Location: Sarasota
Do Not Show Listings
3122 REGATTA CIR, SARASOTA, FL 34231
$685,000139 Days on yellowkey MLS ID: A4680447
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1642 Built: 1965 Tax: $5,399 (2025)Community: Gulf Gate WestSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,399
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Gulf Gate transformation in this meticulously renovated 3-bedroom, 2-bathroom sanctuary. Situated on a quiet circle just minutes from the world-class sands of Siesta Beach, this home has been professionally redesigned from top to bottom with uncompromising attention to detail. Enjoy total peace of mind with a comprehensive list of 2022–2025 upgrades, including a new roof, HVAC and ductwork, PEX plumbing, and new sewer lines. The exterior features durable Hardie siding, fresh paint, and hurricane-impact windows and doors at the front, ensuring both efficiency and protection. Designer Interiors The heart of the home is a chef’s kitchen featuring Level 4 Cambria Quartz, solid wood shaker cabinetry, and a custom built-in banquet. Modern luxury vinyl flooring flows through the open living spaces, leading to a charming shiplap-accented living room with an electric fireplace. Both bathrooms have been fully redone with high-end vanities, fixtures, and custom tile. Private Backyard Oasis Step outside to a brand-new inground pool with a custom water feature, all framed by a new wood privacy fence. The grounds are completed by professional landscaping, new lighting, and a modern irrigation system. Fully permitted and ready for its next chapter, this "better-than-new" gem offers the luxury of a custom build in an established, sought-after Sarasota location.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Deanna Boileau Gilman (860-884-7198)
9397 MIDNIGHT PASS RD #905, SARASOTA, FL 34242
$729,000248 Days on yellowkey MLS ID: A4669008
REDUCED by $20,000 (2.7%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1348 Built: 1975 Tax: $5,944 (2025)Community: Pointe On Midnight PassSpa: YesCondo
Taxes:$5,944
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Remarks: Also available as a seasonal rental! Welcome to 9397 Midnight Pass Rd #905 Sarasota, FL 34242 at The Pointe on Siesta Key, a fully renovated 1,348 SF, 2-bedroom, 2-bathroom luxury condo offering breathtaking Little Sarasota Bay and Intracoastal waterway views from the 9th floor. This stunning residence underwent a complete custom renovation in 2023, setting it apart from every other unit in the building. The open-concept kitchen features quartz countertops, vaulted ceilings with a bold rock-and-metal aesthetic, and a one-of-a-kind handcrafted glass-art backsplash, with bar seating connecting seamlessly to the dining and living areas, a custom layout rarely found at The Pointe. Luxury vinyl plank flooring flows throughout every room including the lanai, while wood acoustical paneling enriches both the living space and primary suite. Additional upgrades include HD-mounted televisions, a 2023 AC system, and a new LG washer and dryer, making this unit nearly turnkey and move-in ready. Step onto your private lanai, protected by hurricane-grade sliders, and take in tranquil water views of Little Sarasota Bay, where dolphins, manatees, and sailboats pass through calm Intracoastal waters daily. As a resident of The Pointe's gated five-acre community, enjoy resort-style amenities including boat docks, kayak and canoe access, a heated pool and spa, sauna, tennis and pickleball courts, BBQ gazebos, a clubhouse, and a fitness center with panoramic Intracoastal views. Located just minutes from Turtle Beach, Siesta Key Village, waterfront dining, local marinas, and coastal cafés, this property is ideal whether you're seeking a luxury Siesta Key waterfront residence, a vacation condo, or a Sarasota investment property. Negotiable furnishings available. Schedule your private showing today.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Emerson Robbins (941-404-0382)
1541 CARIBBEAN DR, SARASOTA, FL 34231
$5,500,00020 Days on yellowkey MLS ID: A4695466
Bed: 5 Bath: 5.0 Gar: 4 Liv Area Sq Ft: 6035 Built: 2004 Tax: $41,012 (2025)Community: Coral CoveSpa: YesSingle Family
Taxes:$41,012
Elementary School: None
High School: None
Middle School: None
Remarks: Perfectly positioned on approximately 130 feet of deep sailboat water, this exceptional waterfront estate offers an extraordinary opportunity to experience the very best of Sarasota’s luxury lifestyle. Encompassing over 6,100 square feet, the residence was thoughtfully designed to balance grand-scale entertaining with comfortable everyday living. A dramatic two-story living room, sweeping staircase, extensive custom millwork, and walls of glass create a sense of timeless elegance while framing breathtaking water views throughout the home. The gourmet kitchen serves as the heart of the residence, seamlessly connecting to multiple gathering spaces and opening effortlessly to the expansive waterfront terrace. Corner sliding glass doors dissolve the boundaries between indoors and out, revealing a resort-style infinity-edge pool, summer kitchen, covered entertaining areas, and sparkling bay views beyond. The luxurious primary suite is a private waterfront retreat featuring a separate dressing room, generous dual closets, and serene water vistas. Additional guest suites provide exceptional comfort and privacy for family and visitors alike. Designed for both recreation and relaxation, the home also features a private office/library, elevator access, media and game room with full bar, and a four-car split garage. Outside, the lifestyle continues with a private dock, boat lift, fishing pier, and immediate access to Sarasota Bay. Whether enjoying sunset cruises, waterfront dining, or simply relaxing poolside while watching dolphins and boats pass by, every day feels like a vacation. Rarely does a property combine this level of space, waterfront presence, boating access, and location. Just minutes from downtown Sarasota, St. Armands Circle, and the area’s renowned beaches, this is a home designed for those who expect the very best.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Daria Fairchild (941-650-7207)
