Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
850 S TAMIAMI TRL #801, SARASOTA, FL 34236
$325,00020 Days on yellowkey MLS ID: TB8515223
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 980 Built: 1998 Tax: $4,584 (2025)Community: Central Park Sec 2 Ph 1Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,584
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Seller is Agent/Broker
Listing is courtesy of: BAILEY AND ASSOCIATE (951-741-5626)
Listing Agent: Katherine Bailey (951-741-5626)
2300 LINDSTROM ST, SARASOTA, FL 34237
$779,00014 Days on yellowkey MLS ID: A4693299
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2084 Built: 2021Monthly Fee: $654 Tax: $9,853 (2025)Community: Payne Park Ph 1Townhouse
Taxes:$9,853
Elementary School: Alta Vista Elementary
Middle School: Booker Middle
Remarks: One of the brightest units in Payne Park, this meticulously maintained 3 bedroom/3.5 Bath (2084 SF) modern coastal home presents in near-new condition, offers a setting rarely found in downtown Sarasota. This Malcolm model (Largest Payne Park Villa) is perfectly positioned on one of the best corners to allow for "light and air" on three sides of the unit. Views includes a West view of Payne Park (pond) and a Northeast view of the pool. Payne Park is located right on the Legacy Trail with this home delivering an elevated lifestyle where walkability, recreation, and vibrant city energy converge. The main living level is thoughtfully designed for everyday living and entertaining. The chef's kitchen is a standout, featuring floor-to-ceiling white wood cabinetry with crown molding and brass hardware finished with a white quartz countertop. Modern glass and brass pendant lighting complement the kitchen's centerpiece island, which provides additional seating and storage. A custom tile feature wall frames the apron sink, positioned beneath two large windows that flood the space with natural light. The adjacent dining area flows nicely into the family room showcases a wall of windows. A private balcony extends the living space and provides space to relax. On the lower level, Bedroom 2 can be configured as a home office and offers exceptional flexibility with a full bath and closet. This level also provides access to a spacious paver stone patio with iron fencing and a gated entrance, ideal for outdoor enjoyment. Completing this floor is a two-car garage. On the third floor, you will find a generous sized primary bedroom with a well-appointed en-suite bath that includes a dual sink vanity, large walk-in shower with glass enclosure and an oversized walk-in closet with built-in shelving. Bedroom 3 also includes its own en-suite bath, offering comfort and privacy for guests or family members. A convenient laundry closet completes this level. Impeccable location and value! Buyers and/or Buyers Agent to verify all pertinent information, including room sizes, as they may be approximate. All Association information should be verified with Property Management Company or Association. Information deemed reliable but not guaranteed.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Robert Robinson (941-587-2739)
1280 DOLPHIN BAY WAY #504, SARASOTA, FL 34242
$1,500,00093 Days on yellowkey MLS ID: A4686981
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1840 Built: 1998 Tax: $11,483 (2025)Community: Dolphin Bay-Siesta Key Sec ACondo
Taxes:$11,483
Elementary School: Phillippi Shores Elementary
Remarks: At the pinnacle of an intimate, gated community on world-renowned Siesta Key, this penthouse condominium offers a rare opportunity to enjoy sweeping bayfront living with breathtaking views stretching across the water to the skyline of Sarasota. Offered turnkey furnished, this beautifully maintained residence is ready for immediate enjoyment, whether as a full-time home or a luxurious island retreat. Inside, vaulted ceilings and tile floors enhance the light-filled interior, while plantation shutters add timeless coastal elegance throughout. The thoughtfully designed layout features two bedrooms with walk-in closets and two baths, including an oversized primary suite that provides a spacious and relaxing retreat. Near the dining area is a private den with sleeper sofa for extra guests. The kitchen features white wood cabinets with solid surface countertops and eat-in dining space. A wet bar just off the kitchen can be used as a dedicated coffee station or wine bar. The sunroom extends the living area, inviting you to unwind while enjoying spectacular sunset views over the bay. Go outside to enjoy one of the two covered front patios, ideal for morning coffee or evening breezes. The residence also includes the convenience of a private single-car