Location: Sarasota
Do Not Show Listings
1186 WESTWAY DR, SARASOTA, FL 34236
$1,700,000142 Days on yellowkey MLS ID: A4678121
3 Days Off yellowkey (back on 5/11/2026)
REDUCED by $150,000 (8.1%) on 04/28/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2984 Built: 1957 Tax: $21,576 (2025)Community: Lido CSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$21,576
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: An idyllic island getaway in a coveted Lido Shores location with unobstructed Gulf views and nearby access to the residents-only private beach, this chic contemporary home offers a spacious open layout and excellent indoor-outdoor flow with the convenience of single-level living. With the feel of a private resort, the home boasts thoughtful design features that are both elevated and relaxed, from the dramatic covered double-door entrance to the wood-beamed ceiling in the living room, wide plank floors throughout, louvered window coverings, and walls of glass that showcase exotic foliage. Meticulously renovated in 2025, nearly 3,000 square feet of brightly lit interior space opens seamlessly to a fully enclosed rear terrace with a pool, creating an open-air extension of the living space while preserving privacy. Glass doors and oversized windows showcase a connection to the tropical landscape at every angle. The front living room, with warm-toned wood accents and a cozy electric fireplace, enjoys sight lines to the rear terrace and pool on one side and through the glass front doors to the beach on the other side. Past the front living room, a linear kitchen provides plentiful counter and storage space, with premium stainless-steel appliances and counter seating adjacent to the central spacious dining area. Opposite the kitchen, a second living room overlooks the pool through a full wall of sliding glass doors, and beyond it, yet more shared living space extends the terrace access and offers flex space as a game room, media den, and more. Poised for full-time or seasonal living, this home is an exceptional opportunity to acquire a family vacation retreat or investment property where the sense of chic island comfort cannot be overstated. Lido Shores is enviably located between the bustling hub of St. Armands Circle and the southern end of Longboat Key, with ready access to the Longboat Key Club, shopping, dining, and the cosmopolitan amenities of Downtown Sarasota. Beyond its natural beauty, this island enclave is renowned for its concentration of mid-century and modern homes from acclaimed architects including Paul Rudolph and Ralph Twitchell. Residents of Lido Shores enjoy exclusive access to a private beach through a secure gate, with a covered pavilion for entertaining and resident-only events that strengthen the close-knit nature of the community.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lisa Morris, Pa (941-544-3332)
5476 SWIFT RD #19, SARASOTA, FL 34231
$147,90051 Days on yellowkey MLS ID: A4689984
REDUCED by $7,000 (4.5%) on 05/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1095 Built: 1981 Tax: $2,164 (2025)Community: Imperial PlaceCondo
Taxes:$2,164
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Live the Florida lifestyle you’ve been dreaming of—just minutes from the powdery white sands of Siesta Key Beach. This rarely available ground-floor, two-bedroom, two-bath end-unit condo combines location, upgrades, and effortless living in one exceptional package. From the moment you step inside, you’ll notice the light-filled, airy feel enhanced by extra windows—an exclusive perk of end-unit living—and a desirable south-facing position. This home features newer luxury vinyl flooring, newer appliances, impact windows (2019), AC (2020), and a brand-new roof (2025), offering true peace of mind. The open-concept layout seamlessly connects the living, dining, and kitchen areas—perfect for entertaining or simply relaxing after a day at the beach. Step outside through sliding glass doors to your oversized screened-in patio, where morning coffee and evening breezes become part of your daily routine. Located in Imperial Place, residents enjoy a community pool and convenient access to nearby attractions all while being just minutes from shopping, dining, and everyday essentials at Detwiler's Farm Market and the nearby Costco. Plus, you’re within easy reach of Downtown Sarasota, Venice, Sarasota-Bradenton International Airport, The Mall at University Town Center, and the natural beauty of Myakka River State Park. Whether you’re searching for a full-time residence, seasonal escape, or income-producing investment, this is the kind of opportunity that doesn’t last.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Daniel Jasmer (941-284-9893)
1350 MAIN ST #1501, SARASOTA, FL 34236
$899,000233 Days on yellowkey MLS ID: A4668214
REDUCED by $40,000 (4.3%) on 05/11/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1364 Built: 2007Monthly Fee: $1,424 Tax: $11,511 (2024)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$11,511
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: NEW PRICE Experience luxury living in the heart of downtown Sarasota at 1350 Main Street. This stunning 15th-floor residence offers sweeping views of the city skyline and Sarasota Bay, all just steps from world-class dining, shopping, and cultural attractions. This end unit is being sold turnkey, with high end finishes throughout. The open-concept layout is filled with natural light, featuring floor-to-ceiling impact windows, 2 balconies, a modern kitchen with premium finishes, and spacious living areas perfect for entertaining. Enjoy resort-style amenities including a rooftop pool on level 6, fitness center, club room, 24-hour concierge, and secure parking garage. Embrace the vibrant urban lifestyle with the elegance and comfort you deserve.