8750 OLDE HICKORY AVE #9305, SARASOTA, FL 34238
$369,00048 Days on yellowkey MLS ID: A4692691
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1238 Built: 1996Monthly Fee: $605 Tax: $2,892 (2025)Community: Stoneybrook Terrace 1Condo
Taxes:$2,892
Remarks: Come and get wowed by this 3rd Floor updated Terrace unit with endless views of the 9th fairway and lakes. Enjoy the endless Florida Sunsets and the High End upgrades, Impact windows and sliders, matching plank tile flooring throughout the Home, Chef's kitchen with exotic Granite Counters, tiled Backsplash, LG Stainless Steel Appliances, Island design with the original kitchen walls removed, coffee bar. Plantation shutters throughout! Offered partially furnished, the Glassed-in Lanai flows right from the living area, Primary Bedroom with walk-in closets, redesigned bath has been opened up and quarts counters. Guest Suite has Granite counters and offer separation from the Primary. The Terraces boasts upgraded and updated Tile Roofs, fresh paint colors and elevator has been updated recently. Each unit has its own carport spot and separate storage space. Community pool, pickleball/tennis court, grill areas and the neighbors almost nightly gather. Love of community and pride in ownership abound at the Terraces. Stoneybrook of Sarasota A premier member-owned country club, is only a short distance from Siesta Key and offers easy access to shopping and borders the Legacy Trail. Ownership in Stoneybrook Golf and Country Club includes a completely updated 18 hole golf course in 2024, clubhouse and restaurant, Har-Tru tennis facility, well-equipped fitness center and additional club pool and spa. Nestled between Downtown Sarasota and Downtown Venice.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kenneth Ipox (941-993-7279)
7460 MARIANA DR, SARASOTA, FL 34231
$499,990315 Days on yellowkey MLS ID: A4662030
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1418 Built: 1971Monthly Fee: $6 Tax: $2,167 (2024)Community: Gulf Gate WoodsSpa: YesSingle Family
Taxes:$2,167
Tax Year: 2024
Remarks: Come to see this charming Florida gem!! Beautifully updated two-bedroom, two-bathroom POOL home that embodies comfortable coastal living with easy access to the world's best beaches. The property showcases a thoughtfully designed layout, featuring a primary bedroom with an ensuite bathroom for added privacy and convenience, as well as a walk-in closet and an additional closet for ample storage. Sliding doors from both the living room, kitchen, and bedrooms provide easy access to the main attraction of the home—the POOL and paver patio area with a spa! New pool heater installed October 2025. What a perfect place for indoor/outdoor living and entertaining! Step outside to your private fenced backyard haven, where you'll enjoy the Florida sunshine and gorgeous sunsets by the pool, ideal for relaxing or hosting family gatherings. The fully fenced (new modern shadowbox private fence) backyard provides a secure space for outdoor activities and relaxation with beautiful views of famous Florida sunsets. Inside, this property can come turnkey furnished and includes washer and dryer, new stainless steel appliances, allowing you to move in with ease and start living the Florida lifestyle immediately. Multiple sliding glass doors along the back of the home create a seamless indoor-outdoor connection while flooding the interior with natural light and offering the option to welcome in refreshing Florida breezes. Outside pool area and deck is facing west and offers amazing sunset views. Plus, no carpet throughout makes maintenance a breeze! A versatile Florida bonus living area is accessible from the bedrooms, offering flexibility for a home office, relaxation space, or additional entertaining area. The breakfast nook provides a cozy dining spot, perfect for casual mornings. Major updates include a brand-new AC (2024), a newer hot water heater, (2021) and a tile roof from 2012 (remaining life 12 years), Smarthouse electronic locks, all four corners camera system with night vision (included in sale, no ongoing fees), Smarthouse connected to the pool equipment, HVAC, thermostat… The garage features an epoxy floor and a hurricane-rated door, adding both durability and appeal. The home also boasts an inside laundry room for convenience. Whether you are looking for an investment, retreat, or a family home, this exceptional Sarasota residence in the Gulf Gate Neighborhood is for you. Minutes away from world-famous Siesta Key beaches, Gulf Gate shops, fine dining restaurants, Costco, movie theaters, Legacy Trail, several fitness centers, A+ schools (Gulf Gate Elementary, Mangrove School of Sarasota, Suncoast Technical College..), and the Gulf Gate Library. All located in South Sarasota but within minutes to cultural downtown Sarasota and St. Armands Circle. Gulf Gate Woods is one of the most sought-after communities with deed restrictions, low dues and excellent schools nearby.