garage, a desirable feature for island living. With only 50 residences, this gated waterfront community offers a rare sense of privacy and exclusivity. Residents enjoy an exceptional collection of amenities, including a resort-style pool and spa, three desired Har-Tru tennis courts, fitness center and community grilling area, all supporting the vibrant and social lifestyle the community is known for. The day dock and kayak launch provide direct access to the bay for fishing, paddleboarding, kayaking, or simply docking and enjoying the waterfront setting. Experience the best of Siesta Key penthouse living, where panoramic bay views, resort-style amenities and an active waterfront lifestyle come together in one extraordinary residence.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Robert Sherman (941-313-1301)
1671 ARLINGTON ST, SARASOTA, FL 34239
$2,995,000111 Days on yellowkey MLS ID: A4684899
Bed: 5 Bath: 5.5 Liv Area Sq Ft: 3564 Built: 2026 Tax: $10,197 (2025)Community: Lewis Combs SubSpa: YesSingle Family
Taxes:$10,197
Remarks: Located West of Trail, this beautiful new construction five-bedroom, five-and-a-half-bathroom residence captures the essence of Sarasota living. Designed with both comfort and entertaining in mind, the home features expansive sliding glass doors that open the main living areas to a private pool and outdoor gathering space, creating a seamless connection between indoor and outdoor living. Inside, generous living spaces, clean architectural lines, and refined finishes create a warm yet modern atmosphere. The open-concept layout centers around a spacious kitchen and living area, ideal for everyday living while also providing an elegant setting for hosting family and friends. Upstairs, well-appointed bedroom suites give privacy and flexibility, while the primary suite provides a peaceful retreat with a spa-like bath and thoughtfully designed closet space. Every detail of the home has been carefully considered to deliver both functionality and timeless style. Thoughtfully designed for comfort and ease, the property offers a low-maintenance lifestyle that appeals to both full-time residents and seasonal owners looking for a lock-and-leave Sarasota home. Ideally located just minutes from Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and the Gulf beaches, the home places you close to the best dining, shopping, and coastal experiences the area has to offer while maintaining the quiet charm that has long made West of Trail one of Sarasota’s most desirable neighborhoods.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Steven Moore (401-767-7180)
4046 HIGEL AVE, SARASOTA, FL 34242
$15,500,000134 Days on yellowkey MLS ID: A4682070
0 Days Off yellowkey (back on 2/11/2026)
Bed: 6 Bath: 7.0 Gar: 3 Liv Area Sq Ft: 6468 Built: 1983 Tax: $32,602 (2025)Community: SiestaSpa: YesSingle Family
Taxes:$32,602
Remarks: Under contract-accepting backup offers. Experience private beachfront coastal luxury at this one-of-one Siesta Key home, thoughtfully curated for comfort, style, and entertainment - by Pham Development. Perfectly positioned off the Gulf, with gorgeous ocean views throughout the rooms - you can watch a world-class sunset view from your master bedroom. Spanning over 6,468 square feet under air and 9,080 total square feet, this exquisite residence captures the essence of resort-style waterfront living on more than half an acre of pristine Gulf-front land. Be at ease with a surrounding elevated riprap shoreline and the imported rocks, offering both protection and privacy. Pull into the property through the gated entry, with a paved driveway for ample parking. The ground level offers a 3-car garage, spacious private fitness studio with AC, large flex space/storage room, and huge game room that leads out to the truly special backyard - with premium turf, silica sand and a putting area. Host a sunset dinner with the full outdoor kitchen, including a freezer, wet bar, beverage center, ice machine, and 6-burner grill. Have a drink while sitting in the pool facing the ocean, relax in the champagne spa hot tub, or tan on the sun shelf. Put your toes in the sand area of the backyard, or take the paver steps down to the private beach and swim in the ocean - the ultimate paradise. Wake up to the panoramic views of the Gulf of America and Sarasota Bay, that create a daily masterpiece of color and light, and have a coffee on the master bedroom's private balcony. With 6 bedrooms, 5 full bathrooms, and 2 half baths, you can host more family and guests - along with the second living room/media room. All of the bedrooms have custom built-in closets, and the spacious ocean-view master bathroom leads to two spacious walk-in