Listing is courtesy of: HORIZON REALTY INTERNATIONAL (941-238-0953)
Listing Agent: Bill Trier (941-586-6372)
1240 SOLITUDE LN, SARASOTA, FL 34242
$2,999,900352 Days on yellowkey MLS ID: A4655955
2 Days Off yellowkey (back on 5/11/2026)
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4700 Built: 1965 Tax: $18,208 (2025)Community: Secluded Harbour 02Spa: YesSingle Family
Taxes:$18,208
Remarks: Under contract-accepting backup offers. Two Canal Front Unrivaled Coastal Homes Just Steps from Siesta Key Beach! This rare gem features a meticulously remodeled Main house with stunning partial views of the bay. And a charming guest cottage serves as an ideal retreat or rental for additional cash flow. The main residence boasts a contemporary design with open and spacious layouts, highlighted by soaring 24 ft ceilings adorned with stylish gray wooden accent beams. Culinary enthusiasts will be captivated by the gourmet kitchen, featuring custom-made wood cabinets complemented by exquisite Carrara Quartz countertops. Equipped with top-of-the-line appliances, including a new stainless Thermador refrigerator, Bosch dishwasher, and an impressive center island with a bar area, it truly caters to the most discerning chefs. Zoned RMF2 while located in a single-family neighborhood, this property allows for daily Airbnb rentals, making it an excellent investment opportunity. Recent upgrades include new Window World Hurricane-rated windows, French doors, and a newly installed seawall (2025), ensuring your investment remains safe and secure. The main house spans 3,005 sq ft, featuring three bedrooms and 2.5 baths adorned with luxurious Panaria marble and 24x48 tile flooring. Bathrooms boast contemporary Miseno vanities and premium Grohe and Hansgrohe fixtures. The decadent master suite invites relaxation with a rain cap shower and a sumptuous soaking tub. Both homes are equipped with new Rheem A/C units, while the property’s outdoor oasis features a large screened lanai overlooking the canal and bay. Dive into the newly resurfaced pool with a stunning stone waterfall or enjoy the expansive outdoor space, surrounded by tropical landscaping. The cozy guest cottage, covering 1,700 sq ft, includes three bedrooms and two full baths, showcasing beach-washed ceramic tile flooring, white wood Shaker cabinets, and modern KitchenAid and Bosch appliances. The new dock provides easy access to pristine boating waters with no bridges obstructing your path to the bay. Siesta Key is a haven for music lovers and foodies alike, while Sarasota delights with its vibrant art scene, ballet performances, the Asolo Performing Arts Center, the Ringling Art Museum, and world-class shopping. Relax with your favorite beverage on the rear patio, shaded by a majestic live oak, or grab your fishing rod, bathing suit, and water toys to fully embrace the Siesta Salt Life. Act fast! This exquisite property offers a luxurious lifestyle and lucrative potential in one of Florida’s most sought-after destinations!
Listing is courtesy of: SUNREAL ESTATE INC (941-376-7653)
Listing Agent: Karl Helbig (941-376-7653)
2215 DATURA ST, SARASOTA, FL 34239
$1,990,000118 Days on yellowkey MLS ID: A4681704
0 Days Off yellowkey (back on 5/11/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2317 Built: 2018 Tax: $22,478 (2025)Community: GreenwichSpa: YesSingle Family
Taxes:$22,478
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Extraordinary Modern Sanctuary on a RARE DOUBLE LOT with Huge Saltwater Infinity-Edge Pool, Breathtaking Resort-Style Backyard Oasis & Brand-New Outdoor Kitchen! Crafted by Majestik Homes—one of Sarasota’s premier luxury builders—this stunning residence delivers innovative design, exceptional craftsmanship, and true resort-caliber living on one of the most desirable double-lot properties available. Boasting 4 bedrooms and 3 bathrooms with soaring 10-foot ceilings, 8-foot doors, and walls of hurricane-rated impact glass, the open-concept layout flows effortlessly from the chef’s kitchen (quartz counters, soft-close cabinetry, Sub-Zero refrigerator, induction cooktop, and premium appliances) into the expansive great room with perfect sightlines to the front and rear yards. The luxurious primary suite opens directly to the patio via sliding glass doors and features dual custom walk-in closets plus a spa-like bath. Three additional bedrooms offer high-end custom closets (two separated by a stylish barn door), while both guest baths are impeccably finished with frameless glass showers and elegant tilework. Premium upgrades include a new 16 SEER AC system, epoxy garage floors with built-in cabinetry, Tesla charging station, natural gas with generator hookup, auto drapes, architectural uplighting, and a private well for irrigation. The true showstopper is the jaw-dropping resort-style backyard on this rare double lot. Your own private Florida oasis awaits: a huge saltwater infinity-edge pool with integrated gas-heated hot tub — fully self-cleaning and self-draining for effortless year-round enjoyment. The expansive Shellock paver deck (cool-to-the-touch, slip-resistant, and ultra-durable) seamlessly connects to a spectacular just-installed (April 2026) custom outdoor kitchen by Paradise Professional Grills. Step into resort-style living with premium Paradise Professional stainless steel appliances—including a powerful built-in multi-burner grill, 3 outdoor refrigerators, and large stainless sink with protective cover. Finished with elegant Avellaero Stone Italian-engineered countertops, the expansive island offers ample prep and serving space, stainless drawers and cabinets, bar seating with footrest, and is perfectly positioned under the covered pergola with ceiling fan and large screen mounted TV. Overlooking the sparkling infinity pool and lush backyard, this entertainer’s dream is ideal for year-round Florida entertaining and al fresco dining. The entire oasis is fully enclosed by premium 6’ white vinyl privacy fencing and framed by mature tropical landscaping and palms for complete seclusion. A dedicated kids’ play area and large chicken coop add family-friendly charm. The second lot is the ultimate game-changer. With its own separate entrance off Hyde Park, this rare extra parcel offers endless possibilities: build a second garage, casita, home gym, pickleball court, expanded outdoor living area, RV/boat storage — whatever your vision demands. No HOA restrictions means total freedom to create your dream compound. Smartly scaled for low-maintenance living yet delivering an enormous, resort-caliber backyard with unmatched privacy and versatility. Just 1 minute to Sarasota Memorial Hospital, 5 minutes to downtown Sarasota, 10 minutes to Siesta Key, and minutes from top schools, beaches, shopping, and I-75. This is a rare opportunity to own a modern luxury home on a double lot!
