Location: Sarasota
Do Not Show Listings
1418 JOHN RINGLING PKWY, SARASOTA, FL 34236
$7,900,000172 Days on yellowkey MLS ID: A4675500
1 Days Off yellowkey (back on 5/21/2026)
REDUCED by $600,000 (7.1%) on 05/17/2026
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 5582 Built: 2004Monthly Fee: $42 Tax: $57,926 (2024)Community: Lido CSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$57,926
Elementary School: Southside Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Discover refined living and tranquility in this stunning home set within the esteemed Lido Shores neighborhood. Step inside through striking Sapele entry doors into a thoughtfully remodeled residence by award-winning Mindy Webb Design. The instant you enter, you're greeted by a breathtaking wall of windows that highlights the infinity pool, sweeping views of Sarasota Bay, the city skyline, and the impressive John Ringling Bridge. Inside, a contemporary color palette and premium finishes elevate every room. The spacious five-bedroom estate reveals meticulous craftsmanship throughout, with Italian flooring, a gourmet chef’s kitchen, butler’s pantry, billiard room, two wet bars, a climate-controlled wine cellar holding up to 648 bottles, intricate crown molding, tray ceilings, an office/den with embossed copper ceiling, and a two-stop elevator. The master suite, on the main floor, includes dual, custom walk-in closets and a spa-like bathroom. An extraordinary collection of chandeliers throughout the home adds a touch of elegance. Three of the additional en-suite bedrooms provide comfort for guests or family, the show-stopping wine cellar , with new cooler, will delight any enthusiast. Start your mornings peacefully, taking in the kaleidoscope of hues as the sun rises over the bay, watch dolphins and manatees glide by. Relax at night beside a fire on the upper balcony, enjoying views of the glowing Ringling Bridge and Sarasota skyline. Outdoor features include a summer kitchen, two separate dining spaces, a 16,000 lb. boat lift capable of accommodating deep-hulled vessels, two Jet Ski lifts, a dedicated kayak/paddle boat platform measuring 9 feet by 14 feet with an integrated rack, as well as an additional dock platform sized at 16 feet by 9 feet. Sustainable updates abound, like 51 new solar panels paired with three Tesla storage batteries. Additional features: four-zone Trane air system, fenced yard, brand-new metal roof (2025). The professionally landscaped grounds feature native Florida foliage, palm trees, and ambient lighting for evening gatherings. Furniture available via separate contract. End your day with a stroll along your community-private beach. Lido Shores Association membership is voluntary ($500/year) for access to a private gated beach, pavilion, Bocci Ball Court, and many community events. This home has been expertly renovated and meticulously maintained—simply bring your suitcase and move right in! Located minutes from boutique shopping, fine dining, cultural venues, and St. Armands Circle, residents also enjoy proximity to world-class golf courses and recreational parks. The residence promises both privacy and community, offering a tranquil retreat while being close to Sarasota's vibrant coastal lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
1610 N LODGE DR, SARASOTA, FL 34239
$11,500,000219 Days on yellowkey MLS ID: A4671493
Bed: 5 Bath: 6.5 Gar: 6 Liv Area Sq Ft: 7110 Built: 2024Monthly Fee: $29 Tax: $33,292 (2024)Community: Cherokee LodgeSpa: YesSingle Family
Taxes:$33,292
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Stunning waterfront three story, coastal modern, single-family waterfront home is the perfect blend of comfort and luxury located in the treasured Cherokee Park neighborhood. Nestled on a street adorned with majestic oak and canopy trees, this exceptional property offers both privacy and grandeur. As you approach this generous lot, you'll be greeted by an electric gate entryway. Choose to park in either the detached two-car garage beneath the guest house or the hidden 6-8 car garage on the side of the house. The garage level features a private gym with a bathroom and an extraordinary outdoor living space that includes both covered and uncovered areas, a stainless steel outdoor kitchen, and a fire pit. Entering the home, you're captivated by a glass box foyer entryway with a custom staircase and state of the art glass elevator. There is also an entryway through the 6+ car garage leading to the elevator. The spacious second-floor living area boasts an open floor plan perfect for any event. The elegant great room features a custom glass floor and firebox, leading to a beautiful open kitchen with custom cabinets, waterfall stone countertops, and Subzero and Wolf appliances. Adjacent to the kitchen is a bonus room and an open yet private dining room, ideal for a wine collector with its floor-to-ceiling glass wine cellar that doubles as an art piece. Behind the kitchen cabinetry, you'll find a separate sizable pantry and laundry room. This floor also features a beautiful balcony accompanied by a glistening hot-tub/dipping pool that waterfalls into your main pool. Make your way to the third story to find 4 on suite bedrooms and a second laundry room. The primary bedroom offers an expansive layout that seamlessly blends comfort and elegance. The true highlight is the gorgeous balcony overlooking the pool that leads to a staircase up to the breathtaking rooftop. From here, you will enjoy panoramic views of the spectacular Sarasota. Whether you’re hosting a sunset soiree or savoring peaceful morning coffee, this rooftop oasis provides an extraordinary vantage point. This seamless indoor-outdoor flow and the captivating scenery make this property a true gem for those seeking both luxury and tranquility in a prime location.
