Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
4481 ASCOT CIR N, SARASOTA, FL 34235
$298,000238 Days on yellowkey MLS ID: A4662740
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1376 Built: 1994Monthly Fee: $894 Tax: $3,753 (2025)Community: Longwood VillasVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,753
Elementary School: Emma E. Booker Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Welcome to Tivoli Village—an exclusive, private community of just 100 residences nestled among mature trees and lush landscaping. This beautifully maintained 2-bedroom, 2-bath villa with a den/office and 2-car garage offers the perfect blend of tranquility and convenience, ideally located near UTC shopping and dining, I-75, Nathan Benderson Park, Sarasota-Bradenton International Airport (SRQ), and just a short drive to downtown Sarasota and Gulf Coast beaches. Step inside to an open-concept floor plan featuring soaring cathedral ceilings, abundant natural light, and seamless flow between the kitchen, dining, and living areas—perfect for both everyday living and entertaining. The updated kitchen showcases newer stainless steel appliances, ample cabinetry with slide-out shelving, a breakfast nook, and an extended breakfast bar overlooking the main living space. Sliding glass doors lead to an enclosed lanai, with additional paver patio space extending into a private, tropical outdoor retreat complete with native Florida landscaping and a custom tiled table and seating area. The spacious primary suite is privately situated at the rear of the home and features an updated en-suite bath with dual vanities, granite countertops, and a walk-in shower with built-in bench. A split-bedroom layout ensures privacy for guests, with a secondary bedroom and full bath located at the front of the villa. The versatile den/office includes a skylight and closet, making it ideal for a home office or potential third bedroom. Recent upgrades include exterior painting (2023) and a new HVAC system (2023), offering peace of mind for years to come. Tivoli Village residents enjoy a scenic setting with four spring-fed lakes, fishing opportunities, majestic oak trees, and a tranquil nature trail. The HOA provides exceptional value, covering major expenses such as property insurance, exterior maintenance (including power washing and painting), roof replacement and repairs, as well as lawn care and irrigation—delivering low-maintenance, worry-free living. Don’t miss this opportunity to own a move-in-ready villa in one of Sarasota’s most charming and conveniently located communities!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Diane Goodwin (941-706-6620)
50 CENTRAL AVE #11A, SARASOTA, FL 34236
$990,000257 Days on yellowkey MLS ID: A4660043
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1595 Built: 2005 Tax: $13,852 (2024)Community: Plaza At 05 Points ResidencesCondo
Taxes:$13,852
Elementary School: Alta Vista Elementary
Tax Year: 2024
Remarks: Lavish boutique living in the heart of Downtown Sarasota awaits at the Plaza at Five Points. This tastefully updated, turnkey 2-bedroom, 2-bath condo residence, with a covered lanai/balcony, offers city living with refined style and comfort. A spacious entry foyer with a dedicated office nook provides a practical and welcoming first impression—ideal for year-round living or a stress-free seasonal retreat. The kitchen features sleek quartz countertops and newer, high-quality appliances. The primary en-suite bedroom showcases beautiful city views, a California-style walk-in closet, and access to the private lanai. The guest bedroom is generously sized and offers equally charming downtown vistas. The lanai is accessible from both the living room and the primary bedroom, providing a seamless indoor-outdoor flow. Additional features include two deeded garage parking spaces conveniently located near the lobby, and a private storage room. Building security includes controlled access at all entry points and elevators, ensuring peace of mind. Enjoy an elevated lifestyle with luxurious amenities including front desk concierge service, front desk steward, valet parking, rooftop heated pool and spa, outdoor grilling area, cabana with gazebo, a well-equipped fitness center, community room with catering kitchen and fireplace, conference room, and a guest suite available for weekly reservations. Step out of your lobby into Sarasota’s vibrant arts and entertainment district. Just a short stroll to the Sarasota Opera House, theaters, live music venues, art galleries, eclectic shopping, and top-rated dining. Whole Foods is around the corner for added convenience. The Bayfront and Marina Jack are just minutes away, offering a variety of boating and waterfront activities. Easy access St. Armands Circle, Lido Beach, Longboat Key, and world-renowned Siesta Key Beach. The Sarasota-Bradenton International Airport, Selby Botanical Gardens, Van Wezel Performing Arts Center, and the Asolo Repertory Theatre are all within a short drive. The building performs like a champ during hurricanes and storms. Residences with this floor plan in ‘The Plaza at Five Points’ are rarely available—schedule your private or virtual showing today. Vacant and easy to show.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Ronald Greene (941-445-2985)