closets. The home features high-ceilings, beautiful hardwood flooring throughout, and cypress beams. The living and dining room area have a fireplace, and the open-floor plan leads out to another large balcony overlooking the ocean. Enjoy the gourmet custom kitchen with Thermador gas appliances, a walk-in pantry, and an extra large quartz island with seating. An elevator connects the 3-level home through the grand living spaces that flow seamlessly toward the water, blending indoor sophistication with the beauty of the coast. The lush tropical landscaping evokes the serenity of a private resort. Located just minutes from Siesta Beach, the Village, and the North Siesta Bridge, this rare coastal jewel offers the ultimate combination of elegance, exclusivity, and Gulf-front tranquility—a move-in ready residence truly without equal on Siesta Key.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
217 S SHADE AVE, SARASOTA, FL 34237
$1,799,000475 Days on yellowkey MLS ID: A4628117
REDUCED by $100,000 (5.3%) on 05/12/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2561 Built: 2025 Tax: $4,777 (2023)Community: Terrace GardensSingle Family
Taxes:$4,777
Tax Year: 2023
Remarks: Introducing THE RETREAT, a stunning two-story residence. FOUR (4) bedroom, THREE (3) bath. Paver driveway, 3 CAR GARAGE, LVP flooring. Home has been professionally staged. Pool is complete; size 12 x 26 , leaving plenty of green space for pets in the backyard! This exceptional new build boasts superior block construction, a durable metal roof, impact-resistant windows, doors, and sliders. Inside is a thoughtfully designed open floor plan, featuring soaring 10-foot ceilings and elegant 8-foot solid core doors that enhance the home’s impressiveness. The gourmet kitchen is complete with a 6-foot island, luxurious quartz countertops, custom shaker cabinetry, and a top-of-the-line appliance package, perfect for both daily meals and entertaining. The primary bedroom, located on the main level, is a serene retreat with stunning tray ceilings, large his/her walk-in closets, double vanity, and a spacious walk-in shower. Bedroom #2, also on the first floor, is versatile and can serve as an additional bedroom or a home office. Upstairs, you'll find two more generously sized bedrooms that share a beautifully appointed full bathroom. The home’s detailed interior is complemented by luxury vinyl plank flooring throughout both levels, providing durability and style. Outdoors, a gas-heated saltwater pool and paver deck creates the ideal setting for relaxation and entertainment. Conveniently located with easy access to downtown Sarasota, the Legacy Trail, Payne Park, Sarasota Memorial Hospital, and the world-renowned beaches of Longboat and Siesta Keys, this home offers the perfect blend of luxury, comfort, and convenience for modern family living. Experience elevated living at its finest in "your RETREAT"!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
3700 S OSPREY AVE #219, SARASOTA, FL 34239
$209,000130 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)
33 S GULFSTREAM AVE #404, SARASOTA, FL 34236
$375,00011 Days on yellowkey MLS ID: A4695460
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 754 Built: 1964 Tax: $4,270 (2025)Community: Gulfstream TowersSpa: NoCondo
Taxes:$4,270
Remarks: Discover the ultimate downtown Sarasota lifestyle from this beautifully maintained fourth-floor condominium offering partial Sarasota Bay, Bayfront Park, and Marina Jack views. Perfectly positioned at the coveted corner of Main Street and Gulfstream Avenue, this residence places the very best of Sarasota just outside your front door. Step inside to find expansive living spaces, wood-look tile flooring throughout, abundant natural light, and a warm modern aesthetic that complements the building's timeless mid-century architecture. The spacious primary suite offers comfort and privacy, while the retro-inspired bathroom preserves the character and charm that make this residence truly unique. Enjoy spectacular sunset skies from the comfort of your living room or take a short stroll to Sarasota's vibrant waterfront, renowned restaurants, boutique shopping, theaters, art galleries, farmers market, and year-round cultural events. Whether enjoying morning walks along the bayfront or evenings dining downtown, every day feels like a vacation. This well-maintained community offers exceptional amenities including a resort-style pool and expansive sun deck, social room with kitchen and dining area, refurbished lobby and common areas, updated elevators, impact-resistant windows, and attractive brick paver decking. Ideal as a primary residence, seasonal retreat, or investment opportunity, this is a rare chance to own in one of Sarasota's most desirable downtown locations where waterfront living, walkability, and urban convenience come together seamlessly.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Joseph Mcdonald, Llc (941-375-9646)