Listing is courtesy of: ENVISION REALTY PARTNERS LLC (941-840-3188)
Listing Agent: Alex Zvak (941-928-3739)
630 CORWOOD DR, SARASOTA, FL 34234
$799,00066 Days on yellowkey MLS ID: A4690643
REDUCED by $25,500 (3.1%) on 06/14/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1897 Built: 1963 Tax: $7,711 (2025)Community: Corwood ParkSpa: NoSingle Family
Taxes:$7,711
Elementary School: Emma E. Booker Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Welcome home to Corwood Park—where Sarasota living feels effortless. Tucked into one of the area's most sought-after pockets west of the Trail, this beautifully updated home offers the rare combination of move-in-ready comfort, a sparkling pool, and a lush, private setting on nearly a quarter acre. From the moment you arrive, mature tropical landscaping sets a peaceful, resort-like tone that continues throughout the property. Inside, the renovated kitchen is a standout, featuring crisp shaker cabinetry, new countertops, and stainless-steel appliances—a space designed for both everyday living and entertaining. New tile flooring flows throughout the home, the bathrooms have been tastefully updated, and impact-rated patio doors add both style and peace of mind. A new high-efficiency washer and dryer round out the thoughtful upgrades, so all you need to do is unpack and settle in. Step outside to your own private oasis: a refreshed pool area perfect for morning swims, weekend barbecues, or simply unwinding under the Florida sun. The spacious, beautifully shaded lot offers room to garden, play, or simply enjoy the outdoors in privacy. The location is hard to beat—just minutes from the shimmering waters of Sarasota Bay (hello, sunset views), the Ringling Museum, Sarasota Jungle Gardens, downtown Sarasota's dining and arts scene, SRQ Airport, and some of the area's most beautiful beaches. Whether you're searching for a forever home, a seasonal escape, or simply a place that feels like vacation every day, this Corwood Park gem checks every box—comfort, character, and an unbeatable address.
Listing is courtesy of: CCI REALTY (954-667-6692)
Listing Agent: Oscar Betancourt (954-854-3959)
1929 PAR PL, SARASOTA, FL 34240
$425,00055 Days on yellowkey MLS ID: A4690285
1 Days Off yellowkey (back on 6/14/2026)
REDUCED by $14,000 (3.2%) on 06/03/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2049 Built: 1974 Tax: $3,599 (2025)Community: Sarasota Golf Club Colony 4Single Family
Taxes:$3,599
Remarks: Under contract-accepting backup offers. Tucked away in the heart of Sarasota, this home offers the rare feeling of peaceful country living without giving up the convenience of being close to everything. Set on a spacious 1/3-acre lot with Old Florida mature landscaping, there’s room here to breathe, unwind, and truly feel at home. Inside, you’ll find over 2,000 square feet of thoughtfully designed living space, with a split-bedroom layout that gives everyone their own sense of privacy. The open floor plan flows naturally, making it easy to gather with family or host friends. A cozy den with a built-in desk and Murphy bed adds flexibility—perfect for a home office, guest space, or both. Step outside and it only gets better. The backyard is made for Florida living, featuring a spacious lanai and a generous 15ft x 32ft pool—ideal for laps, weekend fun, or simply relaxing in the sun. This home has also been well cared for with major updates already done for you, including a new roof (2025), hurricane impact windows, a 2023 AC system, and a hurricane-rated garage door. The oversized two-car garage offers plenty of extra storage for bikes, tools, or beach gear. All of this, just minutes from I-75, great local dining, and top-rated schools—giving you the perfect balance of privacy and accessibility.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Brett Keyser, Jr (941-957-8425)
8377 38TH STREET CIR E #106, SARASOTA, FL 34243
$285,00056 Days on yellowkey MLS ID: A4691814
REDUCED by $2,000 (0.7%) on 05/07/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 742 Built: 2005Monthly Fee: $287 Tax: $2,729 (2025)Community: Serenata SarasotaCondo
Taxes:$2,729
Remarks: FIRST FLOOR. NO STAIRS !!! LOW HOA FEE !! LAKE VIEW condo in RESORT STYLE SETTING being sold FULLY FURNISHED. Complex has new roofs on all buildings. Welcome to this beautifully updated 1-bedroom, 1-bathroom condo perfectly located just off University Parkway and Tuttle Avenue. Situated in the gated community of Serenata Sarasota close to downtown Sarasota and Bradenton, this property offers convenience to shopping, dining, entertainment, and the world-renowned Gulf beaches. Inside, you’ll find a spacious open floor plan with high ceilings, luxury vinyl flooring FRESH NEW PAINT, NEW HVAC installed in 2024. The unit also features a private screened-in lanai with extra storage. This well-designed layout is ideal for comfortable and low-maintenance living. Residents enjoy resort-style amenities including a RESORT STYLE swimming pool, tennis courts, fitness center, and walking paths around the community. This pet-friendly community offers ample parking with boat parking also available, secure gated entry, making it a fantastic choice for a primary residence, investment property, or second home. Don’t miss the opportunity to enjoy the Florida lifestyle in one of Sarasota’s most convenient and desirable locations.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Scott Curtin (941-756-7727)