320 S SHORE DR, SARASOTA, FL 34234
$4,149,00071 Days on yellowkey MLS ID: A4680700
2 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2978 Built: 1966 Tax: $48,104 (2025)Community: Sapphire ShoresSingle Family
Taxes:$48,104
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Positioned at the tip of Stephens Point, where Sarasota Bay opens wide and the sky feels endless, 320 South Shore Drive commands what many consider the finest views in the city. With sweeping 180-degree panoramas across North Sarasota Bay, glowing downtown lights and elegant arc of the Ringling Bridge, this is a setting that delivers unforgettable sunsets, constant water activity, and a front row seat to dolphins and wildlife passing by daily. The home’s clean lines, open layout, and extensive use of glass create a seamless connection between indoors and out, allowing the surrounding water and sky to become part of everyday life. From the moment you arrive through the gated entry and enter into the all-glass foyer, the experience is unmistakable. Light pours in, sightlines extend in every direction, and the bay immediately takes center stage. Set on nearly half an acre with expansive direct frontage on Sarasota Bay, the property offers a sense of privacy and an exceptional relationship to the water. Boating enthusiasts will appreciate direct access to the bay, while those drawn to quieter moments will enjoy watching the colors of sunset shift across the horizon and the calm rhythm of the water below. The interior spaces are well-suited for everyday living and entertaining. The living and dining areas are wrapped in glass and flow seamlessly to the outdoor areas, creating an easy indoor-outdoor lifestyle. The kitchen is functional and well-positioned, offering generous workspace, quality finishes and uninterrupted bay views. The primary suite serves as a private retreat, positioned to capture long water views and enhanced by a spa-inspired bath that blends indoor and outdoor living. Additional guest accommodations are thoughtfully arranged, offering comfort and privacy for family and friends while maintaining the home’s cohesive modern aesthetic. Outdoors, the full width lanai and lap pool overlook Sarasota Bay, offering an inviting space to relax, entertain and take in the sunsets that define this location. Mature landscaping, including a striking banyan tree, adds character and a sense of place to the property. 320 South Shore Drive is more than a waterfront home. It is a legacy property that brings together architectural significance, extraordinary views and one of Sarasota’s desired locations. A modern masterpiece designed for those who value design, setting and simple luxury of living on the water at its best.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Mike Warm, Llc (941-525-2740)
4511 DEL SOL BLVD S, SARASOTA, FL 34243
$454,90082 Days on yellowkey MLS ID: A4679694
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1764 Built: 1995Monthly Fee: $11 Tax: $3,357 (2025)Community: Longwood RunSpa: NoSingle Family
Taxes:$3,357
Remarks: Located in the desirable Longwood Run – Del Sol Village community, this beautifully maintained 3-bedroom, 2-bath residence offers privacy and peaceful preserve views. Soaring ceilings and abundant natural light enhance the open-concept layout, designed for both comfortable daily living and entertaining. Plantation shutters add character, and the spacious lanai overlooks a lush natural backdrop. Major updates include a new HVAC system (2026) with a 10-year warranty, a newer roof (2018), a whole-house water softener, a triple-filter kitchen water system, and an upgraded 50-gallon water heater. The extra-long garage accommodates larger vehicles. Situated in Flood Zone X with a low HOA, the community is bike-friendly and pet-friendly, and conveniently located near Sarasota’s beaches, upscale shopping, dining, and cultural attractions. Move-in ready and thoughtfully updated, this home offers privacy, comfort, and convenience in a serene setting.
