Location: Sarasota
Do Not Show Listings
33 S PALM AVE #701, SARASOTA, FL 34236
$1,995,00019 Days on yellowkey MLS ID: A4692948
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2229 Built: 2024Community: The DemarcayCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$0
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Experience elevated downtown living in this exceptional residence at The DeMarcay. Unit 701 offers three spacious bedrooms and an elegant blend of modern finishes with timeless sophistication, creating the ideal balance of luxury and comfort. Expansive windows fill the home with natural light while framing breathtaking waterfront views of Sarasota Bay, the marina, downtown skyline and the iconic Ringling Bridge. Designed for entertaining and everyday living, the open-concept floor plan flows seamlessly onto a private balcony where you can enjoy vibrant sunsets and the energy of downtown Sarasota below. The chef-inspired kitchen features sleek contemporary design, premium finishes, a walk-in pantry and refined details throughout. Enhancing the residence is a state-of-the-art Lutron motorized shade system by Haven Smart, offering effortless convenience and modern luxury at touch of a button. The owner's suite is a private retreat featuring a beautifully upgraded custom closet and spa-inspired ambiance. Additional highlights include two assigned parking spaces in the secured garage, EV charger capability and an air-conditioned storage locker. With no pet restrictions, this residence offers flexibility for every lifestyle. Residents of The DeMarcay enjoy an unmatched collection of luxury amenities, highlighted by a stunning rooftop pool and entertaining deck overlooking the marina, Sarasota Bay, downtown skyline and the sparkling Ringling Bridge. The building also offers 24/7 valet service and on-site staff, delivering a lock-and-leave luxury lifestyle. Ideally in the heart of downtown Sarasota, this exceptional residence places you moments from world-class dining, boutique shopping, theaters, art galleries and the city’s vibrant cultural scene. Luxury waterfront living meets modern downtown convenience in one of Sarasota’s sought-after addresses.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
4111 SARASOTA AVE, SARASOTA, FL 34234
$435,00095 Days on yellowkey MLS ID: A4685876
REDUCED by $10,000 (2.2%) on 05/07/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1292 Built: 1947 Tax: $4,269 (2025)Community: Sapphire Shores Indian BeachSingle Family
Taxes:$4,269
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Welcome to this well-maintained home located in the desirable Sarasota neighborhood of Sapphire Shores, offering comfort, style, and everyday convenience. The upgraded kitchen features sleek quartz countertops and GE Café appliances in a matte finish, delivering a modern, upscale look ideal for both daily living and entertaining. Wood laminate flooring flows throughout the main living areas, creating a warm, contemporary feel with easy maintenance. Enjoy the added value of a carport and a fully fenced yard, perfect for privacy, pets, or outdoor gatherings. The outdoor space offers endless potential—add a pool or create your own private oasis retreat. Cozy and conveniently located just minutes from Sarasota-Bradenton International Airport, this home combines comfort with accessibility. Ideally situated near shopping, dining, museums, and local attractions, this property offers a wonderful opportunity to enjoy Florida living in a sought-after area, with incredible sunset views at nearby Sun Circle Park or a short drive to all the entertainment and cultural offerings of Downtown Sarasota. ROOF 2018, A/C 2016, WH 2020, FENCE 2020
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Edith Richman (941-855-0072)
4509 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$510,00032 Days on yellowkey MLS ID: A4693665
REDUCED by $10,000 (1.9%) on 06/03/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2190 Built: 1956 Tax: $4,158 (2025)Community: Flora VillaSingle Family
Taxes:$4,158
Elementary School: Wilkinson Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Unique and enchanting, this charming four-bedroom, two-bath split-plan home offers 2,190 square feet of character-filled living space. Vaulted ceilings with exposed wood beams, an ample-sized loft ideal for an office or guest space and a cozy wood-burning fireplace create a warm and inviting atmosphere. The thoughtfully designed layout and distinctive architectural details provide both comfort and versatility, ideal for everyday living and entertainment. The spacious primary suite features a large walk-in closet and added benefit of a newer separate air-conditioning unit (2023). The kitchen is well-appointed with granite countertops, wood cabinetry with over- and under-cabinet lighting and a convenient indoor laundry room nearby. The flexible fourth bedroom is positioned and generously sized to easily serve as a family room or dining area. Outside, enjoy a fully fenced backyard that feels like a private oasis, showcasing lush gardens in a peaceful, serene setting, ideal for attracting butterflies and native birds. Recent upgrades include a roof (2021), HVAC system (2019), water heater (2021) and PGT hurricane-rated windows and doors. Additional features include a putting green, a quiet dead-end street, a covered two-car carport with a breezeway, an outdoor storage shed, room for a pool and a large double driveway with plenty of space for RV or boat parking. Ideally located near downtown Sarasota’s fine dining and arts district, St. Armands Circle, UTC Mall, Interstate 75, Sarasota Memorial Hospital, parks, boat ramps, short distance to Riverview High School and Wilkinson Elementary School and the world-renowned Siesta Key and Lido beaches. This home offers a blend of charm, convenience and lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Cindy Pierro (941-920-6818)