5697 LONG SHORE LOOP, SARASOTA, FL 34238
$899,00021 Days on yellowkey MLS ID: A4695601
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2293 Built: 2022Monthly Fee: $397 Tax: $8,291 (2025)Community: Sunrise Preserve Ph 5Spa: YesSingle Family
Taxes:$8,291
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Resort-style waterfront living meets designer luxury in this extensively upgraded Sunrise Preserve residence, where every detail has been thoughtfully curated for comfort, elegance, and effortless Florida living. Step inside and you'll immediately notice the bright, open living spaces designed to capture natural light and showcase breathtaking water views. Every room feels both sophisticated and inviting, creating the perfect balance between everyday comfort and elegant entertaining. Stunning glass tile flooring extends through the main living areas, complemented by crown molding, custom LED recessed lighting, designer fixtures, and sophisticated finishes throughout. The gourmet kitchen is a standout feature, boasting KitchenAid and Bosch appliances, abundant cabinetry, and a spacious walk-in pantry designed for both functionality and style. The generously sized Owner’s Suite serves as a private retreat, featuring dual vanities, an oversized walk-in closet, and a beautifully appointed bath. A welcoming guest bedroom and full bath are thoughtfully positioned at the front of the home, while the versatile third bedroom—ideal as an office, den, or guest space—offers abundant natural light and excellent storage. Outdoor living is equally impressive. The expansive paver lanai overlooks a spectacular heated saltwater pool and spa, creating the perfect setting for relaxation and entertaining. Enjoy tranquil water views, abundant wildlife, breathtaking sunsets, or an evening cocktail by the pool. Premium pool features include a PebbleTec finish, 4- to 6-foot depth, deep-end bench with umbrella holder, decorative bowl waterfall, LED lighting, and enhanced spa jets. Additional highlights include a garage with epoxy flooring, custom storage systems, workbench, and water softener. Beyond your front door, Sunrise Preserve offers a vibrant resort-style lifestyle where neighbors become friends. Residents enjoy a beautifully appointed clubhouse, fitness center, resort-style pool, tennis and pickleball courts, bocce ball, fire pit gathering areas, and a full calendar of social events and activities. Just minutes from Siesta Key Beach, premier dining, shopping, and healthcare, this exceptional residence offers the rare opportunity to enjoy luxury, convenience, and resort-style living in one of Sarasota's most desirable communities Select furnishings may be available for purchase under a separate agreement, offering a seamless opportunity to enjoy this beautifully appointed home as presented
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Lynn Gray (941-441-8413)
3755 AMHERST WAY #34, SARASOTA, FL 34232
$117,90018 Days on yellowkey MLS ID: N6144594
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 936 Built: 1972 Tax: $1,409 (2025)Community: Fairway OaksTownhouse
Taxes:$1,409
Remarks: Affordable Sarasota living is becoming increasingly difficult to find and this move-in ready townhome offers an opportunity buyers won't want to overlook. Located in Fairway Oaks, this 2-bedroom, 1.5-bath home combines affordability, convenience, and everyday comfort in one of Sarasota's most accessible locations. With impact-resistant windows already in place and a newer A/C system, many of the major improvements have already been completed. Inside, you'll find a spacious living and dining area, a functional kitchen with ample cabinet storage, and a convenient half bath on the first floor. Upstairs, two comfortable bedrooms and a full bath provide privacy and flexibility for homeowners, guests, or tenants. Residents enjoy access to community amenities including a pool, tennis courts, playground, and clubhouse, all while being just minutes from downtown Sarasota, UTC, shopping, dining, Sarasota-Bradenton International Airport, and the beautiful Gulf Coast beaches. Whether you're searching for a primary residence, winter retreat, or investment opportunity, this home offers exceptional value in today's Sarasota market. Affordable. Convenient. Move-in ready. Schedule your showing today.