Listing is courtesy of: RONNIE DEWITT AND ASSOCIATES (941-755-0011)
Listing Agent: Ronnie Dewitt (941-650-2154)
1423 HILLVIEW DR, SARASOTA, FL 34239
$13,900,00077 Days on yellowkey MLS ID: A4686188
Bed: 6 Bath: 8.0 Gar: 8 Liv Area Sq Ft: 11588 Built: 2006Monthly Fee: $21 Tax: $184,274 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$184,274
Remarks: Welcome to a home that lives like a resort in Sarasota’s premier neighborhood, Harbor Acres. With 134 feet of water, this nearly 12,000-square-foot estate is crafted for laid-back luxury and everyday ease, designed for entertaining against breathtaking views of Sarasota Bay, the Ringling Causeway, and the downtown skyline. A paver driveway winds through mature palms to a stone exterior with travertine steps, a porte cochere, and an expansive porch, all setting the tone for within. Solid wood doors open to a soaring foyer with wood columns, intricate millwork, and custom archways that reflect the home’s detailed character. Designed for easy living, the main spaces flow effortlessly, highlighted by a family room with zero-corner sliders, a wall of windows overlooking the water, a coffered wood ceiling, and a stone fireplace that anchors the room. Detailed trim, crown molding, and wood wainscoting add depth and highlight craftsmanship throughout. The kitchen is anchored by a large island with storage, prep space, and a sink, and equipped with top-tier appliances including Dacor double ovens and range, Sub-Zero refrigerator and freezer, dual Bosch dishwashers, a warming drawer, and a Scottsman ice maker. A walk-in pantry with custom shelving keeps everything organized, while the adjacent butler’s or catering kitchen, with its own cooktop, refrigerator, microwave, and desk area, makes entertaining effortless. An eat-in area with an aquarium window and bar-height counter seating keeps it functional and inviting. A wine room with wood-paneled walls and a separate entertaining bar with an oversized wine cooler make this home ideal for gatherings of any scale. The theatre offers the ultimate at-home viewing experience with custom wall and ceiling treatments, tiered seating, blackout glass windows and door, and a built-in bar with sink and additional seating. Outside is an extension of the home’s lifestyle, offering resort-style features meant for everyday use. The pool features a sun shelf, stone accents, and cascading water features paired with a raised spa, while the outdoor kitchen, with grill, refrigerator, and bar seating, makes entertaining effortless. A dedicated pool bath adds convenience, and nearby, the turf yard, fire pit, and hammock invite easy relaxation. A spiral staircase connects the primary suite terrace to the outdoor amenities, and a private dock completes the experience. Back inside, the home offers a thoughtful blend of privacy and flexibility. The primary suite is a retreat with incredible views, French doors to a private terrace, a coffee bar, and a sitting room with a fireplace. Its spa-inspired bath features a jetted tub, multi-head shower, custom dual vanity, and dual walk-in closets. A separate in-law suite provides full independence with its kitchenette, living room, laundry, and terrace. Guests enjoy four additional suites with private baths, a bonus room with a terrace, a fitness room, a built-in homework area, and easy access across all levels via dual staircases and a three-stop elevator. Abundant garage and storage space complete the estate. This Harbor Acres residence delivers the ultimate Sarasota lifestyle, just minutes from downtown, Southside Village, and Gulf beaches. The adjacent vacant lot at 1435 Hillview is currently offered separately, with the opportunity to purchase both together. Bank signoff on the sale of this property may be required. The gate and driveway would need to be reconfigured.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
1423 & 1435 HILLVIEW DR, SARASOTA, FL 34239
$17,350,000366 Days on yellowkey MLS ID: A4653958
Bed: 6 Bath: 8.0 Gar: 8 Liv Area Sq Ft: 11588 Built: 2006Monthly Fee: $21 Tax: $238,008 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$238,008
Remarks: Welcome to a home that lives like a resort, set on two lots consisting of 1.8 lush, waterfront acres in Sarasota’s premier neighborhood, Harbor Acres. Crafted for laid-back luxury and everyday ease, this nearly 12,000-square-foot estate offers 249 waterfront feet and is designed for entertaining, all set against views of Sarasota Bay, Ringling Causeway and the downtown skyline. An expansive paver driveway winds through mature palms to a stone exterior with travertine steps, a porte cochere and an expansive porch, all setting the tone for within. Solid wood doors open to a soaring foyer with wood columns, intricate millwork and custom archways that reflect the home’s detailed character. Designed for easy living, the main spaces flow effortlessly, highlighted by a family room with zero-corner sliders, a wall of windows overlooking the water, a coffered wood ceiling, and a stone fireplace that anchors the room. Detailed trim, crown molding, and wood wainscoting add depth and highlight craftsmanship throughout. The kitchen is anchored by a large island with storage, prep space and a sink, and equipped with top-tier appliances including Dacor double ovens and range, Sub-Zero refrigerator and freezer, dual Bosch dishwashers, a warming drawer and a Scottsman ice maker. A walk-in pantry with custom shelving keeps everything organized, while the adjacent butler’s or catering kitchen—with its own cooktop, refrigerator, microwave and desk area—makes entertaining easy. An eat-in area with an aquarium window and bar-height counter seating keeps it functional and inviting. A wine room with wood-paneled walls and a separate entertaining bar with an oversized wine cooler make this home ideal for gatherings of any scale. The theatre offers the ultimate at-home viewing experience with custom wall and ceiling treatments, tiered seating, blackout glass windows and door, and a built-in bar with sink and more seating, ideal for movie nights, game days or entertaining. Outside is an extension of the home’s lifestyle, offering resort-style features meant for everyday use. The pool features a sun shelf, stone accents, and cascading water features paired with a raised spa, while the outdoor kitchen, with grill, refrigerator and bar seating, makes entertaining effortless. A dedicated pool bath adds convenience, and nearby, the turf yard, fire pit and hammock invite easy relaxation. A spiral staircase connects the primary suite terrace to it all, while a versatile sport court and two private docks for 75-plus-foot yachts complete the experience. Back inside, the home offers a thoughtful blend of privacy and flexibility. The primary suite is a retreat with incredible views, French doors to a private terrace, a coffee bar and a sitting room with a fireplace. Its spa-inspired bath features a jetted tub, multi-head shower, custom dual vanity and dual walk-in closets. A separate in-law suite provides full independence with its kitchenette, living room, laundry and terrace. Guests enjoy four more suites with private baths, a bonus room with a terrace, a fitness room, a built-in homework area, and easy access across all levels via dual staircases and a three-stop elevator. Abundant garage and storage space complete the estate. This Harbor Acres home delivers the ultimate Sarasota lifestyle, just minutes from downtown, Southside Village and Gulf beaches. The vacant lot at 1435 Hillview can be separated and the list price reduced accordingly.
