ST #1703, SARASOTA, FL 34236
$1,295,000386 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
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
$1,495,000114 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
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
$999,90064 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
$3,785,000239 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 Agent: Joel Schemmel (941-587-4894)
3908 CENTER GATE CIR #27, SARASOTA, FL 34233
$315,000153 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
$775,000213 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
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
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
$5,425,000205 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
$1,100,00041 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)
50 CENTRAL AVE #14B, SARASOTA, FL 34236
$1,400,000224 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)
1865 ORCHID ST, SARASOTA, FL 34239
$1,895,00069 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 is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Tina Ellis (512-550-1117)
3576 SAN REMO TER, SARASOTA, FL 34239
$5,799,995398 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)
5302 LAS ROSAS, SARASOTA, FL 34242
$725,000316 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)
1050 W PEPPERTREE LN #116B, SARASOTA, FL 34242
$669,00098 Days on yellowkey MLS ID: A4684958
0 Days Off yellowkey (back on 5/2/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1083 Built: 1974 Tax: $5,344 (2025)Community: Peppertree Bay IvSpa: NoCondo
Taxes:$5,344
Remarks: Turnkey coastal living on Siesta Key. Beautifully renovated first-floor Gulf-side garden condominium in the highly sought-after Peppertree Bay Gulf-to-Bay community. This exceptional two-bedroom, two-bath residence has been thoughtfully updated throughout and is offered fully turnkey furnished, creating an effortless opportunity to arrive and immediately enjoy the island lifestyle. The bright end-unit layout features a rare windowed kitchen that fills the living space with natural light, a feature seldom found in comparable garden units. The residence has been extensively improved with brand-new hurricane-impact windows, new flooring throughout, and numerous major system upgrades, including a recently replaced HVAC system, hot water heater, and dishwasher, providing peace of mind and reducing future maintenance expenses for the next owner. In addition, there is expanded square footage, enhancing the overall functionality of the home. The enclosed lanai area overlooks a tranquil lagoon and fountain, offering a peaceful setting for morning coffee or evening relaxation. Additional conveniences include a private in-unit washer and dryer, a dedicated exterior storage room, and assigned parking just steps from the entrance. Peppertree Bay is one of Siesta Key’s most desirable waterfront communities, uniquely positioned Gulf-to-Bay and offering a full suite of resort-style amenities that support a true full-service coastal lifestyle. Residents enjoy private beach access with chairs, two heated swimming pools, tennis courts, pickleball courts, a fitness center, fishing pier, newly updated clubhouse, gas grills, and on-site management with rental services. Ideally located just minutes from Siesta Key Village’s restaurants, shopping, and the world-renowned quartz sand beaches, this beautifully updated residence offers a rare combination of turnkey convenience, meaningful capital improvements, expanded living space, and premier coastal location. While the current owners have chosen not to rent the property, Peppertree Bay’s on-site rental management and strong seasonal demand provide an excellent opportunity for owners who wish to generate rental income.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Renee Nadiv (941-299-4242)
3700 S OSPREY AVE #219, SARASOTA, FL 34239
$209,000117 Days on yellowkey MLS ID: A4682528
REDUCED by $15,900 (7.1%) on 04/29/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979 Tax: $2,688 (2025)Community: Plaza GardensCondo
Taxes:$2,688