2551 WILKINSON RD, SARASOTA, FL 34231
$399,90031 Days on yellowkey MLS ID: A4691540
REDUCED by $35,100 (8.1%) on 06/03/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1469 Built: 1955 Tax: $3,559 (2025)Community: Forest HillsSingle Family
Taxes:$3,559
Elementary School: Phillippi Shores Elementary
Remarks: A Piece of Sarasota History Meets Modern Opportunity: The "Siesta Key Style" Duplex with TWO separate electrical panels! Own a landmark piece of Sarasota history. Nestled on an expansive, wooded double lot at the western end of Wilkinson Road, this "Siesta Key style" bungalow offers a rare blend of timeless character and modern updates. Surrounded by a lush, quarter-acre canopy of mature bamboo, majestic oaks, and tropical palms, this property is a private sanctuary just minutes from the best of the Gulf Coast. Two units, endless potential and fully remodeled between 2023 and 2024, this versatile duplex is an ideal setup for savvy investors, multi-generational families, or those looking to "house-hack". Unit 1: A spacious 2-bedroom, 2-bathroom layout. Unit 2: A charming 1-bedroom, 1-bathroom retreat. Modern Upgrades & Peace of Mind: Every major system has been addressed so you can enjoy "turn-key" living or immediate rental income. Roof: New commercial-grade TPO membrane roof (2022) with a 30-year life. Climate: Brand new, energy-efficient mini-split AC systems in both units. Infrastructure: New plumbing throughout and separate electrical panels for each side. Interior: A fresh mix of new and restored flooring, newer appliances in unit 1, and stylish finishes. Exterior: Extra storage in the outdoor shed and plenty of room to roam & garden on the oversized lot. Location is Everything!!! Whether you’re heading to the beach, to work or to the city, you are perfectly positioned: 5 Minutes to the North Siesta Key Bridge. 12 Minutes to the vibrant culture and dining in Downtown Sarasota. 11 Minutes to the freeway for easy commuting. Don't miss this rare chance to own a functional, fully updated landmark in one of Sarasota’s most convenient locations. Some photos are visually staged. Schedule your private tour today!
Listing is courtesy of: BOUDRIE REAL ESTATE GROUP INC (941-730-5674)
Listing Agent: Rebekah Boudrie (941-730-5674)
1509 FLOWER DR, SARASOTA, FL 34239
$5,375,000160 Days on yellowkey MLS ID: A4665815
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4989 Built: 2026 Tax: $11,550 (2025)Community: Harbor Acres Sec 2Spa: YesSingle Family
Taxes:$11,550
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Under Construction. Allegra Homes presents the custom-built Southside IV in Harbor Acres—one of Sarasota’s signature bayfront enclaves. Designed for elevated everyday living, this 5BR/4.5BA residence balances drama and comfort with a soaring great room, intricate millwork, and seamless indoor–outdoor flow to a covered lanai with summer kitchen and pool. An open chef’s kitchen with Wolf Professional appliances and stone countertops anchors the great room and dining area to create one cohesive gathering space. The main level offers a serene primary suite with expansive walk-in closets and a spa-style bath, a private guest suite, a dedicated office, and a bonus room that opens to the pool. Upstairs, three additional bedrooms are joined by a game room and loft for versatile living. Three-car garage on a large lot. Harbor Acres hugs Sarasota Bay just south of downtown—a long-established community known for convenience, comfort, and an elegant blend of classic and newer homes along beautifully landscaped, winding streets. Enjoy a short stroll to Southside Village (Morton’s Market, dining, and shops) and close proximity to Sarasota Memorial Hospital and Marie Selby Botanical Gardens; approximately 2 miles to downtown/bayfront and about 5.5 miles to St. Armands Circle, Lido Beach, and Siesta Key. Highly sought-after Southside Elementary School is roughly 1 mile away.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
6183 MISTY OAKS DR, SARASOTA, FL 34243
$645,000121 Days on yellowkey MLS ID: A4682575
1 Days Off yellowkey (back on 6/3/2026)
REDUCED by $5,000 (0.8%) on 05/07/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2068 Built: 1991Monthly Fee: $17 Tax: $4,537 (2024)Community: Misty OaksSpa: NoSingle Family
Taxes:$4,537
Remarks: Don’t let the square footage fool you! This beautifully maintained home feels far more expansive the moment you step inside. Beautifully maintained and thoughtfully updated, this exceptional residence offers not only great bones — but true peace of mind — with nearly every major system already replaced. Perfectly positioned on a generous corner lot with only one neighboring home and a serene preserve bordering the other side, this property offers rare privacy and additional green space that enhances both architectural presence and curb appeal. Lush, mature tropical landscaping, a manicured lawn, and a welcoming double-door entry create an elegant first impression. Step inside and you’ll immediately notice how much larger the home feels than its square footage suggests. The bright, open split floor plan, soaring vaulted ceilings, and expansive pocket sliders create an airy, spacious ambiance that allows for indoor/outdoor living. The gracious living room flows effortlessly into a spacious formal dining area—ideal for entertaining. Most recent update, the built in shelving closest to the sliders were professionally removed to make room to hang an extra large tv. At the heart of the home, the open kitchen features granite countertops, abundant cabinetry, stainless-steel appliances, a brand-new dishwasher and microwave, recently replaced appliances