3648 BENEVA OAKS BLVD, SARASOTA, FL 34238
$949,000450 Days on yellowkey MLS ID: A4643238
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2747 Built: 1980Monthly Fee: $96 Tax: $4,995 (2025)Community: Beneva OaksSpa: NoSingle Family
Taxes:$4,995
Elementary School: Gulf Gate Elementary
Remarks: One or more photo(s) has been virtually staged. In the gated, exclusive community of Beneva Oaks, this two-story residence is a Sarasota gem that offers a rare combination of privacy, space and convenience. One of Sarasota’s sought-after neighborhoods, Beneva Oaks is an enclave of just 49 uniquely designed custom homes, each on spacious half-acre to one-acre homesites, creating an atmosphere of tranquility, safety and prestige. With majestic 100-year-old oaks and towering palms, this community is one of Sarasota’s hidden treasures, offering an abundance of space and a park-like setting while being just minutes from the heart of town. On the northern edge of Palmer Ranch, this home provides easy access to Interstate 75, Siesta Key Beach, Gulf Gate’s vibrant restaurant and shopping district, and a new Publix. A great place for a growing family, it also sits in the highly rated school districts of Gulf Gate Elementary, Sarasota Middle School, and Riverview High School, and the top high school in Florida, Pine View School for the Gifted, is 15 minutes away. Inside, the first floor offers a spacious living room, kitchen, dining area and half bath. The attached office and bedroom with adjacent full pool bath are ideal for use as an in-law or au pair suite. Upstairs, the expansive primary bedroom boasts a sitting area, walk-in shower, soaking tub and dual pedestal sinks, creating a serene retreat. Three additional guest bedrooms and a full bath complete the second level. The outdoor living space is a private oasis as French doors lead to an elevated deck with new railings illuminated by solar lights, stepping down to a sparkling blue pool surrounded by pavers. The backyard enjoys scenic, serene views, backing up to Matheny Creek and a green space easement for added privacy. Energy efficiency meets sustainability with environmentally friendly solar panels, keeping electric costs low. County water and septic ensure predictable utility expenses, and a buried 120-gallon propane tank fuels the gas stove. Additional features include a speaker system, fiber-optic high-speed internet, original Spanish tile and luxury vinyl plank flooring, and charming stained-glass accents in the front entry and stairwell. This is a rare opportunity to own in one of Sarasota’s distinguished neighborhoods, where estate-sized properties, lush landscapes and an unbeatable location create a special place to call home. Zillow flood information is incorrect, and per FEMA and the Sarasota GIS flood maps no buildings intersect flood zones. Flood insurance is NOT required. The structure is entirely within zone X, with a finished floor elevation of 23 feet. The edge of the lot bordering the creek is in Zone AE with a base flood elevation of 16.4 feet.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
540 N TAMIAMI TRL #1201, SARASOTA, FL 34236
$3,626,000242 Days on yellowkey MLS ID: A4667550
REDUCED by $373,000 (9.3%) on 04/13/2026
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3630 Built: 2020 Tax: $48,401 (2025)Community: The Blvd SarasotaCondo
Taxes:$48,401
Elementary School: Alta Vista Elementary
High School: Booker High
Remarks: Welcome to BLVD Sarasota, a stunning downtown sanctuary in the sky where luxury living meets extraordinary views from every room. Perched in the desired corner stack of the building, this exclusive residence offers uninterrupted, floor-to-ceiling panoramas of Sarasota Bay and the vibrant city skyline — all from the comfort of each space in the home. Whether you're waking up in the primary suite, preparing a meal in the chef’s kitchen, or hosting guests in the expansive living and dining areas, you're surrounded by natural beauty at every turn. Exit your private elevator into over 5,000 square feet of exquisitely designed indoor-outdoor living. The open floor plan is drenched in natural light from walls of PGT impact-rated glass, ensuring every room becomes a front-row seat to Sarasota’s spectacular sunsets, coastal waters and sparkling city lights. The oversized, wrap-around terrace extends your living experience outdoors, offering multiple seating, lounging and dining areas — all designed to showcase the unrivaled, wrap-around water and city views. Offered turnkey furnished, this residence includes three spacious bedrooms with en-suite baths, a private office and two additional half baths, blending the space and comfort of a single-family home with the ease of elevated condominium living. Interior features include soaring 11-foot ceilings, Lutron-controlled lighting, motorized window shades, premium finishes, and designer-selected furnishings that elevate the elegance throughout. The gourmet kitchen is a showpiece with custom gray Irpinia cabinetry, quartz countertops and top-of-the-line appliances — all positioned to ensure you never miss a moment of the view. Entertain effortlessly with two oversized pantries, dual sinks and generous storage. The primary suite is a retreat, offering breathtaking