2669 STAR APPLE WAY, SARASOTA, FL 34240
$499,00051 Days on yellowkey MLS ID: A4692180
REDUCED by $18,500 (3.6%) on 06/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1536 Built: 2021Monthly Fee: $267 Tax: $6,203 (2025)Community: Windward At Lakewood RanchSingle Family
Taxes:$6,203
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: PRICE IMPROVEMENT! Discover exceptional value in this beautifully upgraded 3-bedroom, 2-bath residence located in the highly desirable Windward at Lakewood Ranch community. Built in 2021 and meticulously maintained, this move-in-ready home combines modern design, premium upgrades, and effortless Florida living. An ASSUMABLE 3.62% MORTGAGE presents a rare opportunity for qualified buyers in today's market. Step inside to an inviting open-concept layout highlighted by elegant crown molding throughout the main living areas, dining space, kitchen, and stunning coffered ceiling detail. Thoughtfully designed for modern living, raised outlets have been installed in the living room, bedrooms, and lanai, creating a clean and seamless setup for wall-mounted televisions. The chef-inspired kitchen features quartz countertops, stainless steel appliances, under-cabinet lighting, generous cabinetry, and ample workspace for entertaining or everyday enjoyment. The spacious primary suite serves as a private retreat, complete with two oversized walk-in closets and a well-appointed en-suite bath featuring dual vanities and a walk-in shower. Outdoor living is equally impressive. Relax on the extended screened lanai overlooking a fully fenced backyard enhanced by privacy landscaping and a custom travertine patio—perfect for a fire pit, outdoor gatherings, or simply enjoying Florida's beautiful weather. Additional features include an extended garage with utility sink, pull-down attic access with additional floored storage, ceiling-mounted garage storage racks, and recently cleaned, sanded, and sealed paver driveway and walkways. Every window is outfitted with white wood blinds, while the rear sliding doors feature added vertical blinds for privacy and convenience. Most furnishings are negotiable, offering a turnkey opportunity for buyers seeking flexibility. Garage cabinetry and workbench may also be included. Residents enjoy access to Windward's resort-style amenities, including gated entrances, community pools, fitness center, clubhouse, tennis courts, pickleball, and more. Conveniently located just minutes from Lakewood Ranch Main Street, Waterside, UTC shopping and dining, I-75, and the Gulf Coast's renowned beaches. Offering an outstanding combination of location, upgrades, lifestyle, and value, this home is ready for its next owner. Schedule your private showing today.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Gerry Tomchinsky (941-577-5184)
2614 CROTON AVE, SARASOTA, FL 34239
$669,00057 Days on yellowkey MLS ID: A4691649
REDUCED by $26,000 (3.7%) on 06/01/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2110 Built: 1962 Tax: $3,703 (2025)Community: South Gate ManorSingle Family
Taxes:$3,703
Elementary School: Wilkinson Elementary
Remarks: Modern Luxury Meets Mid-Century Charm in the Heart of Southgate. Prepare to be captivated by this Mid-Century Modern gem, situated on nearly a quarter-acre in one of Sarasota’s most sought-after neighborhoods. This 3-bedroom, 2-bathroom residence with a dedicated office offers a rare combination of refined design and true “big-ticket” peace of mind. Step inside over freshly restored and sealed terrazzo floors and into a sun-drenched, open floor plan. The chef’s kitchen features crisp quartz countertops, premium Bosch appliances, and custom cabinetry. The dining area is a true conversation piece, showcasing a contemporary wood-accent wall with a seamlessly integrated jib door that reveals a brand-new, dedicated LAUNDRY SUITE (2024), complete with an abundance of custom storage and a sink. Every detail throughout the home has been thoughtfully addressed, from new baseboards to freshly painted ceilings (2026). This home has an extensive list of upgrades in recent years: Roof: brand new in 2025, including TPO on slanted surfaces. HVAC (2023), new ductwork and new full attic insulation (2024); new water heater (2025); new electrical panel/fuse box (2024). Plumbing: Pipes professionally relined (March 2024); new gutters and French drains installed. The exterior transformation (2024–2025) is equally impressive. A new circular