Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
1418 JOHN RINGLING PKWY, SARASOTA, FL 34236
$7,900,000211 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)
3816 ROXANE BLVD #158, SARASOTA, FL 34235
$169,90080 Days on yellowkey MLS ID: A4692821
REDUCED by $5,000 (2.9%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1055 Built: 1964 Tax: $826 (2025)Community: Strathmore Villa Sec 09Villa
Taxes:$826
Elementary School: Gocio Elementary
Tax Year: 2025
Remarks: Welcome to your next home in sunny Sarasota! This well maintained villa in the lovely Strathmore Villa community offers both comfort and convenience. It also comes fully furnished!! This is an active 55+ community, where at least one resident must be 55 or older, and offers a peaceful setting with great amenities including a clubhouse and community pool. Right away, you'll notice the spacious carport with room for up to 3 vehicles - something you don't always find, and perfect for both residents and visitors. Step inside to a bright and welcoming living area with plenty of room to relax or entertain, making it easy to feel right at home! The layout flows nicely, giving you flexibility to make it your own. Just off the living space, you'll find the kitchen and dining area - practical, functional, and ready for everyday living or hosting friends and family. This home features two generously sized bedrooms, including a primary suite with its own private bathroom. Both rooms offer comfortable space, natural light, and versatility. With two full bathrooms, convenience is built right in - ideal for families, guests, or even a home office setup. Open the sliding glass doors leading into your private patio area - a great spot for morning coffee or relaxing evenings. Right outside the unit, you'll also find a dedicated storage building currently used as a laundry room, adding extra functionality and keeping everything easily accessible while maximizing your interior space. The location is hard to beat! You're just a short drive from shopping, dining, the UTC Mall, I-75, and of course, Sarasota's beautiful beaches! If you're looking for a new permanent home, seasonal getaway, or investment property with great features and a LOW condo fee, this could be the perfect fit! Schedule your showing today and come see everything this property has to offer!
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Jennifer Arsenault (941-313-5407)
4623 LONGWATER CHASE #112 Bldg J, SARASOTA, FL 34235
$265,000106 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)
1000 BOULEVARD OF THE ARTS #1509, SARASOTA, FL 34236
$1,879,74559 Days on yellowkey MLS ID: A4695124
0 Days Off yellowkey (back on 5/28/2026)
Bed: 2 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1767 Built: 2026Community: 1000 Boulevard Of The ArtsSpa: YesCondo
Taxes:$0
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Residence 1509 offers a distinctive harbor-front perspective from the 15th floor, overlooking Quay Harbor, the Ringling Bridge and glimpses of The Gulf in the distance. Part of the elevated Harbor residence collection, this home captures the movement of marina life, yachting and sunset skies, creating a dynamic and visually engaging living environment. The interior features an open, contemporary layout with floor-to-ceiling glass, a refined kitchen with European cabinetry and premium appliances, and a generous private terrace oriented toward the harbor and bridge views. The primary suite is designed as a tranquil retreat with a spa-inspired bath, while additional bedrooms provide comfort and privacy. A den offers flexible space for work or relaxation. At 1000 Boulevard of the Arts, residents enjoy a walkable waterfront lifestyle in Sarasota’s Quay Waterfront District, with access to resort-style amenities, concierge services, and immediate proximity to dining, cultural venues and marina promenades.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Joey Lopez (917-962-2448)
1064 N TAMIAMI TRL #1406, SARASOTA, FL 34236
$419,900118 Days on yellowkey MLS ID: A4687760
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1084 Built: 2007 Tax: $4,835 (2025)Community: Broadway PromenadeSpa: YesCondo
Taxes:$4,835
High School: Riverview High
Remarks: One or more photo(s) has been virtually staged. Morning light filters in as you step outside and feel the breeze coming off the bay. Just across the street, the glistening waterfront and the 10th Street Boat Ramp invite you for a refreshing walk with coffee in hand, while the iconic Van Wezel Performing Arts Hall stands ready for evenings filled with culture and entertainment. Welcome to Unit 1406 at 1064 N Tamiami Trail—where everyday living feels effortlessly connected to the best of Sarasota. This 2-bedroom, 2-bath residence offers a smart split floor plan designed for both comfort and privacy, whether you're hosting guests or enjoying a quiet night in. Life here is designed to be easy. Start your day with a workout in the fitness center, unwind in the sauna, or spend afternoons by the heated pool and spa. Evenings can be as social or relaxed as you choose, with outdoor dining areas perfect for gathering and a billiards room and library for quieter moments. A 24-hour concierge ensures everything runs seamlessly, while guest suites make hosting effortless. Exciting news for future owners! The building is currently undergoing a modern transformation with fresh renovations started in April. The hallways are getting a complete face-lift, including brand-new flooring and a sleek, updated color palette. With new carpeting rolling out through June, you'll be stepping into a fresh, beautifully revitalized building that feels brand new!