765 SIESTA KEY CIR, SARASOTA, FL 34242
$3,290,00037 Days on yellowkey MLS ID: C7525634
REDUCED by $210,000 (6.0%) on 05/30/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3446 Built: 1972Monthly Fee: $83 Tax: $20,136 (2025)Community: Siestas BaysideSingle Family
Taxes:$20,136
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Hidden behind an expansive 250-foot circular driveway, the residence is designed for those who appreciate luxury waterfront living and effortless entertaining. Offering approximately 3,500+ square feet, the home features 5 bedrooms, 2 bonus rooms, and dual primary suites, including a spacious main-level owner’s retreat and an additional upstairs suite ideal for guests or multigenerational living. Inside, timeless elegance meets modern functionality with marble flooring, GE Café appliances, spray foam insulated walls for enhanced efficiency and sound reduction, and expansive living spaces filled with natural light and tranquil water views. Recent improvements include three newer HVAC systems, a newer pool heater, major mechanical updates, and an oversized deep-water dock capable of accommodating larger vessels. Outdoor amenities create a true resort-style setting with a heated pool, private basketball court, lush tropical landscaping, and multiple areas for relaxation and entertaining. The oversized waterfront lot is the true centerpiece of the property, providing remarkable privacy and unobstructed boating access with no waterway limitations — an increasingly rare offering on Siesta Key. Conveniently located just minutes from Siesta Key Beach, marinas, fine dining, private clubs, and downtown Sarasota, this extraordinary property presents a rare opportunity to own a premier waterfront estate in one of Southwest Florida’s most desirable coastal destinations.
Listing is courtesy of: RE/MAX PALM REALTY (941-743-5525)
Listing Agent: Taylor Brady (239-896-6433)
5936 ALBERT PL, SARASOTA, FL 34231
$355,00062 Days on yellowkey MLS ID: O6399746
REDUCED by $5,000 (1.4%) on 05/30/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1018 Built: 1953 Tax: $3,588 (2026)Community: Stickney Point ParkSingle Family
Taxes:$3,588
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2026
Remarks: Tastefully renovated pool home located minutes to Siesta Key. This 2 bed 2 bath home has an additional room currently used as a third bedroom off of the living room. The other 2 bedrooms are separate ends of the home for added privacy. Minutes to many fine restaurants, local attractions and more. Can be sold as a package deal with #06398108,#06399737, #06399693, #06399686, #06398095
Listing is courtesy of: FRAKES REALTY (508-717-2752)
Listing Agent: Derek Frakes (508-717-2752)
1067 WESTWAY DR, SARASOTA, FL 34236
$18,000,000125 Days on yellowkey MLS ID: A4680843
REDUCED by $2,000,000 (10.0%) on 05/30/2026
Bed: 6 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 7438 Built: 1996Monthly Fee: $42 Tax: $225,146 (2025)Community: Lido C/ Lido ShoresSpa: NoSingle Family
Taxes:$225,146
Remarks: Positioned on the pristine shores of Sarasota’s Lido Key, 1067 Westway Drive presents a truly rare Gulf-front offering—defined by scale, privacy and irreplaceable land value. With over 100 feet of private, direct beachfront, this estate occupies one of the most coveted and increasingly scarce stretches of shoreline on Florida’s West Coast. Parcels of this size are rarely found, positioning this property as both a refined coastal retreat and a generational asset. Designed to embrace its extraordinary setting, the residence unfolds with light-filled interiors, grand architectural moments and uninterrupted turquoise Gulf views from nearly every living space. A dramatic atrium entry and marble staircase lead to expansive rooms where soaring ceilings, bespoke detailing and walls of glass blur the line between indoors and out. The welcoming great room opens effortlessly into an expansive beachfront terrace - offering front-row views of endless sunsets over the Gulf of Mexico. The home is equally suited for elegant entertaining and relaxed coastal living, featuring a sophisticated bar and lounge with a custom glass wine room, a gourmet chef’s kitchen with premium appliances and multiple dining spaces outlined by panoramic water views. Savor resort-style outdoor living - and soak up the sun with unlimited boating, water sports and beachcombing. Experience the lush, tropical landscaping, infinity-edge pool overlooking the Gulf, and multiple