Listing Agent: Louis Wery (941-232-3001)
3953 GLEN OAKS MANOR DR, SARASOTA, FL 34232
$389,999204 Days on yellowkey MLS ID: A4665903
REDUCED by $7,001 (1.8%) on 04/13/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1762 Built: 1981Monthly Fee: $438 Tax: $2,346 (2024)Community: Glen Oaks ManorSingle Family
Taxes:$2,346
Elementary School: Tuttle Elementary
Remarks: Welcome to 3953 Glen Oaks Manor Drive, a beautifully maintained residence offering a rare blend of privacy, thoughtful updates, and central Sarasota convenience in one of the city’s most established and tranquil communities. Step inside to a light-filled layout centered around an enclosed atrium, creating a calming indoor-outdoor connection that’s perfect for relaxing, entertaining, or showcasing plants and décor. The home has been well cared for with major improvements already completed, including a new roof (2023), impact windows, A/C replaced in 2019, updated electrical panel, and replaced water supply lines, providing peace of mind for years to come. An enclosed porch adds approximately 132 square feet under air, offering flexible space ideal for a home office, reading nook, or hobby room. The guest bedroom features a queen-size Murphy bed, allowing the room to function effortlessly as both a bedroom and a multi-purpose space. Out back, the lushly landscaped lanai creates a private garden retreat—perfect for morning coffee, quiet evenings, or simply enjoying Florida’s indoor-outdoor lifestyle. Additional features include a whole-house water softener with reverse osmosis system in the kitchen, tree-lined streets, and a welcoming, walkable neighborhood ideal for biking and leisurely strolls. Glen Oaks Manor is centrally located just minutes from the Bobby Jones Golf Club, shopping, dining, downtown Sarasota, and area beaches—offering a peaceful residential setting without sacrificing accessibility. This is an excellent opportunity to enjoy a low-maintenance Florida lifestyle in a quiet, well-established Sarasota community.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Matthew Hickey (941-539-6773)
3876 PRUDENCE DR, SARASOTA, FL 34235
$332,50012 Days on yellowkey MLS ID: A4688372
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1211 Built: 1961 Tax: $2,837 (2025)Community: Kensington ParkSpa: NoSingle Family
Taxes:$2,837
Elementary School: Gocio Elementary
Remarks: KENSINGTON PARK where we have NO HOA rules AND NO HOA FEES! LOCATION, LOCATION, LOCATION...Near UTC, shopping, downtown, beaches and I-75! BONUS: you have a new park/playground was just installed on 27th Parkway. Check out the contemporary A-Frame style home with Cathedral (high) ceilings throughout AND Transome windows letting the morning sun in! The 2 bedroom, 2 bath home has an addition that could easily be converted into a PRIMARY and 3rd bedroom with private bath and exterior door to the back yard but still part of the main home access. HOW ABOUT A NEW METAL ROOF and NEW 200 AMP ELECTRIC PANEL plus A NEW ELECTRIC POLE? The washer and dryer are only one year old and most other appliances are 13 years old. TWO of the exterior doors are scheduled to be replaced and on special order now...paid for by the owner/seller. The carport has been converted into a covered/screened lanai. The HVAC ($6400) was installed in 2022 and the Sewer lines replaced in 2013 ($7,800)! COME STEAL THIS HOME TODAY for $332,500!
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Scotty Ledford (941-400-7360)
4068 GOLD DUST LN, SARASOTA, FL 34243
$389,000113 Days on yellowkey MLS ID: A4676138
REDUCED by $5,000 (1.3%) on 04/13/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1673 Built: 2026Monthly Fee: $199Community: Oasis At Longwood RunTownhouse
Taxes:$0
Remarks: MOVE IN READY! REDTAG SALE! Receive up to $20,000 towards closing costs, $5,000 towards upgrades and special interest rates with the use of our preferred lender - Now through Sunday, April 26th. This two-story, all concrete block constructed townhome has an open concept downstairs that includes a large open kitchen, a powder room, and a large family room that overlooks a covered lanai. The second floor includes a spacious Bedroom 1 with ensuite bath, two additional bedrooms, a full bathroom, and a laundry area. This home comes with all appliances, including a stainless-steel refrigerator, built-in dishwasher, electric range, microwave, washer, and dryer. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing.
Listing is courtesy of: D.R. HORTON REALTY OF SARASOTA (941-256-7010)
Listing Agent: Sarah Bordeaux (941-367-2571)
4092 GOLD DUST LN, SARASOTA, FL 34243
$357,000118 Days on yellowkey MLS ID: A4675768
REDUCED by $2,000 (0.6%) on 04/13/2026
4158 PRUDENCE DR, SARASOTA, FL 34235
$540,0004 Days on yellowkey MLS ID: A4689465
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2573 Built: 1967 Tax: $5,244 (2025)Community: Kensington ParkSpa: NoSingle Family
Taxes:$5,244
Remarks: Located in the established Kensington Park community, this beautifully updated four-bedroom, three-bath residence with a pool offers a thoughtfully designed single-level layout with a desirable split-bedroom floor plan, creating a seamless balance of privacy and open-concept living. Spacious living and dining areas flow effortlessly, making the home ideal for both everyday comfort and entertaining. The upscale kitchen, features a large island with dual sinks, ample cabinetry, stainless appliances, and generous counter space, perfectly suited for meal preparation, casual dining, and hosting gatherings. Multiple living areas enhance the home’s versatility, while a substantial bonus room with a working fireplace provides added flexibility for a media room, or additional living space. The large primary suite features dual vanities, a steam shower with double shower heads, soaking tub and full walk-in closet. Wheelchair accessibility adds to the home’s overall convenience. The split floorpan offers three more bedrooms with two full bathrooms and a private office. Outdoor living is elevated by a fully fenced backyard with mature landscaping and a private pool, complete