throughout, and updated LED lighting. A charming breakfast nook overlooks the sparkling pool, creating a serene backdrop for everyday meals. Major mechanical updates include a NEW AC SYSTEM, NEW ROOF, NEW WATER HEATER, WHOLE HOUSE SURGE PROTECTION, wired carbon monoxide detectors, updated fixtures throughout, and enhanced LED lighting in the kitchen, laundry room, and garage — providing modern efficiency and confidence for years to come. Step outside to your private outdoor retreat where indoor and outdoor living truly unite. The expansive lanai surrounds a heated pool enhanced with a NEW POOL HEATER, NEW POOL PUMP, NEW POOL SKIMMER, NEW POOL DECKING, NEWER POOL CAGE (2019). Pool cage is professionally grounded for lightning protection, adding another thoughtful layer of security. Lush tropical landscaping surrounds the space for total privacy and year-round enjoyment. Safety and storm readiness are exceptional with NEW HURRICANE IMPACT WINDOWS, SLIDING IMPACT SHUTTERS for the pocket sliders, and a hurricane shield for the front entry. The oversized primary suite is a true sanctuary, offering private lanai access, dual walk-in closets, and a spa-inspired bath featuring dual vanities, a spacious walk-in shower, and an updated extra-deep garden tub. Two generously sized guest bedrooms are privately situated on the opposite side of the home—one offering direct pool access—alongside a well-appointed guest bath ideal for family or visitors. Additional highlights include an oversized three-car garage and a well-equipped laundry room with cabinetry, utility sink, drying rack, and ample storage. This home is located within Misty Oaks, an intimate enclave of just 63 homes, this residence offers low HOA fees and no CDD—delivering exceptional value within a peaceful, tucked-away setting. Enjoy privacy without sacrificing convenience, just minutes from Sarasota’s premier shopping, dining, golf, nature trails, and the pristine Gulf Coast beaches.UPDATE: Custom bookshelf nearest to the sliders and behind chairs has been professionally removed to allow for a tv.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Esmeralda Rico (941-600-8001)
527 FREELING DR, SARASOTA, FL 34242
$5,825,000182 Days on yellowkey MLS ID: A4669657
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 4310 Built: 2026 Tax: $6,458 (2024)Community: Bay Island ShoresSpa: YesSingle Family
Taxes:$6,458
Remarks: Under Construction. The exterior presentation of this spectacular waterfront residence is most impressive with its blend of modern architecture and refined luxury. With superior elevation high above the water’s edge on Siesta Key’s prestigious Bay Island, this new to-be-built 4,310 sq. ft. residence is an unparalleled oasis of tranquility in a breathtaking setting. A place where architectural elegance and natural beauty converge in perfect harmony with elaborate artisanal work, functional design, and top-tier amenities. For boaters, the location is ideal with a new seawall and a private dock allowing quick access to the bay and gulf beyond. Built with intention and quality, large windows flood the space with natural light illuminating the graceful enhancements within. When entering the home through the 4-car garage, an elevator takes you to the first and second living levels. An elegant foyer entry with double-height ceiling and sleek iron-railed staircase usher you into the spacious interiors where every detail, from the fluid layout to the custom finishes, is thoughtfully curated. Adding a distinctive touch to the stunning great room are 20-foot ceilings and a two-story entertainment wall flanked by artistic display niches. A wall of glass sliders sets a dramatic tone, framing water views and uniting indoor-outdoor living. Designed for effortless entertaining and timeless family gatherings, the outdoor area overlooks the water to create a tranquil setting that feels both secluded and well-connected. With nearly 500 sq. ft. of covered lanai, an outdoor cook center and a heated pool/spa, there’s ample opportunity for hosting special gatherings or simply enjoying the quiet beauty laid before you. Lovely landscaping, lush greenery and outdoor spaces add to the home's overall aesthetic appeal. A remarkable gourmet kitchen is designed for functionality and style, equipped with high-end finishes, top-tier appliances, a large island and a butler’s pantry with additional refrigerator and dishwasher. An adjoining dining room comfortably seats 8-10 and offers wonderful water views while dining. The primary wing is remarkable with an exquisite spa bath, enlarged customized wardrobe room, and direct access to the laundry facilities. The first level also includes a den suite ideal for remote work or creative pursuits and a completely private guest bedroom with its own full bath. Upstairs, there’s an overlook to the great room below, 2 bedrooms, 2 full baths, and an amazingly-sized bonus room with private balcony. The award-winning and talented team of professionals at Allegra Homes has thoughtfully and expertly created a residence offering a secure, exclusive lifestyle in one of Sarasota's most sought-after and high-value areas. The construction quality is of the highest standard, ensuring that the home is both beautiful and built to last. Just minutes to the mainland, downtown’s cultural mecca, world-class dining and shopping venues, gorgeous area beaches and a top-ranked school system coveted by families for generations, the prized waterfront location couldn’t be better. Showcasing extraordinary craftsmanship throughout, this never-lived-in showplace is the ultimate vision for those who value the very best of coastal Florida living. There’s still time to make your own personal choices for creating the perfect custom home tailored to your family’s taste and style.