rooftop terraces - culminating in a spectacular rooftop entertaining level with sweeping sunrise-to-sunset vistas spanning Sarasota Bay, downtown and the Gulf beyond. The primary suite is a dedicated sanctuary with its own beach-front terrace, spa-inspired bath, boutique-style dressing room and fitness space. Artfully designed for both the owner’s privacy as well as those who visit – the five guest suites are thoughtfully appointed as intimate retreats. And while famous St. Armands’s Circle and vibrant downtown Sarasota is merely minutes away for dining and shopping – there’s no need to leave the grounds when you have a private theater, 2 executive offices, fitness room, family and game rooms, bunk room and multiple rooftop decks for lounging and entertaining. Offering exceptional Gulf of Mexico frontage, uncompromising privacy and a world-class beachfront lifestyle, 1067 Westway Drive stands among the most significant residential offerings on Florida’s Gulf Coast—an estate where luxury, location and legacy converge. (Two adjoining parcels are available to design one of the most private retreats in South Florida.)
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Monica Verinder (941-704-4040)
5917 OLIVE AVE, SARASOTA, FL 34231
$473,00019 Days on yellowkey MLS ID: O6411402
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1330 Built: 1957 Tax: $3,209 (2025)Community: Golden AcresSingle Family
Taxes:$3,209
Elementary School: Gulf Gate Elementary
Remarks: One or more photo(s) has been virtually staged. Located in the desirable coastal community of Sarasota, this inviting home offers a relaxed Florida lifestyle with a comfortable layout and bright, open living spaces. The interior features a functional flow designed for everyday living and easy entertaining, with well-sized bedrooms and versatile common areas. Outdoor space provides room to enjoy the warm weather year-round, whether relaxing, gardening, or hosting gatherings. Conveniently situated near Gulf beaches, shopping, dining, and cultural attractions, this property delivers both lifestyle and location in one of Sarasota’s most sought-after areas.
Listing is courtesy of: MAINSTAY BROKERAGE LLC (800-583-2914)
Listing Agent: Raquel Littlejohn (470-279-6333)
600 MOURNING DOVE DR, SARASOTA, FL 34236
$11,900,00019 Days on yellowkey MLS ID: A4694192
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5767 Built: 2026Monthly Fee: $89 Tax: $47,243 (2025)Community: Bird Key SubSpa: YesSingle Family
Taxes:$47,243
Remarks: Under Construction. Positioned on one of Bird Key’s most expansive waterfront parcels featuring 200 foot of water-frontage, this extraordinary new construction estate captures sweeping Sarasota Bay views and represents a rare blend of architectural sophistication, enduring strength, and refined coastal luxury. Masterfully designed by renowned architect DSDG Architects and built by Dynan Construction, Sarasota’s premier waterfront builder, the residence has been thoughtfully engineered to the Fortified Gold standard, offering exceptional resilience and peace of mind for luxury waterfront living. A striking modern façade introduces interiors defined by dramatic floor-to-ceiling glass, allowing natural light and panoramic water views to pour throughout the home while seamlessly blending indoor and outdoor living. Warm, curated interior finishes create an inviting yet sophisticated ambiance, balancing contemporary architecture with timeless livability. Designed for both grand-scale entertaining and effortless daily living, the residence features four luxurious bedroom suites, a private office, a gym/wellness center with sauna, elevator access to all levels, an expansive rooftop deck designed to capture breathtaking sunsets over Sarasota Bay, and a spacious three-car garage. The outdoor living experience is equally compelling, with resort-inspired entertaining spaces thoughtfully designed to embrace the coveted waterfront lifestyle. The masterfully designed infinity-edge pool serves as the centerpiece of the outdoor living experience, offering a striking visual connection to the surrounding waterfront setting. Set within one of Sarasota’s most prestigious waterfront communities, this exceptional offering presents a rare opportunity to own a statement residence between downtown Sarasota and St. Armands Circle, offering an unmatched lifestyle surrounded by fine dining, boutique shopping, cultural attractions, boating amenities, and breathtaking Gulf beaches.