with an updated system and prior refinishing. A double gate allows for boat or additional storage access. The property also includes a two-car garage with a newly resurfaced floor and ample additional parking. Recent updates provide peace of mind, including a 2019 renovation with updated electrical and plumbing systems, a new roof (2025), new water heater (2025), and a 2019 HVAC system with UV filtration. Hurricane-impact windows and doors are installed. The exterior has been freshly painted, and additional features include buried electrical in the backyard for a future shed, included appliances, and a home warranty with approximately four years remaining covering major components. Kensington Park is ideally located in the heart of Sarasota, just minutes from The Mall at University Town Center, offering a wide selection of shopping, dining, and entertainment. The home is also conveniently close to downtown Sarasota, Sarasota-Bradenton International Airport, and the area’s renowned Gulf beaches, including Lido Key and Siesta Key. With easy access to major roadways, parks, and everyday conveniences, this location offers both accessibility and the best of the Sarasota lifestyle.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Joe Ebert (941-932-1487)
4533 CHINKAPIN DR, SARASOTA, FL 34232
$385,00083 Days on yellowkey MLS ID: A4679401
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2339 Built: 2018 Tax: $4,300 (2025)Community: Hammock ParkTownhouse
Taxes:$4,300
Remarks: Welcome to Hammock Park—where privacy, space, and Sarasota convenience come together. Tucked inside one of Sarasota’s most intimate gated communities, this beautifully maintained 3-bedroom, 2.5-bath townhome offers the rare combination of peaceful surroundings and unbeatable access to everything that makes this area so desirable. Inside, you’ll find a thoughtfully designed floor plan with over 2,339 square feet of living space, ideal for everyday comfort and flexible living. The kitchen is a true standout, featuring abundant cabinetry, generous counter space, stainless steel appliances, and an eat-in layout—perfect for casual mornings or entertaining friends. The home offers multiple versatile areas that easily adapt to your lifestyle, whether you need a home office, guest space, fitness room, or bonus lounge. The primary suite is spacious and inviting, complete with a huge bathroom with double sinks and an enormous shower, plus direct access to a private screened outdoor space—your own peaceful retreat. One of the most loved features of this home is the two screened porches, upstairs and downstairs, both overlooking serene natural views that provide privacy and a calming backdrop you’ll appreciate every day. With maintenance included and a new roof you get peace of mind and truly low-maintenance living. Tile and quality flooring throughout add durability and style, while the attached 2-car garage provides secure parking and storage. Hammock Park is a quiet, gated community of only 35 townhomes, where the HOA covers landscaping, irrigation, water/sewer, exterior insurance, roof reserves, and gated entry—saving homeowners thousands each year and making day-to-day living refreshingly easy. No flood insurance required, and no damage from previous storms. Located just minutes from UTC Mall, Nathan Benderson Park, the new Mote Aquarium, downtown Sarasota, and I-75, this home puts beaches, dining, shopping, and culture all within easy reach. If you’re looking for space, privacy, style, and a prime Sarasota location—this is the one. $3,000 credit given to buyer to replace all upstairs carpet including the stairs.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Robert Halbman (941-677-3948)
5836 HELEN WAY, SARASOTA, FL 34243
$510,00039 Days on yellowkey MLS ID: A4682914
REDUCED by $9,000 (1.7%) on 04/13/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2043 Built: 1990 Tax: $800 (2025)Community: Cedar Creek Unit 3Spa: NoSingle Family
Taxes:$800
Remarks: LET THE SUN SHINE IN! Come explore this waterfront beauty in Cedar Creek - North Sarasota, where serene pond views and indoor-outdoor living come together beautifully. This 3-bedroom, 2-bath home offers approximately 2,100 square feet of living space on a generously sized lot perfectly positioned to capture water views from nearly every room. Double front doors open to a vaulted-ceiling living room with sliders that immediately draw your eye to the sparkling salt water pool and wide pond view beyond. The natural light pouring in creates a warm and inviting first impression that only gets better throughout the home. Designed for both comfort and entertaining, the layout includes separate living and dining rooms plus a comfortable family room featuring a stone wood-burning fireplace and a full wall of custom built-ins adjacent to the kitchen. The bright kitchen offers shaker cabinetry, dark granite countertops, a pass-through window to the lanai, a newer dark stainless GAS range giving you the convenience of propane cooking — a true chef’s dream. All three bedrooms feature walk-in closets and mounted 50+” TVs, with the 2nd bath featuring a door to access the pool area. The spacious primary suite includes a custom-designed closet maximizing every inch of space and sliding glass doors that open directly to the lanai and salt water pool. Outdoor living shines with four sets of sliders leading to the pool area, creating seamless indoor-outdoor flow. The large lanai is under roof, offering plenty of room to add an outdoor kitchen and dining area. The screened pool enclosure was replaced in 2024, and poured sidewalks surround the home for clean, easy access all around. For peace of mind, major improvements include • Roof replacement in 2021 • New A/C and water heater in 2022 - there are so many features here, get the full list! Low HOA fees of just $200/quarter and no CDD make this home even more attractive. Location is here as this community is just 4 miles from UTC and all there is to do - restaurants, shopping, Benderson Park, and tons more close by! Don't let this opportunity pass you by!