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Brandy Loebker (941-404-4737)
610 N EAST AVE, SARASOTA, FL 34237
$679,777123 Days on yellowkey MLS ID: A4687442
Bed: 2 Bath: 0.0 Liv Area Sq Ft: 1737 Built: 1951 Tax: $4,598 (2025)Community: Pos Resub Of Lt 8 Blk LSpa: NoApartment
Taxes:$4,598
Elementary School: Tuttle Elementary
Remarks: Rare opportunity for a Quadplex in Sarasota City limits and 2 blocks from Downtown now available with potential to purchase 620 N East Ave (2bd/1ba single family) next door for a combined .35acres! This quadplex features 2 block buildings, 2 studio units in one building at 610/612 East Ave and 2, 1 bedroom units in the other building at 2115/2117 6th St. Studio units are occupied while the 1 bedroom units are currently vacant and rent ready. See photos for current condition of all units. Walkthrough Video of units available upon request. Realtors please check showing details. Vacant units can be shown at anytime. Short-Term Rental, Property enhancements, and/or development opportunities await the next owner!
Listing is courtesy of: RELAX PROPERTY GROUP, LLC (941-923-7200)
Listing Agent: Dane Peterson (239-357-5692)
236 N BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$4,200,00060 Days on yellowkey MLS ID: A4694867
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3850 Built: 2027 Tax: $13,498 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$13,498
Remarks: Pre-Construction. To be built. Brought to you by Noah Thomas Builders, this upcoming custom residence represents an exceptional opportunity to own brand-new luxury construction just steps from the energy of St. Armands Circle and minutes to the Gulf beaches. Blending refined coastal aesthetics with contemporary comfort, the home is being crafted to deliver an elevated Florida lifestyle with spacious interiors, sophisticated finishes, and beautifully integrated outdoor living spaces. Clean architectural lines and thoughtfully designed entertaining areas create a bright and inviting atmosphere throughout. Planned features are expected to include a designer kitchen with premium finishes and upscale appliances, spacious guest accommodations, private owner’s retreat, elevator access, and seamless indoor-outdoor flow to the resort-inspired pool and outdoor lounge areas. An upper-level observation deck is expected to capture beautiful water views and coastal sunsets, creating an ideal setting for relaxing or entertaining above the surrounding tropical landscape. Designed with a focus on both luxury and resilience, the residence is being constructed to current FEMA-compliant standards with elevated living spaces, impact-rated windows and doors, and modern construction methods intended to enhance durability, efficiency, and long-term peace of mind in a coastal environment. Positioned in one of Sarasota’s premier luxury waterfront and beachside communities, this residence places you near fine dining, upscale shopping, marinas, golf, and the renowned shoreline of Lido Beach while offering the quality and craftsmanship synonymous with Noah Thomas Builders. Finishes, materials, and specifications may change during the build process. Pricing, availability, and final details subject to adjustment prior to completion.