Listing is courtesy of: WELLEN REALTY (941-367-9997)
Listing Agent: Sheli Rodriguez (941-223-9200)
5633 AVISTA DR #5634, SARASOTA, FL 34243
$259,900213 Days on yellowkey MLS ID: A4671903
0 Days Off yellowkey (back on 6/13/2026)
REDUCED by $20,000 (7.1%) on 05/24/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1248 Built: 1986 Tax: $3,651 (2025)Community: Avista Of Palm-AireCondo
Taxes:$3,651
Remarks: Under contract-accepting backup offers. Price Improvement! Incredible opportunity and great value! Enter through the freshly painted front door of this 2BR/2BA villa with 1,248 sq. ft. of well-designed space that’s ready for your personal touch. The layout opens with a comfortable living and dining area—an easygoing space that can shift from quiet mornings to lively evenings with equal ease. The kitchen sits at the heart of the home, offering a practical setup for everyday meals, projects, or late-night snacks. Both bedrooms are generously sized, giving you room to create the retreat, workspace, or hobby area that fits your style. The primary suite includes its own bath for added convenience. Storage is thoughtfully placed throughout, and the in-unit laundry keeps daily routines simple. The enclosed lanai provides additional flexible living space, well-suited for entertaining, reading, or enjoying a cup of coffee. Outside, the villa’s surroundings provide a natural extension of the living space—ideal for a small garden setup, a cozy seating area, or simply enjoying the day at your own pace. This home is a solid canvas with inviting character, ready for someone who wants a place they can make their own. Avista features a natural, landscaped setting and a relaxed neighborhood feel. Residents—whether they live here throughout the year or visit seasonally—can take part in various community gatherings and activities that suit many interests. For those interested, Palm-Aire Country Club provides optional golf and social membership opportunities. The clubhouse and its on-site dining venue are located nearby, offering convenient access for members and guests.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Linda Quintero (941-730-1592)
140 S BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$2,350,000118 Days on yellowkey MLS ID: A4683280
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2206 Built: 1951 Tax: $19,449 (2025)Community: Saint Armands Div John Ringling EstatesSpa: NoSingle Family
Taxes:$19,449
Elementary School: Southside Elementary
Remarks: Welcome to an extraordinary opportunity on Lido Key, where refined coastal elegance meets exceptional investment potential. This beautifully appointed three-bedroom, two-bath pool home is being offered fully turnkey furnished and has an established history as a successful income-producing rental property, making it as smart as it is stunning. Nestled beneath mature shade trees on an oversized 10,285 square foot lot, the property offers rare privacy just moments from the beach. Lush tropical landscaping surrounds the home, creating a serene island setting that feels worlds away while remaining close to everything that makes Lido Key so desirable. Inside, soaring ceilings and expansive windows flood the home with natural light, enhancing the open-concept layout designed for effortless entertaining and everyday comfort. Warm wood floors, thoughtfully curated finishes, and a soft coastal palette create a relaxed yet sophisticated ambiance throughout. Every space feels intentional, welcoming, and ready to enjoy from day one. The chef’s kitchen is a true centerpiece, featuring rich custom cabinetry, granite countertops, stainless steel appliances, double ovens, a wine fridge, and an extended breakfast bar perfect for hosting family and guests. The adjacent dining area opens seamlessly through sliding glass doors to the outdoor living space, blurring the lines between indoor comfort and Florida sunshine. The spacious primary suite serves as a private retreat, complete with vaulted ceilings and a spa-inspired bath offering dual vanities, custom cabinetry, and a walk-in shower. Two additional guest bedrooms provide flexibility for visitors or vacation renters, while a full-size laundry area, built-in workspace, and generous storage add convenience to the home’s thoughtful design. Step outside and discover your own private resort. The sparkling pool and expansive patio create the ultimate backdrop for entertaining, relaxing, and soaking in the year-round Florida lifestyle. Covered dining areas and multiple lounging spaces make this backyard oasis ideal for everything from quiet mornings with coffee to lively sunset gatherings. Location is everything, and this home delivers. Just minutes from the pristine sands of Lido Beach and the iconic boutiques and dining of St. Armands Circle, you’ll enjoy immediate access to world-class shopping, waterfront restaurants, boating, and the vibrant arts and culture of downtown Sarasota. Lido Key continues to be one of the Gulf Coast’s most coveted destinations, prized for its laid-back luxury and strong vacation rental demand. Whether you are searching for a sophisticated island residence, a luxury vacation retreat, or a high-performing investment property with proven income history, this exceptional Lido Key home offers the rare combination of lifestyle, location, and long-term value. This is more than a home — it is the island dream realized.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Christy Travis (941-545-5284)
5710 DORAL CT, SARASOTA, FL 34238