Listing is courtesy of: COASTAL RESERVE (941-586-7736)
Listing Agent: Cassandra Miller (941-586-7736)
12016 LEGACY ESTATES BLVD, SARASOTA, FL 34238
$1,795,000167 Days on yellowkey MLS ID: A4676570
0 Days Off yellowkey (back on 5/29/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3639 Built: 2017Monthly Fee: $560 Tax: $8,084 (2025)Community: Legacy Estates At Esplanade On Palmer RanchSpa: NoSingle Family
Taxes:$8,084
Remarks: Under contract-accepting backup offers. Welcome to 12016 Legacy Estates Blvd, a meticulously maintained 3-bedroom, 3.5-bath home offering 3,639 sq. ft. of living space in a sought-after resort-style community. This spacious residence features beautiful porcelain tile floors, abundant natural light, and an open layout designed for both comfortable living and entertaining. The home provides plenty of space for family and guests and includes an oversized bonus room that can be easily converted into a fourth bedroom or media room. Pride of ownership is evident throughout. Step outside to your private outdoor retreat featuring an oversized lanai, outdoor kitchen, and a serene pool overlooking a peaceful pond, perfect for relaxing or hosting gatherings while enjoying Florida’s indoor-outdoor lifestyle. Residents enjoy access to an impressive resort-style clubhouse offering a fitness center, spa, game room, and large common areas ideal for social events. The community pool is complemented by the popular Bahama Bar, serving great food and drinks in a relaxed setting. For outdoor enthusiasts, the community offers two convenient access points to the famous Legacy Trail, perfect for running, walking, or biking. This exceptional property combines luxury, space, and outstanding amenities in an unbeatable location.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Austin Hager (941-254-3199)
8067 WATERBEND TRL, SARASOTA, FL 34240
$1,900,000146 Days on yellowkey MLS ID: A4678689
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3509 Built: 2022Monthly Fee: $382 Tax: $17,545 (2025)Community: Lakehouse Cove At WatersideSpa: YesSingle Family
Taxes:$17,545
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: Welcome to your dream home in the highly sought-after Lakehouse Cove at Lakewood Ranch. This exceptional Tideland floor plan by Homes by Towne offers the perfect blend of luxury, comfort, and true waterfront living, highlighted by expansive panoramic lake views. This thoughtfully designed 3-bedroom, 4-bathroom residence features a spacious open-concept layout accented by high-end finishes and quality upgrades throughout. The main level includes a dedicated office, ideal for working from home or creating a private retreat, as well as a generous primary suite with a spa-inspired bathroom and large walk-in closet. Step outside to the oversized screened lanai and take in tranquil mornings and breathtaking sunset views over the lake—an ideal setting for relaxation and entertaining. The upper level offers a versatile bonus living area, perfect for a media room, guest suite, or additional gathering space. Each bedroom is designed for privacy and comfort, with its own en-suite bathroom, making this home well-suited for family and guests alike. Situated within the amenity-rich Lakehouse Cove community, residents enjoy access to a resort-style clubhouse, fitness center, pool, kayak launch, and miles of scenic walking trails. Conveniently located near shopping, dining, and all that Lakewood Ranch has to offer, this lakefront home presents a rare opportunity to enjoy refined Florida living at its best.