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Kim Rossi (941-928-4586)
1001 BENJAMIN FRANKLIN DR #511, SARASOTA, FL 34236
$535,000401 Days on yellowkey MLS ID: A4643855
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 813 Built: 1980 Tax: $5,166 (2024)Community: Lido TowersCondo
Taxes:$5,166
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Welcome to Your Beach Retreat at Lido Towers where luxury meets laid-back coastal living on the stunning shores of Lido Key. Lido Towers was built on a raised foundation — the only condo on Lido never to experience flooding This beautifully updated turnkey-furnished condo offers an exclusive gated beach access directly across the street on the north side of Lido Surf and Sand. Step inside to discover a bright, open-concept floor plan designed with coastal elegance in mind. NEW WINDOWS and SLIDERS April 2026 and 2023 renovated kitchen features sleek modern finishes, quartz, while light-toned flooring enhances the airy, beachy feel throughout the unit. The spacious primary suite offers a fully updated en-suite bathroom with contemporary fixtures, and an additional updated half bath adds convenience for guests. Relax and unwind on your private south-facing balcony, perfect for soaking in the Florida sunshine. Additional highlights include AC installed in 2024, Pet-friendly building, New Roof, New carports, plus ample guest, and second-vehicle parking, lots of storage and bicycle parking. There is Laundry facilities on every floor. Exceptional Amenities: Enjoy the newly updated heated pool, jacuzzi spa, and expansive sunset deck with lounge chairs, umbrellas, and poolside tables. Host gatherings in the club room, complete with kitchen, seating, and BBQ. Fully funded updates to lobby, clubhouse, balconies, elevators, and new fitness equipment coming in 2026. Investment Opportunity: One of the few rental-friendly buildings on Lido Key, Lido Towers allows monthly rentals up to 12 times per year — an income-generating opportunity made even easier with an on-site rental agent. Peace of Mind Comes Standard: Milestone inspections completed, Fully funded reserves, No upcoming assessments. Location, Location, Lifestyle: Steps from Ted Sperling Park for kayaking, paddle boarding, and exploring lush mangrove forests. A short stroll to St. Armands Circle for shopping, dining, and art. Free trolley stops in front of building to downtown Sarasota for world-class dining and entertainment. Don’t miss this rare opportunity to own a slice of paradise in one of Lido Key’s most desirable communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Maureen Doherty (941-993-3159)
800 N TAMIAMI TRL #1603, SARASOTA, FL 34236
$1,895,000175 Days on yellowkey MLS ID: A4669042
Bed: 2 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2471 Built: 2007 Tax: $23,269 (2025)Community: AlinariCondo
Taxes:$23,269
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: PRICE IMPROVEMENT! Perched high above Sarasota Bay with breathtaking bay views, this two-story luxury penthouse at Alinari is your private sanctuary in the sky where New York loft style meets the beauty and energy of Florida's most cultured coastal city. Enjoy this Sarasota Downtown pied-a-terre where the views of the azure, blue Bay waters greet you from every window, even when you are luxuriating in your private spa tub! This architectural masterpiece was completely redesigned and reimagined in 2020-2023 by leading architect Yehuda Inbar and custom builder Yoder Homes and fuses architectural drama with coastal ease. A soaring 20-foot atrium fills the open plan with natural light, framing dazzling and protected water views of the Bay, Bayfront Park and the Van Wezel Performing Arts Hall just across the street. Polished concrete, Caesarstone quartz, and fine Ceramiche D'Arte porcelain floors set a modern tone, softened by custom draperies and curated furnishings that invite lingering afternoons and golden sunsets. The 2500 square-foot, 2/3 bedroom, 3.5 bath floor plan features a chef's kitchen, statement staircase, and loft-style layout which recalls a Manhattan gallery, while the upper-level primary suite offers a serene retreat with a spa-like bath. The condo can easily be converted to a full 3 bedrooms, with each bedroom featuring an en-suite bath. Smart-home features, cutting edge Integrity Sound audio system, Dimplex fireplace, electric shades, and turnkey interiors with premium furnishings from Clive Daniel, Natuzzi, Soft Square and Light Up Your Life complete a space made for effortless sophistication. Open the sliders to your private balcony and savor gentle bay breezes while taking in the picturesque surroundings. Alinari's resort amenities elevate everyday living with a resort-length pool, heated spa, yoga and fitness studios, saunas, wine cellar, theater, social and billiards lounges, guest suites, 24/7concierge/security, and 2 spaces in the secure garage parking. Available separately, a private poolside cabana one of only ten adds an intimate escape with kitchenette and direct pool access, perfect for entertaining or quiet retreat. Set 16 feet above sea level in a protected X-flood zone and steps from the signature 53-acre Bayfront Park and Sarasota's vibrant dining arts, and cultural offerings, this penthouse embodies cultured coastal living at its most graceful, artful, uplifting, and one of a kind.