$450,00034 Days on yellowkey MLS ID: A4694546
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1861 Built: 1980 Tax: $4,257 (2025)Community: Sunrise Golf Club EstatesSingle Family
Taxes:$4,257
Middle School: SKY Academy Englewood
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to a home that makes a statement from the curb, where white stucco, barrel tile accents, and a double-arched entry give it a Mediterranean character all its own along a quiet street in Sunrise Golf Club Estates. Step through the archway and you land in a private walled courtyard, a calm spot of white stone and tropical greenery that sets the tone before you ever reach the front doors. Inside, the home lives bright and open. Warm wood-look plank tile runs underfoot, and a split floor plan keeps everyday life easy. The living room gathers around a white brick wood-burning fireplace and opens through sliders right out to that private courtyard, so light and greenery follow you from room to room. Living and dining flow together for the kind of layout where you can cook, host, and relax without missing a beat. The remodeled kitchen is where you will want to spend time, with espresso cabinetry, granite counters, a diamond-pattern backsplash, stainless appliances, and a sunlit dining area beneath a modern chandelier. The primary suite sits on its own wing for true separation, with sliders to the lanai, a walk-in closet with built-in shelving, and a bath featuring an updated vanity, glass shower, and clean modern fixtures. Two more bedrooms on the opposite side share a refreshed bath with its own updated vanity, giving family and guests their own space. Out back is where Florida living takes over. A wide screened lanai stretches across the home, its arched openings framing the yard, and an extended patio off the lanai gives you even more room to spread out. The fully fenced yard is built for slow mornings, evening breezes, and weekends spent outside. You are minutes from Gulf Coast beaches, waterways, dining, and shopping, with the easy outdoor lifestyle this area is known for right at your doorstep. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
3838 FLORES AVE, SARASOTA, FL 34239
$1,545,000311 Days on yellowkey MLS ID: A4661399
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 3033 Built: 1926 Tax: $16,879 (2025)Community: GranadaSingle Family
Taxes:$16,879
Remarks: A premier West of Trail address in Granada. A property rarely duplicated in Sarasota. Casa de Flores is a 1920s Spanish Revival compound designed for modern flexibility — multi-generational living, private guest quarters, and exceptional indoor-outdoor entertaining — all set within one of Sarasota’s most coveted neighborhoods of Granada. The main residence offers two bedrooms and two baths, anchored by a charming, well-appointed kitchen that blends character and functionality. Equipped with a 6-burner Dacor gas range, double ovens, a Sub-Zero refrigerator, and artisan tile accents, the space is intimate yet efficient — perfectly suited for everyday living or hosting close friends. Formal and informal living areas provide architectural depth, while the spacious primary suite includes a walk-in closet and a dedicated sitting area, a rare feature for a home of this era. What truly distinguishes the property are the two detached guest residences, creating a private compound atmosphere. The two-story pool house features a balcony overlooking the courtyard, with a bedroom/office and 2nd laundry access on the first level, and an additional bedroom, full kitchen, and dining area upstairs — ideal for extended family, separated living, or income potential. A separate guest casita includes a bedroom, full bath, kitchenette, and offering flexibility for in-laws, visiting guests, a private office, or creative studio. The layout allows connection when desired and privacy when needed — a rare offering West of the Trail. Original architectural details — hand-carved wood doors, arched passageways, textured plaster walls, a clawfoot tub, parquet and tile floors, and built-in bookcases — preserve the romance of Spanish Mediterranean design while thoughtful updates support modern comfort. Outdoors, the walled courtyard creates a true retreat centered around a heated pool and spa, framed by lush tropical landscaping and a trellis-covered dining area. The front patio adds another inviting gathering space, and ample parking ensures effortless hosting. Other important features are new roofs in 2021, a whole-house generator, and hurricane shutters, offering confidence for year-round or seasonal use. Minutes to Siesta Key Beach and close to Southside Village, this is a rare opportunity to own a versatile Sarasota estate property in one of the city’s most enduring and desirable neighborhoods.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Pam Charron (941-993-3388)
1079 WATERLINE CT, SARASOTA, FL 34240
$599,00013 Days on yellowkey MLS ID: A4696172
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1810 Built: 2024Monthly Fee: $397 Tax: $7,154 (2025)Community: Lakehouse Cove/Waterside Ph 5Single Family
Taxes:$7,154