driveway and paved walkway lead to a modern, refaced façade and a striking new front door. The front yard has been thoughtfully redesigned with new landscaping and enhanced by solar-powered exterior lighting. The oversized, fenced backyard offers exceptional space for a future pool and expansive outdoor living. A brand-new screened lanai (2024) and new shed complete this private outdoor retreat. Located just minutes from Sarasota Memorial Hospital, Southside Village, and downtown Sarasota, this Southgate standout is truly move-in ready. With so many upgrades and abundant room to personalize the outdoor space, the only thing left to do is move in and enjoy the Sarasota lifestyle!!! COME AND MAKE THIS HOUSE YOUR HOME!!!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Maryna Haiduk (954-732-4122)
201 S SHADE AVE, SARASOTA, FL 34237
$1,634,000104 Days on yellowkey MLS ID: TB8484159
REDUCED by $15,000 (0.9%) on 06/06/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2488 Built: 2024 Tax: $14,319 (2025)Community: Terrace GardensSingle Family
Taxes:$14,319
Remarks: Welcome to this exceptional ONE-STORY, NEWER CONSTRUCTION, 4 Bedroom, 3 Bath home featuring a Saltwater Pool, Lanai, Outdoor Kitchen and oversized 2 Car Garage. Offering over 2500 square feet of luxurious living space, this home is perfect for entertaining and enjoying the ultimate Florida lifestyle. Located in FLOOD ZONE X and just minutes to Downtown Sarasota, this custom-built home boasts all BLOCK construction, a metal roof, maintenance-free aluminum soffits and fascia, Impact Rated Windows, Doors and Sliders, a tankless water heater and a professionally designed custom landscaping package. Interior features have been thoughtfully designed and include 12 ft 8-inch ceilings in the Great Room and Kitchen, 8 ft solid core doors and engineered hardwood floors throughout the home. The well-appointed kitchen is sure to please the most discerning chef with custom wood Shaker Cabinets, an oversized island, Quartz countertops, Z-Line Appliances, double oven, an induction range with custom hood and includes a convenient Dry Bar with floating wood-stained shelves and a wine refrigerator. The Primary Suite is a sanctuary and exudes elegance with tray ceilings, a custom design wall featuring detailed trim work and sliding glass doors providing private access to the outdoor pool and patio oasis. Primary Bath delights with a freestanding soaking tub, an oversized shower with rain head, a makeup vanity and Quartz countertops. Entertain with style in the Great Room complete with fireplace, 50-inch oversized chandelier and wall to wall 8 ft pocketing sliding glass doors opening to the Lanai and Saltwater Pool. 3 additional bedrooms, one featuring a decorative custom accent wall perfect for an office/flex room, are all generously sized with built-in closets. The Laundry Room includes a custom tile floor, built-in cabinets, Quartz countertops and a Samsung Smart washer and dryer. Easy access to Downtown, the Legacy Trail, Payne Park, Sarasota Memorial Hospital, Siesta Key and all area beaches makes this Move-In Ready home a must see! Embrace Sarasota living at its finest!
Listing is courtesy of: COMPASS FLORIDA LLC (305-851-2820)
Listing Agent: Christine Mastrilli (813-205-6195)
4136 BOWLING GREEN CIR #23, SARASOTA, FL 34233
$349,90011 Days on yellowkey MLS ID: A4696926
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1601 Built: 1980Monthly Fee: $463 Tax: $2,499 (2025)Community: Center Gate Village 5Villa
Taxes:$2,499
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Discover the perfect blend of comfort, privacy, and convenience in this beautifully updated lakefront villa located in the highly sought-after Center Gate Village, a desirable 55+ community. A maintenance-free Sarasota lakefront community. This move-in ready, spacious 2-bedroom, 2-bathroom, 2-car garage villa features serene lake views from its private setting. Recent improvements in this updated home provide peace of mind and modern appeal, including updated kitchen appliances, A/C with heat pump, water heater, luxury flooring, LED track lighting, ceiling fans, bathroom fixtures and vanities, custom real wood cabinetry, and matching granite countertops in both the kitchen and bathrooms. Designed with comfort in mind, this home offers cathedral ceilings, generously sized rooms, and an inviting open floor plan that creates a bright and airy atmosphere. The spacious screened lanai is the perfect place to relax, enjoy your morning coffee, or watch the abundant wildlife on the picturesque lake. The thoughtful layout provides both privacy and functionality, making it ideal for everyday living as well as entertaining family