Listing Agent: Lenore Treiman (941-356-9642)
5222 MYRTLE WOOD #9, SARASOTA, FL 34235
$279,88871 Days on yellowkey MLS ID: A4680262
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1176 Built: 1981 Tax: $3,347 (2025)Community: Somerset/The MeadowsSpa: NoVilla
Taxes:$3,347
Remarks: Seller is motivated, all REASONABLE offers will be considered. Nestled within the lush, park-like setting of The Meadows, this astounding, fully renovated two-bedroom, two-bath villa is the epitome of refined Florida living. Meticulously updated from top to bottom, the residence lives like a private home while offering the ease and peace of mind of maintenance-free ownership. Arrive beneath your attached, assigned carport and step into a charming front courtyard—a warm prelude to the light-filled interior beyond. Inside, cathedral ceilings soar above a bright, open floor plan designed to capture abundant natural light. New lighting, contemporary finishes, tiled entry and kitchen, and premium vinyl flooring throughout (no carpet) create a seamless flow from room to room, culminating in a glass-enclosed Florida room. Primary bathroom is wheelchair accessible. Here, a wall of sliders frames tranquil garden views and a community pool, inviting indoor-outdoor living year-round. The open-concept kitchen is both elegant and functional, appointed with gleaming new white quartz countertops, a generous breakfast bar, brand-new white cabinetry, and all new stainless-steel appliances. Sliding glass doors provide easy access to the front patio—perfect for morning coffee or evening gatherings. The airy layout is tailored for carefree, casual living, with no neighbors above or below and chic, contemporary appointments throughout. Additional highlights include an exterior storage closet, interior washer and dryer, and thoughtful proximity—just steps from the heated community pool and a scenic nature walking trail. Set across 1,600 acres of resort-style grounds, The Meadows offers an exceptional lifestyle only minutes from downtown Sarasota and the UTC. Residents enjoy 14 miles of biking and hiking trails, a fitness center, a Junior Olympic pool, pickleball courts (available via separate memberships), dining options, and pay-to-play access to award-winning golf courses and a premier tennis complex at remarkably accessible pricing. Ideally located near the area’s best attractions—including Nathan Benderson Park, Mote SEA Aquarium, and The Mall at University Town Center—this villa places award-winning beaches, vibrant arts and culture, shopping, and dining within easy reach. Pet-friendly and move-in ready, this exceptional condo delivers a truly hassle-free lifestyle in a coveted location. The gorgeous furnishings are available under separate bill of sale. This is an exceptional opportunity to purchase at a lower price per square foot than competing properties while securing a truly modern, move-in-ready home.(Association rules apply: no trucks or commercial vehicles permitted for overnight parking.)
Listing Agent: Amy Chapman (941-225-1500)
174 GOLDEN GATE PT #32, SARASOTA, FL 34236
$1,175,00085 Days on yellowkey MLS ID: A4678205
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1168 Built: 1967Monthly Fee: $1,751 Tax: $12,349 (2025)Community: Harbor HouseCondo
Taxes:$12,349
Remarks: Convenient LOCATION! Expansive WATER VIEW! Handsome RENOVATION! Welcome to your Personal Paradise! DOWNTOWN Sarasota on prized GOLDEN GATE POINT. View of SARASOTA BAY and the elegant John Ringling bridge from all rooms. This Third Floor Condo has been beautifully redone. *New Kitchen from studs out *High Quality GE Café Kitchen Appliances *Convenient Undercounter Microwave Drawer *All New Electrical Wiring and Electric Panel *CAT5 Wiring installed *Stylish -not the usual- Ceiling Fans and Recessed Lighting *New HVAC Air Handler and Compressor *New Water Heater *New Bathrooms, one with Rain-showerhead *New Crown Molding *New Wood Flooring throughout. Light and Bright Kitchen with its Sea green Quartz Countertop, Ample Cabinets and Storage, with a hidden stacked Full-sized Washer/Dryer on the pantry end of the kitchen. Living Room space features a sleek, electric Fireplace, with decorative color-changing crushed glass rocks, that also provides heat. Hunter Douglas Window shades for all windows. Two Bedroom Suites, each with plenty of closet area, split plan, one currently being used as an office/guest suite. Closets with Container Store quality closet organizer, shelving changeable as you choose. Assigned carport parking with your own storage room, ready for your beach chairs, bicycles and paddleboards! SARASOTA is known for its beaches, its restaurants, its arts and entertainment: this Central Location lets you easily reach them all! And if you don’t want to leave home, most delightful is being able to enjoy this wonderful view from your armchair in your modern condo!