vistas right from bed, along with dual custom walk-in closets and a spa-inspired bath with a soaking tub, frameless glass shower, and refined Kohler fixtures. BLVD Sarasota is a lifestyle unlike any other, offering residents top-tier amenities such as a rooftop infinity-edge pool, outdoor kitchen, wine cellar, state-of-the-art fitness center, golf simulator and a fifth-floor pet lawn with a grooming station. Enjoy two premium parking spaces, a private elevator entrance and a humidity-controlled storage locker. Just a short distance from the 53-acre Bay Park and Sarasota’s world-class dining, arts and marina scene, this is more than a home — it’s your front-row seat to the best of the Gulf Coast. Residence 1201 is not just a place to live — it’s a window to the world, where every room frames an unforgettable view.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
5420 EAGLES POINT CIR #106, SARASOTA, FL 34231
$625,00088 Days on yellowkey MLS ID: A4684787
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2021 Built: 1993 Tax: $3,692 (2025)Community: Eagles Point At The Landings 1Condo
Taxes:$3,692
Remarks: One or more photo(s) has been virtually staged. Experience the relaxed elegance of life in Eagles Point at The Landings, where beautiful waterfront surroundings, vibrant amenities, and breathtaking sunsets create a lifestyle that feels like a year-round retreat. Positioned to capture colorful nightly skies and holiday fireworks, this first-floor corner residence invites you to enjoy the view from the comfort of your enclosed Florida Room, complete with hurricane-rated sliders and a western-exposure balcony. Just outside, an open terrace offers additional space for outdoor lounging, morning coffee, or evening gatherings. Inside, the 3-bedroom residence feels light, airy, and inviting, offering spacious living areas and a thoughtfully designed layout. The open dining and living areas flow seamlessly together, creating an ideal setting for entertaining or relaxed everyday living. Elegant touches elevate the space, including Brazilian cherry wood flooring, crown molding, plantation shutters, Luminette drapes, and a striking Swarovski crystal chandelier in the dining room. The well-appointed kitchen blends style and function with a granite-topped island, stainless steel appliances, white raised-panel cabinetry, abundant storage, a reverse osmosis water system, and a cozy eat-in area for casual dining. A convenient pass-through keeps the kitchen connected to the dining space. Privately situated off the living room, the owner's retreat also opens to the Florida Room, allowing you to wake up to peaceful views each morning. The spacious suite includes a walk-in fitted closet, dual-sink vanity, garden tub, and separate shower. Two additional guest bedrooms offer eastern exposures, welcoming the warm glow of the morning sun. Additional conveniences include a spacious laundry room with utility sink and extra storage, an assigned parking space in the secure garage, and a private storage room. Pets up to 25 pounds are welcome. Life in Eagles Point offers more than a beautiful home —it’s a lifestyle. Residents enjoy a private community pool and grilling area, perfect for relaxed afternoons with neighbors and friends. Beyond Eagles Point, The Landings is a gated community known for its vibrant social atmosphere and exceptional amenities. Residents enjoy membership to the Landings Racquet Club, featuring eight Har-Tru tennis courts, pickleball, a resort-style pool and spa, fitness center, library, and community room. Nature lovers will appreciate the scenic trail leading to the fishing pier on the Intracoastal Waterway, along with kayak storage and launch access. Whether you’re seeking a full-time residence or the perfect winter retreat, this home offers the opportunity to embrace The Landings lifestyle—where sunsets, recreation, and coastal serenity become part of everyday living.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
5830 MIDNIGHT PASS ROAD #86, SARASOTA, FL 34242
$675,00041 Days on yellowkey MLS ID: A4691019
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 921 Built: 1970 Tax: $4,122 (2025)Community: Jamaica RoyaleCondo
Taxes:$4,122
Remarks: Under contract-accepting backup offers. This stunning 2-bedroom, 2-bath retreat is steps from Siesta Key’s renowned powdery white sand. Fully renovated with premium, top-to-bottom upgrades (new plumbing, electrical, HVAC, and high-end appliances), this turnkey property is rental-ready. This unit has been completely redone with quality everything and no expenses spared! Enjoy immediate income and income potential with easy access to Village dining and shopping via walking or a free trolley. Jamaica Royale is a well-maintained beachfront community known for its private deeded beach and resort-style amenities, including three pools (one beachfront), newly renovated beachside restrooms and changing facilities, and an outdoor kitchen with grills and seating. With onsite rental management, this condo provides an easy, low-maintenance investment opportunity. Whether you’re searching for a turnkey vacation rental, income-producing investment property, or coastal retreat, this Jamaica Royale condo offers location, luxury, and beach good times!