Remarks: West of the Trail location perfect for going to the beach or Downtown. Perfect for a winter getaway or full time living. 2nd floor unit with enclosed patio. Beautiful gardens and trees surround the property. 2 bedroom 1 bath (room for another 1/2 bath), dual sinks, on-site laundry, elevator and pets are welcome! A Washer & Dryer may be installed in the unit.One designated parking spot and guest parking available. Water and basic cable included.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Kelly Anderson (941-320-6115)
7809 ALLEN ROBERTSON PL, SARASOTA, FL 34240
$995,00055 Days on yellowkey MLS ID: A4690162
2 Days Off yellowkey (back on 4/29/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2432 Built: 1995Monthly Fee: $742 Tax: $5,049 (2025)Community: Laurel Oak Estates Sec 07Spa: NoSingle Family
Taxes:$5,049
Remarks: Tucked along a quiet cul-de-sac in the Lakeside section of Laurel Oak Estates, this residence is defined by its peaceful setting highlighted by beautiful lake and golf course views that unfold beyond the backyard. From the moment you step inside, the home draws your attention outward—framing the pool, lush landscaping, water, and fairway in a way that feels both open and inviting. Offering more than 2,400 square feet of living space, the three-bedroom layout is designed for comfortable everyday living with an easy flow between spaces. High ceilings, crown molding, and a thoughtful floorplan create a sense of volume, while the main living areas connect seamlessly for both casual living and entertaining. The kitchen serves as a natural gathering point, featuring solid wood cabinetry, built-in elements, a center island, and a casual dining area that opens to the great room. Large windows and sliding glass doors bring in natural light and maintain a constant connection to the outdoor setting. The primary suite offers a private retreat with an en-suite bath, dual vanities, and a walk-in closet. Two additional bedrooms, one bedroom is currently utilized as a flexible office or den, provide space for guests or work-from-home needs. A series of thoughtful updates—including a newer A/C system, hot water tank, plantation shutters, and refreshed interior finishes—enhance the home’s overall appeal. Outdoor living is where this property truly stands out. The screened lanai opens to a beautifully landscaped setting with a heated pool, layered lighting, and a striking outdoor fireplace that creates a natural gathering space in the evenings. Beyond, the lake and golf course provide a wide, tranquil backdrop. Located within the guard-gated community of Laurel Oak Estates Lakeside, residents enjoy a maintenance-free lifestyle for added peace of mind and optional membership to Laurel Oak Country Club, offering two championship golf courses, tennis, dining, and an active social calendar. Conveniently positioned near I-75, the home is just a short drive from Waterside Place, UTC’s shopping and dining district, downtown Sarasota’s cultural amenities, and the Gulf beaches—bringing together privacy, accessibility, and the best of Sarasota living.
Listing Agent: Roger Pettingell (941-387-1840)
5855 MIDNIGHT PASS RD #227, SARASOTA, FL 34242
$499,000146 Days on yellowkey MLS ID: TB8463933
1 Days Off yellowkey (back on 5/2/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1976 Tax: $4,947 (2025)Community: Harbor Towers Y & RCondo
Taxes:$4,947
Remarks: Under contract-accepting backup offers. Have you been searching for your own slice of tropical paradise on Siesta Key? Look no further than this pet-friendly, 2-bedroom, 2-bathroom residence in the perfectly located Harbor Towers Yacht & Racquet Club. This updated home feels fresh and inviting with new luxury vinyl wood-plank style flooring and brand-new hurricane impact-resistant windows for total peace of mind. Harbor Towers is a well-established community situated right in the heart of "The Key," just across the way from the world-famous Siesta Key Beach and a short distance from vibrant shopping and dining. Life here feels like a permanent vacation with access to a resort-style swimming pool, an oversized hot tub, three Har-Tru tennis courts, a fitness center, and a social room with a catering kitchen. Boaters will especially love the on-site marina, where boat slips are available on a first-come, first-served basis for a nominal monthly hook-up fee. Whether you are looking for a primary residence, a seasonal getaway, or a smart investment with a documented rental history, this hidden gem is ready for you. Come and see what makes this such a special place to live!