and friends. Guests will feel right at home in this welcoming residence. Residents of Center Gate Village enjoy access to a heated community pool and a large lakeside observation deck, providing the perfect setting to socialize, relax, and enjoy Florida's year-round sunshine. Ideally located in the heart of Sarasota, this villa is just minutes from shopping, dining, medical facilities, houses of worship, Sarasota-Bradenton International Airport, world-class beaches, and spring training facilities for Major League Baseball teams. Nearby attractions include Nathan Benderson Park, renowned for world-class rowing events, and University Town Center (UTC), one of the area's premier shopping and entertainment destinations. Enjoy easy access to Tampa's professional sports venues, approximately one hour away, while Orlando's theme parks, including Disney, and the beautiful beaches and attractions of Naples are within a convenient 90-minute drive. Whether you're seeking a seasonal retreat or a year-round Florida residence, this move-in-ready lakefront villa offers the lifestyle you've been searching for.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Steve Zeris (941-518-6450)
4938 COMMONWEALTH DR, SARASOTA, FL 34242
$2,695,000114 Days on yellowkey MLS ID: A4683758
REDUCED by $205,000 (7.1%) on 05/22/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2169 Built: 1984 Tax: $12,150 (2025)Community: Siesta BeachSpa: YesSingle Family
Taxes:$12,150
Remarks: Experience the pinnacle of waterfront luxury on Siesta Key’s prestigious Grand Canal. This meticulously reimagined residence at 4938 Commonwealth Drive offers a rare blend of modern sophistication, structural integrity, and complete peace of mind. Extensively transformed both structurally and aesthetically, the home welcomes you into an expansive open-concept design filled with natural light. The newly expanded kitchen serves as the heart of the home, offering abundant cabinetry and storage, a double oven, generous pantry storage, striking custom beam detail, an open breakfast bar, and direct access to the wraparound decking—creating seamless indoor-outdoor living and effortless entertaining. A stylish powder room has also been thoughtfully added. New hurricane-impact windows and sliding glass doors frame the interiors, while designer flooring flows beautifully throughout both levels. Major system upgrades elevate the home’s value and efficiency, including a brand-new roof and a comprehensive solar power system with battery storage. A fresh, contemporary interior palette enhances the clean architectural lines and airy coastal feel. The lower level adds over 1,300 square feet of legal non-conforming living space with its own private entry, garage access, and elevator connection to the main living areas, leading directly to the pool deck. Redesigned for modern functionality, this space features a spacious family entertainment area, custom bar, and an additional guest suite with a walk-in closet and full bath—ideal for extended family, guests, or a private retreat. Outdoor living is equally impressive. The private backyard sanctuary showcases a heated pool and spa with a new heater and filtration system, sleek updated decking, professional landscaping, and premium artificial turf for effortless maintenance. For the boating enthusiast, the deep-water dock and boat lift provide direct access to the Intracoastal Waterway and open waters of Sarasota Bay, delivering the ultimate waterfront lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Maurice Menager (941-238-8119)
4207 BOWLING GREEN CIR #35, SARASOTA, FL 34233
$285,000159 Days on yellowkey MLS ID: A4677864
REDUCED by $14,000 (4.7%) on 06/12/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1601 Built: 1980 Tax: $3,520 (2025)Community: Center Gate Village 4Condo
Taxes:$3,520
Remarks: Pride of ownership is evident the minute you walk into this two bedroom, two bath attached villa with a new roof in 2023. Located in the sought after neighborhood of Center Gate, this 55+ community offers something special for the both the full-time resident as well as the snowbird. This unit has been lovingly cared for; freshly painted, new window treatments and comes furnished. There is tile in the main living areas and cozy carpet in the bedrooms. The kitchen has quartz counter tops and solid wood cabinets. The spacious lanai looks over the tranquil green belt. A generous two car oversized garage completes this unit. The Center Gate community is close to all that Sarasota has to offer, shopping, beaches, downtown, healthcare and the Interstate. Time to join this welcoming community and make this special unit your own slice of paradise in the sun.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Susan Noah (941-468-9286)