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Cindy Furtado (808-937-2376)
4034 S LOCKWOOD RIDGE RD, SARASOTA, FL 34231
$425,00032 Days on yellowkey MLS ID: A4692264
1 Days Off yellowkey (back on 5/11/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1368 Built: 1987 Tax: $3,303 (2025)Community: Flora-Villa SubSingle Family
Taxes:$3,303
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. Directly across from a peaceful pond and walking path, this beautifully updated home offers a rare combination of openness, functionality and flexible living space in a prime Sarasota location. Inside, vaulted ceilings and a thoughtfully designed layout create a bright, airy feel with seamless flow between the main living areas. The updated kitchen features all new stainless-steel appliances and opens naturally to both the great room and family room, making the home feel larger and more connected than expected. The primary suite offers two closets and an updated bath with a walk-in shower, while the additional bedrooms are well-sized with generous storage. Step outside and you’ll find where this home truly stands out. The fully fenced backyard has been transformed into a private retreat with low-maintenance turf, a paver patio and a covered screened lanai that functions as an extension of the living space, perfect for relaxing or entertaining year-round. A standout feature is the detached, air-conditioned shed with electricity, offering incredible flexibility as a home office, gym, studio or bonus space. Major updates provide peace of mind, including a new roof (2026), impact windows, newer HVAC, a new water heater, new screens, updated electrical panel and fresh exterior paint. Complete with a two-car garage, an oversized driveway and a central Sarasota location just minutes to downtown, Siesta Key and Interstate 75, this home offers convenience and lifestyle.
Listing Agent: Mike Warm, Llc (941-525-2740)
323 BOBBY JONES RD #323, SARASOTA, FL 34232
$158,00056 Days on yellowkey MLS ID: A4689282
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 504 Built: 1984 Tax: $1,769 (2024)Community: Brookside 2Condo
Taxes:$1,769
Elementary School: Gocio Elementary
Remarks: ***5% financing for qualified buyers for two years. Seller will buy down your mtg. rate for two years to only 5% - FURNISHED*** Tucked behind Bobby Jones Golf Course, "The Hideaway" is one of Sarasota’s best-kept secrets. This uniquely designed condo offers a peaceful retreat with vaulted ceilings, stunning golf course views, and a private, screened courtyard. The outdoor space features lush plantings, stepping stones, and an upper wood deck, creating a serene environment perfect for relaxation or a play area for pets. Inside, the condo is turn-key furnished and thoughtfully designed for both comfort and style. Wood and slate floors add warmth and character, while the living space is enhanced by a built-in electric fireplace and custom wall unit. Natural light pours in through 12 feet of sliding glass doors, opening to the upper deck—the ideal spot for unwinding at sunset. The kitchen is fully equipped with newer appliances, including a stainless steel refrigerator and dishwasher, along with cookware, dishes, and glassware. A walk-in closet offers ample storage, and the in-unit washer and dryer add convenience. The bedroom is furnished with a queen-size bed dressed in luxurious 850+ thread count sheets, while two HD TVs with 120 channels and high-speed Comcast Wi-Fi provide entertainment and connectivity. The condo's surroundings are just as inviting, with a screened-in foyer and garden area, a wood deck with wicker furnishings, and a charcoal grill for outdoor cooking. A large open green space just beyond the door leads to moss-covered ancient oaks and a small creek, while the newly reopened Bobby Jones Golf Course provides a beautiful, expansive backdrop. A swimming pool is just steps away, offering a refreshing escape. With assigned parking and a convenient location near shopping and dining, this condo is also within walking distance to the bus stop for easy access to downtown Sarasota. Even better, all special assessments have been paid in full by the seller! Whether you are looking for that perfect, affordable vacation home, an investor in search of an income property, or a first-time homebuyer looking for a comfortable property that can later be used as a rental, "The Hideaway" offers privacy, comfort, and the best of Sarasota living.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Ron Koelling (941-923-4616)
3471 CLARK RD #269, SARASOTA, FL 34231
$158,00056 Days on yellowkey MLS ID: A4689287
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 768 Built: 1974Monthly Fee: $426 Tax: $1,818 (2025)Community: SiennaCondo
Taxes:$1,818
Remarks: ***5% financing for qualified buyers for two years. Seller will buy down your mtg. rate for two years to only 5% - FURNISHED*** Discover your perfect slice of paradise in sunny Sarasota! Whether you're looking for a relaxing getaway, a full-time residence, or a smart investment opportunity, this charming condo checks all the boxes. Situated in a welcoming, pet-friendly community, this home offers a thoughtfully designed layout, ideal for individuals or couples. The condo comes fully furnished, including a 63” HD TV in the living room, a 43” HD TV in the bedroom, a fully equipped kitchen, and all linens. With new wood floors and updated kitchen and bath fixtures, everything you need is ready for you to settle right in or start renting immediately. Enjoy low HOA fees, a heated swimming pool, and a clubhouse, all within close walking distance and set in a well-maintained community. The sellers have fully covered the special assessments, adding even more value. Conveniently located with biking distance to Sarasota’s top destinations—including the breathtaking Siesta Key Beach, cultural hot spots, shopping, and dining—this property provides easy access to everything you need. Seize this chance to own a beautiful condo and embrace the best of Florida living! This second-floor walk-up means no flooding issues. Sienna Park roofs were replaced in 2023, and all special assessments have been paid in full by the seller. At 768 sq ft, this is the largest of the one-bedroom units in the complex—compare it to the smaller 555 sq ft one-bedroom units. Walking distance to Publix and public transportation. Furnished except for a few personal items.