Listing is courtesy of: BANZHAF & ASSOCIATES INC (941-504-0350)
Listing Agent: Susan Christy (941-504-0350)
4777 RINGWOOD MDW, SARASOTA, FL 34235
$550,00050 Days on yellowkey MLS ID: A4681651
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2089 Built: 1980Monthly Fee: $153 Tax: $689 (2025)Community: The MeadowsSingle Family
Taxes:$689
Remarks: Seller is open to negotiation, submit your offer. Welcome to The Meadows, a tranquil, master-planned community known for its lush, park-like landscapes, ancient oak hammocks, sparkling lakes, and miles of walking and biking trails. With no CDD fees and three golf courses with planned professional restoration and optional memberships, The Meadows offers an exceptional lifestyle in a serene natural setting. This exquisitely landscaped home showcases native plants, vibrant flowers, and stunning trees including a Flamboyant Royal Poinciana, Mature Mango tree, and striking Blue Hawaii Jacaranda, creating exceptional curb appeal and a warm welcome for residents and guests alike. The property also enjoys peaceful views of one of The Meadows’ golf courses, adding to the sense of openness and tranquility. Inside, the open kitchen overlooks the main living area, making it ideal for entertaining or spending quality time with family. A unique whole-house exhaust system provides enhanced ventilation, perfect for the chef of the home. The family room features sweeping glass walls that fill the space with natural light and frame calming views of the surrounding landscape. The split floor plan places guest bedrooms on the opposite side of the home, ensuring comfort and privacy for everyone. The expansive layout and light-filled interiors create an immediate sense of calm and openness the moment you walk through the door. Additional highlights include an epoxy-coated garage floor that adds durability and a clean, polished appearance, along with updated appliances including a microwave (2025), AC (2023), refrigerator (2021), oven (2021), dishwasher (2021), washer (2020), and dryer (2020). The location is unmatched, offering convenient access to Mote Marine Aquarium, Siesta Key Beach, Sarasota’s vibrant cultural arts scene, world-class theaters, UTC Mall, popular restaurants, Nathan Benderson Park, Lakewood Ranch Waterside, and the Sarasota–Bradenton International Airport. Schedule your private showing today and experience the exceptional lifestyle The Meadows offers.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Michael Schepps (941-807-0880)
2342 MARGARET ST, SARASOTA, FL 34237
$317,49875 Days on yellowkey MLS ID: A4680575
REDUCED by $1 (0.0%) on 03/31/2026
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 945 Built: 1957 Tax: $3,175 (2025)Community: Ethan Allen SubSingle Family
Taxes:$3,175
Remarks: INVESTORS***Property is currently leased for one year, furnished***Buy at today's lower price, receive rent to cover expenses and sell when Market Increases. Charming Sarasota home located at 2342 Margaret Street, Sarasota offering 2 bedrooms plus a bonus room that can easily be converted into a third bedroom. Features include a beautifully updated kitchen with granite countertops and breakfast bar, bamboo flooring throughout, and a spacious family room with a unique bamboo ceiling that adds warmth and character. Ideal as a short term rental, vacation home, or primary residence. No deed restrictions and no flood insurance required. Newer A/C. An A+ Location conveniently located near Downtown Sarasota with its Shopping, Dining, Theatres and incredible amenities. Just minutes to University Parkway and UTC (University Town Center Mall), Restaurants, Shopping galore and the new Sarasota Aquarium. Just 8 miles to the world-famous Siesta Key Beach. A Location that can't be Beat! No HOA and endless potential—don’t miss this opportunity! Don't Miss the Virtual Tour. Don't Miss This investment opportunity. Owner may consider owner financing.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Geri Scheckner (941-356-0652)
4623 LONGWATER CHASE #112 Bldg J, SARASOTA, FL 34235
$265,0004 Days on yellowkey MLS ID: A4689212
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1256 Built: 1979Monthly Fee: $138 Tax: $2,821 (2025)Community: The MeadowsCondo
Taxes:$2,821