Listing is courtesy of: RANCH REALTY (941-228-1229)
Listing Agent: Kevin Bryceland (941-228-1229)
3993 HINA DR, SARASOTA, FL 34241
$395,000184 Days on yellowkey MLS ID: O6367407
REDUCED by $5,000 (1.3%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1792 Built: 1984 Tax: $3,312 (2024)Community: Lake SarasotaSpa: NoSingle Family
Taxes:$3,312
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Welcome home to the perfect blend of location, style, and functionality! Ideally situated in the desirable Lake Sarasota area, this beautifully maintained residence offers quick access to I 75, premier shopping, and the world-famous white sands of Siesta Key Beach—making everyday living and weekend getaways effortless. Step inside and fall in love with the open-concept floor plan, designed for both entertaining and comfortable daily living. The show-stopping kitchen is truly the heart of the home, featuring granite countertops, stainless steel appliances and French doors that open seamlessly to a spacious lanai—perfect for indoor-outdoor living. Outside, enjoy your oversized, fully fenced backyard, offering exceptional privacy and plenty of room to relax, play, or entertain. A convenient utility building adds valuable storage and functionality. This home offers three spacious bedrooms and two full bathrooms, plus a versatile bonus room off the primary suite that can easily serve as a fourth bedroom, home office, nursery, or creative space. The primary retreat is complete with a spa-inspired en-suite bath, showcasing dual vanities and an oversized walk-in shower. With its desirable location, flexible layout, stylish finishes, and private outdoor space, this home truly checks all the boxes. Don’t miss your opportunity to own this exceptional Florida retreat—schedule your private showing today!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Jeff Jones (205-902-3584)
4889 BRIGITTA DR, SARASOTA, FL 34241
$785,000239 Days on yellowkey MLS ID: N6141089
REDUCED by $10,000 (1.3%) on 05/29/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2834 Built: 1984Monthly Fee: $113 Tax: $10,463 (2024)Community: Foxfire WestSpa: YesSingle Family
Taxes:$10,463
Remarks: Nestled among mature trees, this home offers incredible potential to become your dream residence with some exterior updates and TLC. Situated on 2.3 acres in the highly desirable Fox Fire West, east of I-75 in Sarasota County, this property truly delivers on location, location, location. Located in a quiet cul-de-sac, the neighborhood features homes starting at $1.1M+. Enjoy the best of both worlds—country-style living while remaining close to everything. Home Depot, Publix, and Walmart are just 5 minutes away, and UTC Mall is only a 15-minute drive. The home features two fireplaces—one in the living room and one in the primary bedroom. The spacious primary suite includes three closets, a large walk-in shower, and a private two-level enclosed sauna. Sliding doors lead directly to the pool, with an additional set opening into a dedicated Jacuzzi room. Two bedrooms share a Jack-and-Jill bathroom, while a separate upstairs bedroom includes two walk-in closets, its own bathroom, and a private exterior entrance—ideal for an older child, guests, or a private retreat. Living and dining areas are an open-concept layout, complemented by an additional formal dining room. Three pocketing sliding glass doors open to an oversized covered pool and lanai with an eat-in area. Beyond the pool, a roofed gazebo with three wired ceiling fans provides the perfect outdoor gathering space. Once you experience this home and envision the possibilities with thoughtful updates or renovation, you’ll immediately see the exceptional value and potential it offers.
Listing is courtesy of: KAZ REAL ESTATE COMPANY (941-441-7661)
Listing Agent: Jim Kasmirski, Llc (941-441-7661)
3101 BISPHAM RD, SARASOTA, FL 34231
$390,00033 Days on yellowkey MLS ID: A4693789
Bed: 5 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1920 Built: 1969 Tax: $4,313 (2025)Community: Gulf GateSingle Family
Taxes:$4,313
Remarks: This Gulf Gate home is the perfect project, in an amazing location. This home offers nearly 2,000 square feet of air-conditioned living space, plus a 19x11 rear lanai and a private screened 21x18 entry courtyard, giving the home a spacious feel. The large open living area with eat in kitchen, and split floor plan provide added privacy for both family and guests. The left of the home offers 3 bedrooms, created from the original master with a permitted additon. The right side has 2 more bedrooms with a bathroom between. Located in one of the most desirable areas of Gulf Gate, this is a HUD-owned home (case #093-930189). Equal Housing Opportunity.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Susanna Condon (941-243-4771)
8100 SLIPWAY DR, SARASOTA, FL 34240
$889,50083 Days on yellowkey MLS ID: A4687435
Bed: 2 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2076 Built: 2023Monthly Fee: $406 Tax: $11,399 (2025)Community: Lakehouse Cove/WatersideSpa: YesSingle Family
Taxes:$11,399