4166 CENTRAL SARASOTA PKWY #527, SARASOTA, FL 34238
$259,00094 Days on yellowkey MLS ID: A4685582
REDUCED by $6,000 (2.3%) on 05/06/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 949 Built: 1998Monthly Fee: $755 Tax: $2,520 (2025)Community: Bella Villino ViSpa: YesCondo
Taxes:$2,520
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Sarasota Middle
Remarks: Bella Villino is a highly desirable gated community just minutes from the world-renowned sands of Siesta Key Beach. This beautifully maintained Puccini IV residence is being sold turnkey furnished, making it a convenient move-in ready opportunity. Inside, the home features an airy open layout highlighted by a dramatic cathedral ceiling rising to nearly 13 feet, creating a bright and spacious feel throughout the main living area. The recently updated kitchen includes a functional counter that comfortably seats four and opens to the living space, ideal for everyday living or entertaining. Plantation shutters throughout add timeless style while allowing natural light to fill the home. The sunroom is a standout feature, complete with pocket sliders that open the space to the main living area. A Murphy bed makes this versatile room ideal for guests, a home office, hobby space, or additional living area. Privacy is another standout feature. This unit shares only one adjoining wall and has no neighbors above or below, significantly reducing noise and creating a peaceful environment. A separate laundry room with washer and dryer is included for convenience, along with a covered carport parking space. Bella Villino residents enjoy a wide range of amenities including a heated swimming pool, hot tub, clubhouse, tennis courts, racquet/basketball court, gas grills, poolside seating areas, and a vehicle detail station. Pet lovers will appreciate the generous policy allowing two pets. The community’s prime location offers quick access to US-41 and I-75, while nearby shopping, dining, and entertainment are only a short drive away. Outdoor enthusiasts will enjoy immediate access to walking and biking paths, with the popular Legacy Trail located just a short distance from the entrance. The monthly association fee is very reasonable and covers exterior maintenance including the roof, water, sewer, trash service, pest control, and the secure gated entrance.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
1574 RUNNING TIDE PL, SARASOTA, FL 34240
$897,00032 Days on yellowkey MLS ID: A4693300
REDUCED by $28,000 (3.0%) on 05/26/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2951 Built: 2025Monthly Fee: $295 Tax: $11,427 (2025)Community: Emerald Lndg/WatersideSingle Family
Taxes:$11,427
Remarks: Opportunity Knocks! Why Wait to Build? Completed just one year ago now by David Weekley Homes, this stunning professionally decorated residence in Emerald Landing is offered with nearly all furniture included, creating a near move-in-ready opportunity that feels like a model home from the moment you enter. The spacious Callisto floor plan offers five bedrooms, three bathrooms, a private office/flex room behind French doors, plus a large upstairs loft providing additional living and entertaining space. Designed with an open-concept layout, soaring ceiling, and abundant natural light, the home feels bright, airy, and inviting throughout. At the heart of the home, the beautifully appointed kitchen features white wood cabinets, a gas cooktop, vent hood, wall oven and microwave, and an oversized island with counter seating — all overlooking the comfortable living areas, ideal for both everyday living and entertaining. The primary suite is conveniently located on the main floor and features a lovely en-suite bath with dual vanities, a large walk-in shower, and a wonderful walk-in closet. A guest bedroom and full bath, also on the first floor, are thoughtfully positioned at the front of the home for added privacy. The laundry room, complete with a utility sink and decorative tile flooring, is located just off the garage. Upstairs, the spacious loft creates the perfect retreat, accompanied by three generously sized bedrooms and another full bathroom. Step outside to enjoy the screened lanai overlooking the fenced backyard — an ideal setting for relaxing or entertaining outdoors. Additional highlights include a welcoming covered front porch, impact glass windows and doors, a paver driveway, and a two-car garage. Residents enjoy exceptional resort-style amenities including a lakeside pool, cabanas, clubhouse, pickleball and tennis courts, dog park, fire pit, and a private dock with water taxi access across Kingfisher Lake to Waterside Place — a vibrant destination in Lakewood Ranch offering dining, shopping, farmer’s market, and a full calendar of events. Emerald Landing is just minutes from University Parkway, I-75, University Town Center, Lakewood Ranch Medical Center, and Lakewood Ranch Main Street, placing premier dining, shopping, entertainment, and everyday conveniences within easy reach. Sarasota Bradenton International Airport is only approximately 10 miles away, adding to the home’s exceptional location. This is a remarkable offering not to be missed!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Lisa Mcbride Ramler (941-373-5880)