2550 WILD CHERRY PATH, SARASOTA, FL 34240
$769,00059 Days on yellowkey MLS ID: A4689137
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2334 Built: 2023Monthly Fee: $370 Tax: $8,605 (2025)Community: Windward At Lakewood RanchSingle Family
Taxes:$8,605
Elementary School: Tatum Ridge Elementary
Middle School: McIntosh Middle
Remarks: The best one-story value in Windward under $1M— Welcome to 2550 Wild Cherry Path, a 3 bedroom, 3 bath + den Triumph model with 2,334 square feet of thoughtfully designed living space in one of Lakewood Ranch’s most sought-after and amenity-rich gated communities. From the moment you arrive, the tile roof, paver driveway, and mature landscaping create a warm, inviting first impression. Inside, the open layout is bright and functional, featuring 9-10 ft tray ceilings, wood-look tile flooring, and a seamless flow between the great room, kitchen, and dining area. The kitchen is well-appointed with gas appliances, a large island, generous cabinetry, and a walk-in pantry. The primary suite is spacious and private, with room for a sitting area, two large walk-in closets, and a well-designed bath with dual vanities and a walk-in shower. Two additional bedrooms and bathrooms provide flexibility for guests or family. The screened and covered lanai is built for Florida living, complete with an outdoor kitchen and additional remote electric screen for comfort and protection. Windward offers a true resort lifestyle with two pools, fitness center, pickleball, dog parks, playground, and a full-time lifestyle director. Just minutes to Waterside, top-rated schools, and everything Sarasota has to offer.
Listing Agent: Daniel Treiman (917-657-7495)
825 OSPREY AVE #108, SARASOTA, FL 34236
$495,00092 Days on yellowkey MLS ID: A4684762
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1985 Tax: $5,113 (2025)Community: Central ParkCondo
Taxes:$5,113
Remarks: Welcome to Central Park I in the heart of downtown Sarasota, where sophisticated design meets an exceptional location. This beautifully renovated 2-bedroom, 2-bath residence presents an effortless, move-in-ready opportunity in one of Sarasota’s most desirable boutique buildings. Offered partially furnished, the thoughtfully reimagined interior features a bright, open-concept layout complemented by refined finishes and curated upgrades throughout. The designer kitchen is both striking and functional, showcasing elegant quartzite countertops and backsplash paired with premium Italian appliances by Bertazzoni and Fulgor Milano—a space equally suited for everyday living and stylish entertaining. The kitchen flows seamlessly into the main living and dining areas, creating an inviting atmosphere filled with natural light. Just beyond, a sunlit alcove provides a serene place to relax and unwind after a day enjoying all that downtown Sarasota has to offer. The living space opens to a southern-facing terrace overlooking Hudson Bayou and the community pool, while a covered portion allows for comfortable year-round outdoor enjoyment. The spacious primary suite serves as a private retreat, featuring elegant French doors leading to a bright east and south-facing terrace. The renovated en-suite bath offers a spa-like experience with a walk-in shower, stone vanity and a generous walk-in closet. A split guest bedroom and full bath provide ideal privacy and flexibility for visiting guests, a home office, or additional living space. Ideally situated in the sought-after Central Park I building, residents enjoy a coveted downtown lifestyle just moments from Southside Village, Palm Avenue’s renowned galleries, Marina Jack, Selby Gardens, and walking distance to the vibrant Sarasota Bayfront. Whether as a full-time residence or a refined seasonal retreat, this fully furnished, impeccably renovated condominium offers a rare blend of luxury, comfort, and walkable coastal living.
Listing Agent: Dave Hall (646-256-6524)
1260 DOLPHIN BAY WAY #403, SARASOTA, FL 34242
$1,299,900122 Days on yellowkey MLS ID: A4680107
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1915 Built: 1997 Tax: $7,394 (2025)Community: Dolphin BaySpa: YesCondo
Taxes:$7,394
Remarks: Experience coastal luxury in this beautifully updated 2BR/2BA condo in the gated, waterfront community of Dolphin Bay on Siesta Key. This exceptional 4th floor residence blends modern sophistication with breathtaking Intracoastal Waterway views, creating a serene yet elevated island lifestyle. A charming front porch welcomes you—perfect for relaxing with a favorite beverage while grilling and enjoying city views. Inside, the spacious open-concept floor plan is thoughtfully designed for both comfort and style. Extensive kitchen and bath renovations completed in 2020 showcase contemporary finishes and high-end fixtures throughout. The chef’s kitchen features shaker-style cabinetry, quartz countertops, reverse osmosis system, and a built-in desk area with additional storage—both functional and elegant. The adjoining den, filled with natural light from sliding glass doors, offers a peaceful spot to read or work while taking in tranquil outdoor views. Immaculate hardwood floors flow through the living areas, adding warmth and timeless appeal. The dining room is enhanced by a custom built-in dry bar, ideal for entertaining. Expansive windows and sliding glass doors frame stunning southern views of the Intracoastal Waterway, where boats pass by, dolphins play, and coastal breezes set the mood. The enclosed, tiled lanai extends the living space and provides a perfect setting for gathering with friends and family while enjoying the scenery. The primary suite is a private retreat with its own lanai access, a spacious walk-in closet, and a luxurious en-suite bath featuring a soaking tub and tiled walk-in shower. The guest bedroom offers a private entrance to the front patio, generous storage with two closets (including a walk-in), and direct access to the guest bathroom. Additional features include an interior utility room with cabinetry, a newer hot water heater (2024), newer HVAC system (2018), and washer and dryer (2019)—making this a truly move-in-ready home. Private under-building garage parking and additional storage provide convenience and peace of mind. Dolphin Bay is a pet-friendly community offering resort-style amenities, including a pool & spa, fitness center, clubhouse, three Har-Tru tennis courts, fishing pier, and scenic walking paths. Enjoy an easy stroll or trolley ride to world-famous Siesta Key Beach, renowned for its powdery white sand, Pickleball courts, and laid-back island vibe. Schedule your private showing today and discover the best of Siesta Key living—no hurricane damage from any storms.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Stacey Andrews (941-504-1649)