Remarks: One or more photo(s) has been virtually staged. Welcome to 8100 Slipway Dr, Sarasota, FL 34240, where luxury, comfort, and peace of mind come together in one exceptional Florida home. Nestled in Waterside – Lakehouse Cove community, this beautifully upgraded residence offers the perfect blend of modern elegance and everyday functionality. Step inside and experience an open, light-filled floor plan enhanced by custom lighting that creates a warm, sophisticated ambiance throughout. The gourmet kitchen and living spaces flow seamlessly, making this home ideal for entertaining or relaxed Florida living. Retreat to your private outdoor oasis featuring a heated pool and spa, perfect for year-round enjoyment. Whether hosting guests or enjoying a quiet evening under the stars, this space delivers the ultimate Florida lifestyle. A versatile bonus office or den provides the perfect space for working from home, a quiet retreat, or even a flex room to suit your lifestyle needs. This home is thoughtfully equipped with hurricane impact doors and windows, providing security and energy efficiency. A whole house Generac generator ensures uninterrupted comfort, giving you confidence and convenience during any season. The spacious 3-car garage offers ample room for vehicles, storage, and even a golf cart, adding both convenience and flexibility to your daily living. The custom-designed primary closet adds a touch of luxury and organization to your daily routine, while every detail of this home reflects quality craftsmanship and attention to detail. Located in Sarasota, FL, near Lakewood Ranch, top-rated schools, shopping, dining, and Gulf Coast beaches, this property is ideal for buyers seeking a luxury home in Sarasota, a pool home in Sarasota FL, or a move-in-ready Florida dream home. Do not miss this opportunity to own a stunning Sarasota pool home with premium upgrades in one of the area’s most sought-after locations.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: David Mills (770-572-9444)
4109 66TH TER E, SARASOTA, FL 34243
$430,00030 Days on yellowkey MLS ID: A4693273
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1674 Built: 2010Monthly Fee: $579 Tax: $3,464 (2025)Community: Cascades At Sarasota Ph VSingle Family
Taxes:$3,464
Elementary School: Kinnan Elementary
High School: Southeast High
Middle School: Braden River Middle
Remarks: Under contract-accepting backup offers. Welcome to Cascades at Sarasota, one of the area’s premier 55+ gated communities! This beautifully maintained 2-bedroom, 2-bath residence offers an inviting open floor plan with spacious living areas designed for both comfort and entertaining. The split-bedroom layout provides privacy for owners and guests alike, while large windows and sliding glass doors allow natural light to pour throughout the home. The kitchen features ample cabinetry, generous counter space, and a convenient eat-in dining area overlooking the living space. The primary suite offers a relaxing retreat with a walk-in closet and en-suite bath complete with dual sinks and a walk-in shower. Additional highlights include an inside laundry room, ceiling fans, and a screened lanai perfect for enjoying Florida’s year-round sunshine. Located in the highly sought-after Cascades at Sarasota, residents enjoy resort-style amenities including a clubhouse, heated pool and spa, fitness center, tennis courts, pickleball, social activities, and beautifully maintained grounds. Conveniently located near shopping, dining, UTC Mall, downtown Sarasota, SRQ Airport, and Gulf Coast beaches. Experience low-maintenance Florida living at its finest!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Kelly Trippe (941-330-7750)
1537 SIESTA DR, SARASOTA, FL 34239
$2,995,00042 Days on yellowkey MLS ID: A4692775
REDUCED by $105,000 (3.4%) on 05/29/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3727 Built: 2023 Tax: $31,404 (2025)Community: Sunset Bay SubSingle Family
Taxes:$31,404
Remarks: Welcome to 1537 Siesta Drive—an exceptional custom coastal contemporary residence ideally positioned between Downtown Sarasota and world-renowned Siesta Key Beach. Built in 2023, this stunning luxury home offers 4 bedrooms, 4 full baths, 2 half baths, a dedicated office, and over 3,700 square feet of thoughtfully designed living space. From the moment you enter, you’re greeted by soaring ceilings, rich hardwood flooring, and an open-concept floor plan flooded with natural light. The chef’s kitchen is a showpiece, featuring premium appliances, designer finishes, a wine refrigerator, and seamless flow into the expansive great room—perfect for both entertaining and everyday living. The first-floor primary suite is a private retreat, complete with spa-inspired bath, oversized walk-in closet, and outdoor access. Upstairs, additional ensuite bedrooms and private balconies offer elevated comfort with peekaboo Sarasota Bay views. Step outside to your resort-style backyard oasis featuring a heated saltwater pool, outdoor kitchen, putting green, expansive covered lanai for dining and lounging, and lush tropical landscaping—all designed for effortless Florida living. Additional highlights include a 3-car garage, metal roof, impact windows/doors, and a premier West of Trail location just minutes from Southside Village, downtown dining, marinas, and the beaches. Located within city limits, this home has operated as a successful short and long-term rental. Financials are available upon request. Luxury, location, and lifestyle converge at this remarkable Sarasota residence.