5231 MAHOGANY RUN AVE #321, SARASOTA, FL 34241
$319,900137 Days on yellowkey MLS ID: A4680494
REDUCED by $5,000 (1.5%) on 05/09/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 1998Monthly Fee: $717 Tax: $3,387 (2025)Community: Veranda 1 At Heritage OaksCondo
Taxes:$3,387
Elementary School: Lakeview Elementary
Remarks: Welcome to effortless Florida living in Heritage Oaks Golf & Country Club! This desirable Abbey floor plan offers 2 bedrooms, 2 bathrooms plus a den, with over 1,600 sq ft of bright, airy living space. As a second-floor end unit, enjoy higher ceilings, extra windows, and abundant natural light throughout. Step onto the spacious screened lanai and take in serene eastern views of the 13th hole and tranquil pond, perfect for morning coffee. Beautifully updated with new flooring, newer HVAC, water heater, and appliances, this residence is move-in ready. Heritage Oaks is a gated, maintenance-free community with 24-hour security and a full golf membership included, featuring an 18-hole championship course, tennis, fitness center, clubhouse, multiple pools, and an active social calendar. This is more than a home, it's a lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Amber Watson (229-392-8892)
111 S PINEAPPLE AVE #806, SARASOTA, FL 34236
$1,745,00080 Days on yellowkey MLS ID: A4687850
REDUCED by $50,000 (2.8%) on 05/18/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1891 Built: 2019 Tax: $12,679 (2025)Community: Mark Sarasota CondoCondo
Taxes:$12,679
Remarks: Experience elevated downtown living at The Mark, Sarasota’s premier luxury address. This exceptional 8th-floor corner residence offers 2 bedrooms plus a den, 2.5 baths, abundant natural light, and rare dual private terraces—the only floor plan in the building featuring both a spacious main terrace and a separate terrace off the primary suite. Desirable south-facing exposure captures beautiful sunrises, partial sunset views, and partial Sarasota Bay views while providing exceptional privacy. Interior highlights include porcelain tile flooring, remote-controlled shades throughout, custom built-ins, and a designer kitchen with striking two-tone European cabinetry, full-height backsplash, and premium appliances. Located in the heart of downtown Sarasota, enjoy a true walkable lifestyle with Main Street’s acclaimed dining, shopping, galleries, theaters, and waterfront attractions just steps from your door.
1350 MAIN ST #502, SARASOTA, FL 34236
$487,000105 Days on yellowkey MLS ID: A4684303
REDUCED by $8,000 (1.6%) on 05/27/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 705 Built: 2007 Tax: $5,070 (2025)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$5,070
Remarks: Located at the direct epicenter of downtown Sarasota on Main Street, this 5th-floor residence at 1350 Main Street offers the ultimate turn-key downtown Sarasota condo for sale under $500k. Offering a rare sense of privacy with only three units on the entire floor, this 705 SF layout is perfect for a Florida seasonal retreat, a weekend getaway, or an effortless "lock-and-leave" lifestyle. Expansive North-facing windows flood the interior with natural light, while sliding glass doors open to invite in the city breeze. Motorized sun and blackout shades controlled by a hidden, customizable Lutron shade and lighting system provide quick control over the home’s light and atmosphere. A stackable washer and dryer are in the bathroom closet. The efficient kitchen has a newer refrigerator and a KitchenAid range and dishwasher, opening into a spacious living area. In the primary suite, custom built-in shelving provides an elegant storage solution, and for those seeking an absolute move-in ready condo in Sarasota, the furnishings are negotiable (excluding the display cabinet). This pet-friendly condo in downtown Sarasota serves as a premier secondary sanctuary for those desiring a refined city escape. Ownership includes the "gold standard" of luxury condo amenities and conveniences: a deeded parking space in the private garage and a highly coveted same-floor condo storage unit. Known for its 24/7 concierge service and meticulous cleanliness, the building offers resort-style amenities including a heated lap pool and spa, fitness center, catering kitchen, BBQ grill, social room, fire pit, library, and stylish clubroom. Step out of the lobby and into the heart of walkable downtown Sarasota. Directly across Main Street, enjoy immediate proximity to local favorites including Clasico, Cafe Epicure, Selva, OfKors Bakery, Green Zebra, Cafe Amici, and Main Street Creamery. Explore the nearby galleries of Palm Avenue Sarasota, or take a scenic stroll down to Marina Jack and the beautiful paths of Bayfront Park. With the Sarasota Opera House, Florida Studio Theatre, Art Ovation, and local theaters just steps away, this is a rare opportunity to own Sarasota luxury real estate at the intersection of culture and convenience.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: John Forberger (305-905-1842)