5361 SIESTA CT, SARASOTA, FL 34242
$1,999,999194 Days on yellowkey MLS ID: TB8455948
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2774 Built: 1987Monthly Fee: $40 Tax: $13,507 (2025)Community: Siesta Cove SubSingle Family
Taxes:$13,507
Remarks: PRICE IMPROVEMENT! Experience tranquility and peace of mind in Siesta Key! Located in the highly sought-after neighborhood of Siesta Cove, this 4-bedroom, 2.5-bath home has been meticulously maintained and generously updated. The current owners completed extensive renovations including a newly remodeled primary bathroom, a custom locally handcrafted iron front door, and stunning iron interior doors with switchable privacy glass in both full baths. Peace of mind is paramount here: the home features new hurricane-rated windows, doors, skylights, and garage door. Further structural updates include a new flat roof connecting to the pool cage with new wood framing and super gutters. Additional upgrades include a brand new AC, pool conversion to a heated saltwater system, pre-wiring for security cameras, elegant alabaster chandeliers, a new Café dishwasher, and more. Situated at a high point on Siesta Key, this home experienced no flood water intrusion or damage during the historic 2024 hurricane season. The split-bedroom floor plan features pocket sliding doors throughout that practically vanish to create a seamless integration with the sprawling, travertine-floored screened lanai and pool—perfect for entertaining or filling the house with fresh Florida air. Mature tropical landscaping surrounds the home, accentuating the outdoor oasis while providing exceptional privacy. Inside, cathedral ceilings and skylights amplify the spacious, open atmosphere. From the kitchen’s quartz countertops, solid wood cabinetry, gas cooktop, and stainless appliances to the stunning granite-accented gas fireplace, every inch of this home exudes quality craftsmanship and luxury. You will love the large laundry room, fully equipped with a sink and cabinetry matching the kitchen's high standards and aesthetic. The fourth bedroom is a private retreat located above the spacious, high-ceiling two-car garage; fully permitted by the current owners, it features its own mini-split system for comfort. Additional conveniences include a whole-home water softener, reverse osmosis kitchen filter, irrigation system, and outdoor shower. With glowing landscape lighting and the colorful Florida sky, this home is absolutely stunning at twilight. The icing on the cake is the location—just one mile from pristine beaches! Make an appointment today to experience the perfect balance of form and function in this incredible Siesta Key home.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: David James, Jr (727-772-3568)
5400 OCEAN BLVD #8-05, SARASOTA, FL 34242
$690,000231 Days on yellowkey MLS ID: A4670371
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 522 Built: 1970 Tax: $6,969 (2025)Community: Beach TerraceCondo
Taxes:$6,969
Remarks: BEACH TERRACE - STUDIO GULF-FRONT RESIDENCE: YOUR PERFECT SIESTA KEY PIED-À-TERRE Discover your ideal coastal escape at Beach Terrace, perfectly positioned at the end of Siesta Key Village with direct Gulf of Mexico frontage. This charming studio residence offers the perfect pied-à-terre for those seeking an effortless weekend getaway to paradise. Whether you call Sarasota or Lakewood Ranch home, imagine having your own Siesta Key retreat just moments away, a place to unwind, recharge, and embrace the coastal lifestyle whenever you need it. The private balcony frames stunning Gulf views, while the thoughtfully designed interior maximizes space and comfort. Covered parking provides convenient, weather-protected access to your beach escape, while the residence's prime location puts you steps from all the dining, shopping, and entertainment that Siesta Key Village has to offer. No need to drive once you arrive, everything is at your fingertips. Resort-style amenities elevate the experience: enjoy the elevated heated saltwater pool with its spectacular sunset views (truly the best amenity besides the unbeatable location), stay active in the fitness center, gather in the community room, and access the world-renowned Siesta Key Beach directly from the property. The powdery white sand and crystal-clear waters are quite literally your backyard. More than a weekend residence, this is your personal gateway to the Gulf-front lifestyle. Whether it's a spontaneous Friday escape or a planned coastal retreat, your Siesta Key sanctuary awaits. This is the effortless beach lifestyle you've been dreaming of, close to home, yet worlds away.