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Steven Weiss (845-242-5473)
1168 WESTWAY DR, SARASOTA, FL 34236
$3,250,000140 Days on yellowkey MLS ID: A4677843
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2858 Built: 2002Monthly Fee: $42 Tax: $28,934 (2025)Community: Lido ShoresSpa: NoSingle Family
Taxes:$28,934
Remarks: In the sought-after Lido Shores community with deeded beach access, this striking contemporary residence is a rare architectural offering designed by renowned Swiss architect Hans Ritschard. Thoughtfully updated while honoring its modernist roots, the home seamlessly blends timeless design with today’s lifestyle. At the heart of the home is a dramatic atrium, an architectural centerpiece designed for year-round enjoyment. Sixteen-foot floor-to-ceiling windows on three sides frame tranquil views of the 54ftx 18ft covered patio, the lap pool and lush palm-filled grounds, while clerestory windows introduce warm, indirect sunset light from the fourth side. A state-of-the-art climate control system ensures comfort in every season, making this space ideal for gathering, relaxing and entertaining, rain or shine. The newly renovated gourmet kitchen anchors the living spaces, featuring sleek finishes and an open-concept layout that overlooks the atrium, ideal for everyday living and hosting guests while preparing a favorite meal. The residence offers three bedrooms and three baths, along with a versatile ground-level flex space that can easily serve as an additional bedroom, home office or private gym. The lower level includes a walk-out family room with sliding glass doors that open directly to the outdoor living areas, enhancing the home’s seamless indoor-outdoor connection. A two-car garage provides ample storage, including a dedicated closet for beach gear, bikes and recreational equipment.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Kimberly Ide (401-487-6928)
2586 TAMI SOLA ST, SARASOTA, FL 34237
$445,000134 Days on yellowkey MLS ID: A4679191
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1314 Built: 1947 Tax: $5,836 (2025)Community: Avon Heights 2Spa: NoSingle Family
Taxes:$5,836
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 3-bedroom, 2-bathroom home ideally positioned on a spacious corner lot just blocks from Arlington Park featuring a RARE assumable VA mortgage at an incredibly low rate of 2.875%. Inside, you’ll find an inviting open floor plan with luxury vinyl plank flooring throughout and thoughtfully renovated kitchen and bathrooms designed for modern living. Major updates have already been completed for peace of mind, including a newer roof (2019), A/C (2022), and a brand-new 200-amp electrical panel (2025). Step outside to enjoy the spacious, fully fenced backyard—perfect for entertaining or relaxing—with a large wooden deck and paver patio complete with a cozy fire pit. Location truly sets this home apart. Perfectly situated to enjoy the best of Sarasota living, you’re just minutes from the vibrant energy of Downtown Sarasota, the shopping and dining of St. Armands Circle, and the beautiful shores of Lido Beach and Siesta Key. The charm of Pinecraft is also just a short drive away. Enjoy exceptional convenience with Sarasota Memorial Hospital less than half a mile away, easy interstate access within minutes, and public transportation nearby. You’ll also love being within close proximity to Arlington Park and the Sarasota YMCA. With established rental history, this home also presents an excellent opportunity for investors seeking a property in a highly desirable location. Whether you’re searching for a primary residence, seasonal retreat, or income-producing investment, this home offers the ideal combination of updates, location, and lifestyle. Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ashley Wallace (941-302-2586)
3337 SPRING MILL CIR, SARASOTA, FL 34239
$489,000310 Days on yellowkey MLS ID: A4660789
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1989 Built: 1971Monthly Fee: $8 Tax: $3,196 (2024)Community: Village Green Club EstatesSingle Family
Taxes:$3,196
Elementary School: Wilkinson Elementary
Remarks: Price Reduced! Beautifully Updated GOLF COURSE Frontage Home with the ABSOLUTE BEST LOT and BEST Panoramic PRIVATE NATURE GOLF COURSE VIEWS in all of Village Green Club Estates! This Lovely HOME FEATURES: 3 Bedrooms, 2 Baths, 3rd Bedroom makes a perfect Den/Flex Room, Master Suite w/Updated Private Bath w/Granite Counters, Walk-in Closet w/Built-ins plus Slider to Covered Lanai, Open Living Room w/Gorgeous Private Panoramic Golf Course Views, Formal Dining Area, Family Room Area, Updated Kitchen w/Granite Counters and Eating Bar, Stainless Appliances, Pantry Closet; Breakfast Nook w/Slider to Screened Lanai, Updated Hall Bath w/Tub and Granite Counters, HUGE Laundry Room Large Enough to be Used as an Office, House Re-Plumb, Updated w/Windows w/Hurricane Shutters, (2007) Roof, (2022-2023) AC and Hot-Water Heater, Porcelain Tile in all areas except the Master Suite and One Guest Bedroom, Oversized 2 Car Garage, Private Paver Patio Shaded by a Majestic Oak Tree and Designer Landscaping w/Irrigation. COMMUNITY FEATURES: Golf Clubhouse is Close-by. NO CDD Fees plus SUPER Low $100 Annual HOA Fees! This is a Fabulous Location close to Everything - Publix Grocery Store, Walmart, Walgreens, Starbucks, Legacy Bike Trail, Downtown Sarasota Restaurants, I-75, UTC Mall and the Siesta Key Beaches!
Listing Agent: Anne Thomas, Pa (941-993-7700)
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