4656 ALEXANDER POPE LN, SARASOTA, FL 34241
$520,000224 Days on yellowkey MLS ID: A4670577
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2085 Built: 1983Monthly Fee: $25 Tax: $2,664 (2024)Community: Bent Tree VillageSpa: YesSingle Family
Taxes:$2,664
Remarks: Beautiful 3-Bedroom, 3-Bath Pool Home in Desirable Bent Tree Village, Sarasota! Welcome to this stunning single-family home located in the highly sought-after community of Bent Tree Village in Sarasota, Florida. This spacious 3-bedroom, 3-bath residence combines timeless style with modern comfort, offering the perfect setting for relaxed Florida living. Step inside to find an inviting floor plan filled with natural light. The living and dining areas flow seamlessly together, ideal for both entertaining and everyday living. The kitchen features sleek countertops, stainless steel appliances, and ample cabinet space—perfect for the home chef. Each bedroom is generously sized, including a spacious primary suite with a walk-in closet and a private en-suite bath. The additional bedrooms offer flexibility for guests, a home office, or a hobby space. Outside, enjoy your own private oasis with a screened-in pool and lanai, surrounded by lush landscaping for ultimate privacy. Whether you’re hosting gatherings or enjoying a quiet morning coffee, the outdoor space is designed for relaxation and year-round enjoyment. Located in a beautifully maintained golf course community, Bent Tree Village offers mature tree-lined streets, a peaceful atmosphere, and convenient access to shopping, dining, top-rated schools, and Sarasota’s world-famous beaches. Experience comfort, elegance, and the best of Sarasota living in this exceptional Bent Tree Village home.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Samantha Campbell (941-441-5131)
340 MORNINGSIDE DR, SARASOTA, FL 34236
$4,925,000216 Days on yellowkey MLS ID: A4671655
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3280 Built: 1993Monthly Fee: $42 Tax: $55,749 (2024)Community: Lido CSpa: YesSingle Family
Taxes:$55,749
Remarks: Experience the epitome of island living in this luxurious three-bedroom, four-bath residence. With high-end finishes and spacious rooms featuring soaring ceilings, every detail exudes comfort and elegance. Enjoy leisure time with a ping-pong table, a theater room, and a pristine pool that basks in southern exposure, overlooking the tranquil open bayou. The kitchen, complete with a breakfast area, offers stunning views of the pool and bayou, while a cozy office space provides an ideal work-from-home environment. The home also features a beautiful dining room with a wet bar and a welcoming living room adorned with elegant wood floors throughout. Each bedroom offers luxurious en-suite baths, and the master bath is a true retreat. The expansive pool deck area and the convenience of a two-car garage and boat dock add to the home’s charm. Plus, with an elevator and a full-house generator, you’ll enjoy ultimate comfort and peace of mind.
Listing is courtesy of: DEVELOPERS REALTY LBK, INC (941-799-9096)
Listing Agent: Reid Murphy (941-232-3304)
223 SEAGULL LN, SARASOTA, FL 34236
$1,325,000378 Days on yellowkey MLS ID: A4654386
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1814 Built: 1961Monthly Fee: $89 Tax: $16,366 (2024)Community: Bird Key SubSingle Family
Taxes:$16,366
Remarks: Endless possibilities on Bird Key! This prime garden home sits in a location full of potential. Whether you’re looking to renovate and make it your own, start fresh with new construction, or add space to support your lifestyle—this property delivers. The lot is ideal for building a custom home that takes full advantage of the scenery and views. Already have a main residence? This could be the perfect spot for a guest house, studio, or even a car collector’s garage with room for your growing collection. The Bird Key location is convenient and has easy access to so many shops and galleries. Beach access for the beachgoers is enjoyable on Lido Key, which offers beautiful beaches and recreational activities, St Armands for upscale shopping and dining, Also , the Longboat Key Club is a very short distance away, which offers golf and tennis plus several restaurants. Waterfront living is at its best living on Bird Key, which also has a marina and clubhouse.