Listing Agent: Mickey Kiernan (941-402-9115)
7714 N LEEWYNN DR, SARASOTA, FL 34240
$579,00012 Days on yellowkey MLS ID: A4696619
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2502 Built: 1973 Tax: $2,240 (2025)Community: Sarasota Golf Club Colony 3Spa: NoSingle Family
Taxes:$2,240
Remarks: On more than one-third of an acre on a corner lot with no HOA restrictions, this four-bedroom, two-bath residence offers more than 2,500 square feet of living space and numerous updates. The open-concept floor plan is centered around an expansive kitchen featuring a large island with built-in storage, quartz countertops, soft-close cabinetry, a double oven with warming drawer and convection capabilities, induction cooktop, industrial-size refrigerator and a spacious pantry. Designed for everyday living and entertainment, the kitchen serves as a central gathering space within the home. Additional improvements include updated well equipment, a water softener and an indoor laundry room. Generously sized bedrooms provide comfortable accommodations. The primary en-suite boasts an updated bath with a walk-in shower and direct access to the pool area. The guest bath with access to the pool tops off the list of thoughtful improvements throughout the home, which creates a move-in-ready living experience. Outdoor living is enhanced by a resurfaced saltwater pool with a sun shelf completed in 2024, an outdoor shower and a private backyard with an invisible pet fence system. Additional features include a metal roof installed in 2018, two storage sheds and a paver front porch. The home is also equipped with solar panels through an assumable lease, offering an opportunity to benefit from renewable energy while maintaining a seamless transition for the next owner. Combining modern upgrades, extensive storage and flexible indoor-outdoor living, this property offers exceptional functionality and room to enjoy inside and out. Call today for a personal showing.
Listing Agent: Robyn Sadlo (941-812-4219)
2440 VALENCIA DR, SARASOTA, FL 34239
$559,00064 Days on yellowkey MLS ID: A4690679
REDUCED by $40,000 (6.7%) on 05/21/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1330 Built: 1956 Tax: $3,188 (2025)Community: South GateSpa: NoSingle Family
Taxes:$3,188
Remarks: Charming Sarasota home for sale with 2 bedrooms, 2 baths, over 1,300 square feet, a one-car garage, and a fully fenced backyard. Located in the highly sought-after Southside Elementary school district, this residence offers the perfect blend of charm, comfort, and convenience. Inside, beautiful terrazzo floors, integrated built-ins, and a light-filled Florida room create an inviting atmosphere with flexible space for relaxing, entertaining, or working from home. This home’s midcentury appeal and classic Florida style make it especially inviting. Ideally located near downtown Sarasota, Southside Village, Sarasota Memorial Hospital, restaurants, shopping, parks, and the beaches, this is an excellent opportunity for buyers seeking a primary residence, seasonal retreat, or investment property in Sarasota real estate, with its character, ease of living, and optimal location.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
707 S GULFSTREAM AVE #802, SARASOTA, FL 34236
$899,00099 Days on yellowkey MLS ID: A4686314
REDUCED by $51,000 (5.4%) on 06/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1419 Built: 1974 Tax: $4,500 (2025)Community: Essex HouseSpa: NoCondo
Taxes:$4,500
Remarks: Experience the best of downtown Sarasota living from this beautifully renovated corner-unit condominium at 707 S. Gulfstream Avenue, ideally positioned near the bayfront, Marina Jack, Bayfront Park, Main Street, Palm Avenue, restaurants, shopping, arts, and everything downtown Sarasota has to offer. Designed for buyers seeking bayfront proximity, and easy lock-and-leave living, this move-in-ready 2-bedroom, 2-bath residence combines modern updates, everyday convenience, and peace of mind. Extensively remodeled with a fresh, sophisticated aesthetic, the condo features hurricane impact windows and doors, an open-concept layout, abundant natural light, and stylish designer finishes throughout. The oversized gourmet kitchen offers quartz countertops, premium appliances, custom cabinetry, and generous space for entertaining. The spacious primary suite includes a beautifully updated spa-inspired en-suite bath, creating a comfortable private retreat. Additional upgrades include brand-new plumbing and electrical systems. The building has also recently upgraded its generator following the 2024 storms, further adding to the value and confidence of ownership. Residents enjoy secure entry, covered parking, a resort-style pool, fitness center, and club room, all in a highly desirable downtown Sarasota location. Whether used as a full-time residence, seasonal retreat, or low-maintenance second home, this renovated Sarasota condo offers an exceptional combination of location, updates, storm protection, amenities, and lock-and-leave convenience just moments from the waterfront.
1267 STARBOARD LN, SARASOTA, FL 34242
$2,750,000110 Days on yellowkey MLS ID: A4685077
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: 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.
Listing Agent: Judie Berger (941-928-3424)
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