Listing Agent: Tina Ellis (512-550-1117)
2237 LOCKWOOD MEADOWS CIR, SARASOTA, FL 34234
$298,00021 Days on yellowkey MLS ID: A4693962
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1031 Built: 1984 Tax: $3,888 (2024)Community: Lockwood MeadowsSingle Family
Taxes:$3,888
Remarks: Nestled in a quiet, established Sarasota neighborhood on a cul de sac, this charming 2-bedroom, 1-bath single-family home offers comfort, convenience, and plenty of outdoor space — all with no HOA restrictions. Featuring 1,031 square feet of living space on an oversized .29-acre lot, this home is perfect for those seeking both functionality and room to enjoy Florida living. Step inside to find fresh interior paint and an inviting open-concept layout where the kitchen seamlessly flows into the main living area, creating the perfect setting for everyday living and entertaining. The kitchen also connects directly to a dedicated dining room that opens to a large screened-in patio, offering ample space for hosting guests, outdoor dining, and grilling year-round. The expansive backyard provides endless possibilities for gardening, pets, play, or future additions. Additional highlights include a single-car garage and a new roof installed in April 2023 for added peace of mind. Ideally located less than 8 miles from Sarasota-Bradenton International Airport, UTC shopping and dining, and the pristine shores of Lido Beach, this home combines convenience with the tranquility of a tucked-away neighborhood setting.
Listing is courtesy of: PRIME TIME REAL ESTATE INC (941-323-8685)
Listing Agent: Alex Paulus (636-875-0796)
5453 ASHTON MANOR DR, SARASOTA, FL 34233
$549,50091 Days on yellowkey MLS ID: A4686593
REDUCED by $45,500 (7.6%) on 05/29/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2282 Built: 2000Monthly Fee: $54 Tax: $3,055 (2025)Community: Ashton ManorSpa: NoSingle Family
Taxes:$3,055
Remarks: Welcome to Ashton Manor, where comfort meets Florida living. This beautifully maintained 3-bedroom, 2-bathroom single-family pool home offers a desirable split floor plan designed for both privacy and functionality. Step inside to find a spacious layout featuring two separate living areas—perfect for entertaining guests or creating a cozy family retreat—along with a formal dining room ideal for hosting gatherings and holiday meals. Natural light fills the home, enhancing the warm and inviting atmosphere throughout. The true highlight is the south-facing, heated pool, set within a screened enclosure for year-round enjoyment. Relax and unwind while taking in tranquil views of the serene pond, creating a peaceful backyard oasis. Whether you're enjoying your morning coffee or an evening swim, this outdoor space delivers the perfect blend of privacy and nature. Additional features include hurricane shutters for added peace of mind and mature landscaping that enhances both curb appeal and the overall sense of privacy. Located in the sought-after Ashton Manor community in Sarasota County, this home offers the perfect balance of quiet surroundings and convenient access to shopping, dining, and Gulf Coast beaches. Experience the best of Florida living in this inviting and well-appointed home.This a "must see" home. Private showings available.