8963 FISHERMENS BAY DR, SARASOTA, FL 34231
$1,500,000374 Days on yellowkey MLS ID: A4654953
REDUCED by $75,000 (4.8%) on 06/03/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3300 Built: 1993Monthly Fee: $125 Tax: $10,372 (2024)Community: Fishermens BaySpa: YesSingle Family
Taxes:$10,372
Elementary School: Gulf Gate Elementary
Remarks: Live the Dream in Fishermen’s Bay – Private Bayfront Paradise with Deeded Boat Slip & Designer Touches. Welcome to a rare opportunity in the exclusive gated enclave of Fishermen’s Bay, a serene waterfront community of just 20 custom luxury homes, perfectly situated West of the Trail on the shimmering shores of Little Sarasota Bay. Tucked away at the end of a quiet cul-de-sac and nestled on a lush half-acre tropical estate, this Key West-style masterpiece offers over 3,200 square feet of elegant indoor living and expansive outdoor spaces designed for the ultimate Florida lifestyle. Enjoy Sarasota Bay views, water access, and a deeded boat slip, and private gate leading to Vamo Park for easy kayak launching just steps away. Crafted by renowned Yoder Construction, the home is a stunning blend of craftsmanship, comfort, and coastal sophistication. Step inside to discover wood floors, crown moldings, and stone countertops throughout. The chef’s kitchen is a dream, featuring a Viking range, Sub-Zero refrigerator, Fisher & Paykel dishwasher, quartz countertops ideal for entertaining. The main living and dining area opens through sets of French doors to a screened-in deck where you can relax and soak in the tranquil views of the bay and your private heated pool with sun shelf and 5-person spa (installed in 2020). Whether you’re enjoying your morning coffee or hosting sunset dinners, the setting is simply magical. The 3rd-floor master suite is a private sanctuary complete with a fireplace, dual walk-in closets, updated spa bath, and a private balcony offering serene water views. On the ground floor, a large bonus area opens to lush, Selby Garden-style landscaping with rambling paver walkways, and plenty of storage for kayaks and beach toys. Enjoy peace of mind with electric hurricane shutters, a 3-zone A/C system, engineered walls, and a sprinkler system fed by your own well. Additional Highlights: • Deeded boat slip with quick access to the Intracoastal • kayak launch • 2 fireplaces • Screened and covered porches for year-round enjoyment • 2-car garage with ample storage • Minutes to Siesta Key Beach, Pine View School, shopping, and dining This is more than a home—it’s a lifestyle. Discover the timeless charm of Old Florida with every modern luxury you could desire. Paradise is calling in Fishermen’s Bay!
Listing is courtesy of: CLUB REALTY (941-726-2677)
Listing Agent: Brooke O'Malley (941-726-2677)
1500 CARIBBEAN DR, SARASOTA, FL 34231
$4,250,000143 Days on yellowkey MLS ID: A4678685
2 Days Off yellowkey (back on 6/3/2026)
REDUCED by $225,000 (5.0%) on 05/02/2026
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5222 Built: 2009 Tax: $21,155 (2025)Community: Coral CoveSpa: YesSingle Family
Taxes:$21,155
Remarks: Under contract-accepting backup offers. Substantial price change, $750,000 less. Positioned at the end of a quiet cul-de-sac, this exceptional bayfront residence is a haven for boaters and sunset enthusiasts alike. Set directly at end of a peninsula on the Intracoastal Waterway, the home enjoys sweeping open-water views and effortless access to the Gulf, while capturing breathtaking, mango-hued sunsets that paint the sky each evening. Designed to fully embrace its remarkable waterfront setting, the home offers gracious formal living and dining rooms alongside a warm and inviting family room with fireplace, seamlessly open to a chef’s kitchen appointed with high-end appliances and generous workspace, ideal for entertaining against a backdrop of ever-changing bay views. Walls of glass invite the outdoors in, opening to a terrace-style balcony overlooking the water, where evenings unfold with glowing skies and gentle bay breezes. From the terrace-style balcony, the home transitions naturally down to a resort-style bayfront heated pool and spa, and expansive waterfront yard, creating a stunning setting for alfresco dining, relaxation and waterfront gatherings. Boaters will appreciate the private bayfront dock and lift, protected Intracoastal waters ideal for kayaking and paddleboarding, and daily encounters with dolphins and abundant marine life, all enjoyed right from the comfort of home. The primary bedroom suite encompasses the entire top floor, creating a private sanctuary above it all. Thoughtfully designed for tranquility and privacy, the suite features expansive bay views, a private balcony positioned for sunset watching and a spa-inspired bath designed for relaxation. This serene retreat offers an owner’s haven, secluded, elevated, and immersed in the beauty of the surrounding water and sky. Offering four bedrooms, four full baths and three additional half baths, the residence provides exceptional comfort and flexibility for family and guests. A three-car garage and a one-year-old metal roof complete the home, balancing refined elegance with everyday functionality. Quietly tucked away in Sarasota’s sought-after Coral Cove neighborhood, yet moments from world-famous Siesta Beach and Sarasota’s cultural, dining, and coastal attractions, this exceptional estate delivers an extraordinary waterfront lifestyle, where boating, sunsets and refined living come together in harmony. Tranquil, elegant and undeniably special.