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Nearly new and beautifully upgraded, this exceptional Tiller floor plan is nestled within the upscale and highly sought-after LakeHouse Cove at Waterside, one of the premier neighborhoods in Lakewood Ranch. Thoughtfully designed and impeccably maintained, this residence offers three bedrooms, two bathrooms, and a two-car garage with professionally finished flooring, all positioned on a desirable preserve homesite that provides a peaceful backdrop and enhanced privacy. From the moment you enter, the home's elevated design and attention to detail are evident. Elegant tile flooring extends throughout the entire residence, creating a seamless and sophisticated look. The open-concept layout is enhanced by custom built-in cabinetry, a striking feature wall, designer wallpaper, upgraded light fixtures, stylish ceiling fans, and custom window coverings that add warmth, character, and refinement to every room. At the heart of the home, the kitchen is both functional and beautiful, featuring an upgraded designer backsplash, abundant cabinetry, and a spacious island that overlooks the dining area and great room, making it ideal for entertaining and everyday living. Sliding glass doors open to the screened lanai where tranquil preserve views create a serene outdoor setting perfect for morning coffee or evening relaxation. Additional upgrades include a whole-house water purification system, providing enhanced comfort and peace of mind. Every detail has been carefully selected to create a move-in-ready residence that blends luxury with everyday convenience. Residents of LakeHouse Cove enjoy an exceptional lifestyle surrounded by stunning natural beauty and world-class amenities. The community features a resort-style pool and spa, state-of-the-art fitness center, elegant clubhouse, pickleball courts, kayak launch, boathouse, scenic walking trails, and vibrant social activities. Just a short stroll from Waterside Place and minutes from Lakewood Ranch Main Street, University Town Center, downtown Sarasota, and the area's renowned Gulf Coast beaches, the location offers unparalleled access to shopping, dining, entertainment, and recreation. This is an outstanding opportunity to own a highly upgraded home in one of the region's most desirable and upscale communities.
Listing Agent: Joe Suarez (941-799-9397)
5601 ROSEHILL RD #203, SARASOTA, FL 34233
$185,000209 Days on yellowkey MLS ID: A4673504
REDUCED by $10,000 (5.1%) on 05/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1316 Built: 2002 Tax: $2,761 (2024)Community: Admirals WalkCondo
Taxes:$2,761
Remarks: -- HUGE PRICE REDUCTION SELLER WANTS IT SOLD**** SELLER WILL RENT ANNUALLY*** Great open floor unit with Two Bedroom unit with a loft that can be used for an office or an additional guest bedroom, Admiral Walk community features a New England Style feel, Resort Like community area with a heated pool with spa a fitness center Close to Shopping Centers, Direct Drive TO Siesta Key Beach via Clark Rd, easy drive to I-75 to travel to UTC Mall, Lakewood Ranch and more. Excellent quality A/C unit INSTALLED in 2020, BOSCH DISHWASHER AROUND 2021. Needs a bit of TLC, Great Location, and affordable price.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Hector Gomez, Llc (941-321-7164)
2207 WISTERIA ST, SARASOTA, FL 34239
$1,995,250113 Days on yellowkey MLS ID: A4683417
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3120 Built: 2017 Tax: $17,152 (2025)Community: GreenwichSpa: NoSingle Family
Taxes:$17,152
Remarks: Virtually Staged. East of the Trail in Sarasota, this 2017-built concrete block pool home offers 4 bedrooms, 4 bathrooms, and a rare double-primary layout on an oversized gated and fully fenced lot just minutes from Siesta Key Beach, downtown Sarasota, Arlington Park, and Southside Village. Combining newer construction, Flood Zone X positioning, and a highly desirable central Sarasota location, this home delivers the features buyers are actively searching for today. Designed for both everyday living and entertaining, the open-concept floor plan features high ceilings, abundant natural light, and seamless indoor-outdoor flow. A three-panel sliding glass door connects the main living area to the covered lanai and screened pool, creating a true Sarasota indoor-outdoor lifestyle. A modern electric fireplace anchors the living space, while automatic entry blinds add convenience and privacy with additional plantation shutters throughout. The kitchen is built for functionality and gathering, complete with quartz countertops, a gas range, stainless steel appliances, slow close cabinetry, a large center island, and newly updated refrigerator, microwave, and wine refrigerator in 2025. The first-floor primary suite includes two walk-in closets and a spacious bath with marble flooring, soaking tub, walk-in shower, and dual vanities. A first-floor laundry room adds daily convenience. Upstairs, engineered hardwood flooring extends throughout, leading to a large bonus room ideal for a home office, media room, or fitness space. Two secondary bedrooms share a bath on one side, while a separate second primary suite with ensuite bath and walk-in closet offers privacy for guests, multigenerational living, or flexible use. Outdoor living is designed for real use, with a screened pool, covered lanai, outdoor kitchen, paver deck, and fenced yard with usable green space. Additional features include hurricane impact windows and doors, spray foam insulation, gas tankless water heater, and an epoxy-coated garage floor. Located within Sarasota city limits with close proximity to beaches, dining, shopping, and I-75, this home offers a compelling combination of location, construction quality, and flexible living. Potential short-term rental opportunities may be available, subject to city regulations and buyer verification.