6505 TAEDA DR, SARASOTA, FL 34241
$785,000214 Days on yellowkey MLS ID: A4670297
REDUCED by $14,000 (1.8%) on 05/05/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2639 Built: 1994Monthly Fee: $170 Tax: $5,270 (2024)Community: Serenoa Ph 2Spa: NoSingle Family
Taxes:$5,270
Elementary School: K-8 At Clark And Lorriane
Middle School: K-8 At Clark And Lorriane
Remarks: Under contract-accepting backup offers. A peaceful retreat with an estate feel and exceptional privacy on a half-acre preserve lot in the gated Serenoa golf-course community. This meticulously maintained 4-bedroom, 3-bath, 3 car garage and pool home sits on an oversized homesite with no rear neighbor and only one neighbor to the side, mature oaks canopy the streets, a meandering side yard creek, and frequent deer, bunnies, and gracious crane visits create true country serenity. Inside, a bright split-plan layout provides privacy for the primary suite, while generous secondary bedrooms and spacious room sizes make everyday living easy. The great room with volume ceilings is built for entertaining and flows to a large lanai with pavered pool area and outdoor bar seating—perfect for gatherings. A formal dining room and living room complement the open kitchen/family room (with fireplace), and the side-entry garage enhances the estate look. ***Recent updates include: a new pool cage, pool pump, newer impact windows and sliders, and electric fence.*** Serenoa offers optional membership at its golf club, uniquely designed custom homes on large lots, and beautiful oak-lined streets. You’re minutes to I-75 and convenient to all Sarasota amenities—an active downtown, cultural venues, and Siesta Key, Lido, and Longboat Key for beach and water sports. Zoned for Lakeview Elementary, Skye Ranch School, Sarasota Middle, and Riverview High, with Twin Lakes Park a short ride away. This home is ideal for year-round living, or it can provide the ultimate snowbird lifestyle. Move-in ready, private, and perfectly positioned to enjoy the best of Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Joanna Benante (941-356-7718)
2304 RINGLING BLVD #101, SARASOTA, FL 34237
$139,000217 Days on yellowkey MLS ID: A4670262
REDUCED by $6,000 (4.1%) on 05/11/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 552 Built: 1965Monthly Fee: $600 Tax: $1,641 (2024)Community: Garden AptsSpa: NoCondo
Taxes:$1,641
Remarks: Welcome to this charming ground floor, 1 bed 1bath condo within walking distance of all of Sarasota’s splendor! This unit is in excellent condition and boasts tile floors throughout. Newer kitchen appliances, counter tops and cabinets. The association has just updated the laundry facility with brand new washers and dryers. This home also has its own parking space and there is guest parking on site. It is perfect as a weekend get-a-way, private residence and has an excellent long-term rental history. Whether you are an investor or an empty nester, this condo is ready for occupancy!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: David Dangelo (941-587-7268)
5357 SUNDEW DR, SARASOTA, FL 34238
$715,00091 Days on yellowkey MLS ID: A4685055
REDUCED by $10,000 (1.4%) on 04/01/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2380 Built: 2014Monthly Fee: $478 Tax: $5,744 (2025)Community: Sandhill PreserveSingle Family
Taxes:$5,744
Remarks: Rarely available two-story Abbeyville model in Sandhill Preserve! This spacious home is 2,380 Sq Ft and offers 3 bedrooms, 3 full baths, a den, loft, sunroom, great room, and extended lanai, providing exceptional space for both everyday living and entertaining. Impact windows and doors throughout offer peace of mind while helping keep the home quiet and energy efficient. Situated on an oversized waterfront lot, the setting feels like your own private tropical retreat. Enter through the beautiful stained-glass front doors, where a guest bedroom and full bath are tucked privately to the left—ideal for visiting family and friends. Just down the hall is a versatile den, previously used as an art studio, that could easily function as a home office or additional guest space. The home opens into an impressive main living area where the kitchen, great room, dining area, and sunroom flow seamlessly together—perfect for entertaining. The kitchen features white cabinetry, stone countertops, stainless steel appliances, and a large center island that anchors the space. Sliding glass doors extend the living area outdoors to the screened lanai, creating the indoor-outdoor lifestyle Florida is known for. It’s the perfect spot for morning coffee while watching sandhill cranes stroll by or evening cocktails as the sun sets over the water. The spacious primary suite includes a luxurious ensuite bath with an extra-large walk-in shower with bench seating, dual sink vanity, and custom walk-in closet. The laundry room is conveniently located near the primary bedroom for added functionality. Upstairs provides a private guest retreat featuring a loft, bedroom, full bathroom, and multiple storage closets, giving visitors their own comfortable space. Completing the home is a spacious two-car garage with additional room for bikes and storage. Residents of Sandhill Preserve enjoy maintenance-free living and resort-style amenities, including a pool and spa, fitness center, indoor event space, outdoor bar and grill, firepit, and tennis and pickleball courts. Ideally located in Palmer Ranch, the community is just minutes from the Legacy Trail, shopping, dining, and the world-famous beaches of Siesta Key and Nokomis. Nowhere but here, Sandhill Preserve.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Debbie Daviadoff (770-331-9805)
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