Listing Agent: Judie Berger (941-928-3424)
4142 CENTRAL SARASOTA PKWY #1426, SARASOTA, FL 34238
$149,900333 Days on yellowkey MLS ID: A4659189
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 661 Built: 1998 Tax: $2,205 (2024)Community: Bella Villino IvSpa: YesCondo
Taxes:$2,205
Remarks: Unbeatable Value!" Act fast before it's gone! "Low taxes! The monthly fee covers water, sewer, trash, basic cable, exterior maintenance, grounds care, and amenities, making a TRULY LOW-maintenance living. This Charming one-bedroom unit with a private screened lanai! Enjoy lake view throughout the unit! Fantastic Location! Bella Villino community is a luxury community where you'll enjoy relaxing on a heated pool and A workout fitness center, tennis courts, an indoor racquetball and basketball court, a clubhouse with a business center, lakeside walking trail, pet stations and also a car wash station. Kitchen has granite countertops, breakfast bar, dining area, a good size family room leads to the balcony! Master suite with dual closets and a private en-suite bath. Also, inside the unit a full-sized washer/dryer. A covered Carport detached reserved space and additional guest parking. It is conveniently minutes to Sarasota Memorial Hospital, downtown Sarasota, Sarasota-Bradenton International Airport, and an abundance of shopping! Bella Villino community is minutes away from the beautiful beaches of Siesta Key. it makes a lot of sense to stop renting and be an owner! It is Vacant and Ready for move-in, call the realtor to see IT!
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Suely Tarr (941-334-9170)
3269 BENEVA RD #102, SARASOTA, FL 34232
$135,000186 Days on yellowkey MLS ID: A4674580
REDUCED by $20,000 (12.9%) on 06/02/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1979Monthly Fee: $438 Tax: $1,484 (2025)Community: Village Brooke Sec 3Spa: NoCondo
Taxes:$1,484
Remarks: If you have been searching for a home that offers both comfort and a true feeling of community, this one stands out from the rest. Welcome to this inviting first-floor condo in the well-established community of Village Brooke. The home features an alluring kitchen with stunning counters and a pass-through bar top to the adjacent dining room, durable ceramic tile flooring, a generously sized bedroom with a walk-in closet, an assigned on-site storage unit, and a private, south-facing screened lanai that provides cool shade in the summer and gentle warmth in the winter. In addition to the full-scale updates made by the previous owner, the current owner has recently replaced the air conditioning system and dishwasher. Located just across from the Village Green public golf course, the Village Brooke community is appreciated for its beautifully maintained grounds and friendly atmosphere, and offers an active social calendar for residents, featuring weekly gatherings, seasonal events, and community activities designed to foster connection and engagement within the neighborhood. The association's reasonable monthly fee includes water/sewer, basic cable, trash, pest control, grounds maintenance, and on-site management, making everyday living simple and convenient. In addition, the association's fee also covers the outstanding recreation facilities, which include two heated pools, tennis courts that also accommodate pickleball, shuffleboard, and serene ponds with shaded gazebos outfitted with BBQ grills & picnic areas; As well as a clubhouse that offers billiards, a library, a gathering room, and a kitchen for events. Whether you are buying your first home, planning to downsize, wanting a lock-and-leave seasonal retreat, or adding a reliable long-term rental to your portfolio, this condo offers a carefree lifestyle in a welcoming community just minutes from Sarasota’s best shopping, dining, golf, and the world-famous white sand beaches and warm Gulf waters of Siesta Key. A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Domanic Calamese (941-914-0038)
1267 STARBOARD LN, SARASOTA, FL 34242
$2,750,000101 Days on yellowkey MLS ID: A4685077
5 Days Off yellowkey (back on 6/3/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 2510 Built: 1969 Tax: $9,037 (2025)Community: Midnight Harbor SubSingle Family
Taxes:$9,037
Remarks: Under contract-accepting backup offers. A compelling canvas for architectural vision on the shores of Little Sarasota Bay. At the end of a quiet street in the established Siesta Key Midnight Harbor neighborhood, 1267 Starboard Lane offers a rare opportunity to design and construct a modern bayfront residence on one of the island’s distinctive waterfront sites. This .45-acre property features 287 feet of water frontage, with approximately 92 feet along the open bay and 195 feet along a protected canal, creating water exposure on two sides and expansive views across Little Sarasota Bay. The orientation allows a future residence to capture sweeping water vistas, coastal breezes, and memorable sunsets while also benefiting from the calm, protected canal frontage for boating access. The existing structure is being offered for land value, presenting an ideal opportunity to design a new residence that reflects today’s elevated coastal architecture and modern building standards. With generous frontage and lot depth, the site offers excellent flexibility for thoughtful design, allowing a future home to integrate elevated living levels, expansive terraces, resort-style outdoor spaces, and seamless indoor-outdoor connections that embrace the surrounding waterfront environment. The bayside frontage is enhanced by a seawall (2014), while the canal side provides sailboat water with no fixed bridges, offering direct access to the Intracoastal Waterway and Gulf beyond. Mature coastal trees add scale and natural beauty to the property, creating an established setting rarely found on newly developed waterfront parcels. Just moments from the white quartz sands of Siesta Beach and with convenient access to mainland Sarasota via the Stickney Point Bridge, the location offers a balance of island privacy and proximity to Sarasota’s vibrant arts, dining and cultural amenities. For architects, builders, or buyers seeking to create a distinctive new waterfront residence, this property presents an exceptional opportunity to shape the next chapter of Siesta Key living.
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