Listing is courtesy of: WAGNER REALTY (941-955-1500)
Listing Agent: Jon Patella (941-228-1613)
5974 SAN MICHELLE DR, SARASOTA, FL 34243
$369,900145 Days on yellowkey MLS ID: N6142540
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1531 Built: 1987Monthly Fee: $87 Tax: $2,850 (2024)Community: Longwood Run Ph 3 Pt ASpa: NoSingle Family
Taxes:$2,850
Elementary School: Emma E. Booker Elementary
Remarks: Experience serene lakefront living in this beautifully maintained 3-bedroom, 2-bath residence, thoughtfully designed as either a true three-bedroom home or a two-bedroom plus den to suit your lifestyle. Set on a tranquil lake, this home offers captivating water views and a peaceful backdrop where native wildlife and dreamy Florida afternoons take center stage. A screened front entry welcomes cooling breezes throughout the home, creating an effortless indoor-outdoor flow without the nuisance of insects. Inside, the open, airy floor plan is filled with natural light and designed for both relaxation and entertaining, perfectly capturing the essence of Florida living. Located on a quiet cul-de-sac along San Michele in the desirable Longwood Run community, this home enjoys a prime position along the University Parkway corridor—minutes from Sarasota’s world-class beaches, SRQ International Airport, downtown Sarasota, and Main Street Lakewood Ranch. Additional highlights include low annual HOA fees and a flexible rental policy allowing a minimum six-month lease once per year with no waiting period. Offered as the owners relocate to be closer to family, this is a rare opportunity to own a stunning lakefront home in an exceptional Sarasota location. Seller will Credit Buyers $25,000 for New Roof / AC
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Vince Fuda (941-615-8000)
4510 MURCIA BLVD #16, SARASOTA, FL 34238
$554,000148 Days on yellowkey MLS ID: TB8466603
REDUCED by $1,000 (0.2%) on 05/26/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2816 Built: 2005Monthly Fee: $250 Tax: $7,222 (2025)Community: Valencia At PrestanciaSpa: YesSingle Family
Taxes:$7,222
Remarks: Elegant 5-bedroom, 3-bath residence offering 2,816 sq ft of refined living space with a 3-car garage, built in 2005. This beautifully appointed home features soaring ceilings and an open, light-filled floor plan designed for both comfort and style. Fresh interior paint enhances the home’s clean, modern feel, while the kitchen is upgraded with a new refrigerator and dishwasher. Enjoy elevated indoor–outdoor living with a stunning two-story screened patio and private inground spa—perfect for entertaining or peaceful relaxation. The primary suite is a true retreat, featuring a spa-inspired bath with dual vanities, an oversized walk-in shower, and a luxurious soaking tub. Located within a prestigious golf course community, this home also offers the convenience of an HOA that covers roof and exterior maintenance, providing low-maintenance, worry-free living. Ideally situated close to shopping, dining, and major conveniences.
Listing is courtesy of: SPIN REAL ESTATE LLC (813-675-0916)
Listing Agent: Lee Kearney (813-212-8335)
149 MCKINLEY DR, SARASOTA, FL 34236
$5,500,000166 Days on yellowkey MLS ID: A4676647
Bed: 9 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 4149 Built: 2022 Tax: $55,845 (2025)Community: Lido Beach Div B ResubSpa: YesSingle Family
Taxes:$55,845
Remarks: This custom-built NEW (2022) residence showcases refined craftsmanship and thoughtfully curated luxury upgrades throughout. The home features soaring ceilings and expansive floor-to-ceiling windows that create a dramatic architectural statement while maximizing natural light. Wide-open living spaces are enhanced by high-end tile flooring, sleek modern lines, and a seamless indoor-outdoor flow designed for upscale coastal living. The gourmet kitchen is outfitted with premium cabinetry, designer countertops, and high-end appliances, offering both elegance and functionality for entertaining. Designer-inspired bathrooms feature luxury tilework, glass-enclosed showers, floating vanities, and upscale fixtures, creating a resort-like experience in every en-suite (seven total). Custom lighting, contemporary finishes, and refined millwork elevate each space, while thoughtfully designed en-suite bedrooms provide hotel-style privacy and comfort. Multiple balconies, a private rooftop terrace, and an open upper-level lounge further enhance the home’s architectural appeal, offering elevated vantage points and sophisticated outdoor living spaces. Outdoors, the property is designed for luxury entertaining, featuring an outdoor gas fire pit, gazebo, private outdoor shower, and a fully fenced backyard—perfectly blending style with functionality. An outdoor kitchen, designed to the buyer’s specifications, will be provided at closing, offering a personalized extension of the home’s exceptional indoor-outdoor lifestyle. From the elegant owner’s suite to the panoramic rooftop retreat, every detail of this residence reflects modern coastal luxury and meticulous attention to design. Single-owner, fully custom home thoughtfully designed from plat to completion with exceptional attention to detail throughout. Call to schedule your private showing today.
Listing Agent: Danielle Dietrich, Pa (603-767-9166)
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