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Ali Marks (941-321-5147)
4921 PEBBLE BEACH AVE, SARASOTA, FL 34234
$129,999242 Days on yellowkey MLS ID: A4669681
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 687 Built: 1962Monthly Fee: $132 Tax: $2,762 (2024)Community: Tri-Par EstatesMobile Home
Taxes:$2,762
Remarks: Experience the charm of this quaint two-bedroom two-bath mobile home located in an active mobile home community. This well-maintained property offers comfort and convenience in a welcoming environment. Enjoy the vibrant lifestyle of the Tri-Par Estates mobile home park with friendly neighbors and plenty of community activities. This could be your perfect piece of paradise or your Ideal Vacation Home. Perfect for relaxation and enjoyment in the beautiful Florida sunshine.
Listing is courtesy of: CITY LUXE REALTY (941-321-0679)
Listing Agent: Lori Forester (941-284-9800)
1010 VILLAGIO CIR #106, SARASOTA, FL 34237
$249,9001231 Days on yellowkey MLS ID: A4560093
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1058 Built: 2002Monthly Fee: $329 Tax: $2,049 (2021)Community: Villagio CondominiumCondo
Taxes:$2,049
Elementary School: Tuttle Elementary
Tax Year: 2021
Remarks: WONDERFUL. UNIQUE SARASOTA CONDO ON A VERY CONVENIENT PLACE. NEAR DOWNTOWN, BEACHES, ST. ARMANDS CIRCLE SHOPPING-RESTAURANTS AND ORIOLES BASEBALL STADIUM. AFFORDABLE PRICE.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Gloria Insua Massa (941-302-8123)
2201 WEBBER ST, SARASOTA, FL 34239
$1,179,00047 Days on yellowkey MLS ID: A4692960
REDUCED by $11,000 (0.9%) on 06/08/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2267 Built: 1953 Tax: $9,268 (2025)Community: South Side ParkSingle Family
Taxes:$9,268
Remarks: Exceptional opportunity to own a fully renovated, income-generating property with a strong track record of short-term rental success. This 4-bedroom, 3.5-bath home, located in the highly desirable Arlington Park area of Sarasota, was completely renovated in 2020, offering modern finishes, updated systems, and true turnkey condition for both personal use and continued rental income. For the past six years, the property has operated as a successful short-term rental, delivering consistent performance and strong guest demand. Even more compelling, there are future reservations already in place for 2026 and 2027, providing immediate, built-in income for the next owner. The spacious layout is ideal for accommodating larger groups, and the home has been meticulously maintained to meet guest expectations and maximize occupancy. Step outside to a private backyard retreat featuring a heated swimming pool, expansive deck, and a covered patio with a built-in outdoor grilling island—perfect for entertaining guests and enhancing the rental experience year-round. The listing agent is also the current property manager and has successfully managed the home over the past six years. For buyers seeking a seamless transition, professional management can continue in place, offering a true hands-off investment opportunity. Ideally situated less than 10 minutes to Downtown Sarasota and the world-renowned Siesta Key beaches, this location consistently attracts both vacationers and long-term visitors alike. 2201 Weber Street offers a rare combination of modern renovation, established income history, future bookings, resort-style outdoor living, prime location, and optional ongoing management—making it an exceptional opportunity for investors and second-home buyers alike.
Listing is courtesy of: WILLIAM GLADE LIC. REAL ESTATE BROKER (941-356-1054)
Listing Agent: William Glade (941-356-1054)
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