Remarks: This beautifully maintained second-story condo offers the perfect blend of comfort, style, and location. Featuring 2 spacious bedrooms and 2 full bathrooms, the home boasts a bright and open layout with sweeping views of the golf course—ideal for enjoying peaceful mornings or relaxing evenings. The updated primary bathroom provides a modern, spa-like retreat, while the newer kitchen is equipped with contemporary finishes and ample space for cooking and entertaining. The second bathroom has been refreshed with a brand-new vanity, adding a clean and stylish touch. Located in a vibrant, active community, residents enjoy access to two heated pools along with a wide range of amenities including golf, tennis, pickleball, and a fully equipped fitness center. Conveniently situated near restaurants, beautiful beaches, shopping, and the airport, this condo offers both tranquility and easy access to everything you need. Whether you're looking for a full-time residence or a seasonal getaway, this home delivers comfort, convenience, and an exceptional lifestyle.This well-maintained condo offers an exceptional opportunity for both homeowners and savvy investors. Featuring low quarterly maintenance fees, it provides affordable ownership without sacrificing comfort or convenience. The property allows monthly rentals, making it an ideal choice for generating consistent rental income or flexible short-term leasing options. With strong rental potential and investor-friendly policies, this condo is perfectly suited for those looking to maximize returns while enjoying a desirable living space.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Peg Schmitt (941-350-0552)
5489 DOWNHAM MDWS, SARASOTA, FL 34235
$545,000146 Days on yellowkey MLS ID: A4670828
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2102 Built: 1993 Tax: $3,458 (2024)Community: Devonshire PlaceSingle Family
Taxes:$3,458
Remarks: New on the market with a BRAND NEW ROOF, no CDD fee, and not in a flood zone. Three bedrooms/ two baths with over 2,100 sq. ft. and plenty of room to build your own pool(.29 of an acre). The home is located just around the corner from Benderson Park (550 acres of park) and Mote Marine Aquarium. The Meadows, one of Sarasota’s most conveniently located golf course communities, offers a range of amenities and is conveniently located just a 15-minute drive from downtown Sarasota. This prime location provides residents with easy access to the city’s attractions, including The University Town Center and its shopping districts, which are conveniently situated within minutes of the community. The Meadows community spans 1,650 acres and features over 80 lakes, providing residents with ample opportunities for outdoor recreation and relaxation amidst the beauty of nature and wildlife. The development offers a comprehensive array of community amenities, including miles of biking and hiking trails, a playground, active sports facilities, a fitness center, a game and card room, billiards, social events, and more. Optional membership to the Meadows Country Club provides residents with access to exceptional amenities, including 54 holes of golf on three championship courses, 17 Har-Tru tennis courts with professional instruction, pickleball courts, a Junior Olympic Pool Complex, a fitness club offering a variety of classes, and a restaurant providing dining and bar services. The community boasts a shopping village, convenience store, beauty salon, dental office, village pub, and restaurant, catering to the residents’ daily needs and preferences. This exceptional home features an extra-long driveway capable of accommodating four vehicles. Additionally, the property offers breathtaking golf course views from nearly every room. Recent updates include: Roof (w/15 yr. transferable warranty), stainless steel appliance package, laminate wood flooring, carpeting, and a replaced well pump for irrigation. Windows are double-pane energy-efficient windows.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
5204 MYRTLE WOOD #2, SARASOTA, FL 34235
$239,00012 Days on yellowkey MLS ID: A4688658
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1064 Built: 1981 Tax: $3,047 (2025)Community: SomersetCondo
Taxes:$3,047
Remarks: This move-in-ready villa offers effortless Florida is located within The Meadows, an active outdoor lifestyle community.. Steps from one of the community pools, walk to the pool from your Lanai, or sip your morning cup of coffee looking out to the pool. This condo offers both privacy and access to everything that makes The Meadows. The split-bedroom floor plan offers privacy and flexibility, with a private primary The main bedroom has a walk-in shower. The Meadows has a 1,650-acre park-like community with over 14 miles of trails, lakes, and an optional membership to golf, tennis, pickleball, and a fitness center. Just minutes from shopping and dining, downtown Sarasota, and the beaches of Siesta Key and Lido Key. Perfect for that seasonal owner or year-round resident.
Listing is courtesy of: LA ROSA REALTY LLC (941-248-2233)
Listing Agent: Rosa Arroyo (786-205-7223)
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