Listing is courtesy of: 1ST CLASS REAL ESTATE SUNCOAST (386-882-6644)
Listing Agent: Holly Wikfors, Llc (239-777-8075)
4822 OCEAN BLVD #3D, SARASOTA, FL 34242
$825,00067 Days on yellowkey MLS ID: O6406435
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1440 Built: 1973Monthly Fee: $1,667 Tax: $3,838 (2025)Community: Siesta TowersSpa: NoCondo
Taxes:$3,838
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Remarks: This condominium at Siesta Towers offers two master suites. Welcome to this extraordinary living experience and location where every day you can enjoy the gulf views and the palm trees dotting the horizon. Swim and relax in the heated outdoor pool that sits right on the waterfront. Enjoy a drink on the cocktail pier while you watch the dolphins swim or bask in the glowing light of the stunning sunsets. Includes gym, fishing pier, BBQ, club house, and bike storage. Located on Siesta Key on the water, close to public beach access and Siesta Key Village. Many local beaches, parks, nature preserves, and bird sanctuary's close by. This turnkey fully furnished condo offers serene personal space, ample storage, walk in closet, lots of natural light, brand-new hurricane doors, eat in kitchen, dining room, living room, and office area. Designated parking space.
Listing is courtesy of: HOUWZER INC (267-765-2080)
Listing Agent: Daniel Robinson (904-447-8922)
750 N TAMIAMI TRL #314, SARASOTA, FL 34236
$419,900202 Days on yellowkey MLS ID: A4676869
REDUCED by $20,000 (4.5%) on 05/26/2026
Bed: 2 Bath: 1.0 Gar: 2 Liv Area Sq Ft: 1085 Built: 2001 Tax: $5,186 (2025)Community: Renaissance 1Spa: YesCondo
Taxes:$5,186
Remarks: Welcome to Renaissance residence 314, a blend of charm and modern luxury in this fully renovated condominium offered turnkey furnished with over 1,000 square feet of thoughtfully designed living space. This beautifully updated unit features an expansive family and dining room, an oversized primary bedroom, and a versatile den that can easily serve as a second bedroom. Completely renovated in 2024, this home is move-in ready with every detail meticulously updated for your convenience. The sleek kitchen boasts matching GE Profile appliances, an LG washer and dryer, and new cabinetry with built-in storage solutions, offering ample space for all your needs. Freshly repainted in a neutral palette and paired with new luxury vinyl flooring throughout, the space provides a timeless foundation for any design style you choose. The spacious primary bedroom includes custom built-in closets and offers plenty of room to craft your ideal Sarasota retreat, while the remodeled en-suite bath features elegant quartz countertops, new cabinetry and a stunning shower with dual showerheads, exuding style and comfort. Renaissance is more than just a residence, it’s a lifestyle. This 16-story condominium high-rise offers an impressive array of resort-style amenities, including beautifully landscaped plazas and fountains, 24-hour front desk service and keycard secured entry. The building’s proactive maintenance ensures peace of mind, with recent updates including a new roof and cleaned piping systems in 2024. Designed with durability in mind, Renaissance features reinforced concrete beams, fireproof materials, and elevated guest parking and lobby spaces, providing stability and security. Residents enjoy world-class amenities such as a clubroom, business center, fitness center, resident theater and concierge services. For hosting guests, the building offers two fully equipped guest suites available by reservation. This unit comes with two assigned parking spaces conveniently on the third floor of the secured garage, ensuring your vehicles are protected and elevated over 50 feet above sea level. In the heart of Sarasota’s vibrant cultural district, Renaissance places you near The Bay Park and the city’s dynamic social scene. Designed in the style of an Italian villa, the building's charm is matched by its prime location, where water views are preserved thanks to Renaissance's ownership of aerial rights over the park. Embrace the luxury, convenience and unmatched beauty of living in Renaissance Unit 314. Your Sarasota dream home awaits!
Listing Agent: Moriah Taliaferro (941-504-9910)
2700 COCONUT BAY LN #419, SARASOTA, FL 34237
$174,950415 Days on yellowkey MLS ID: S5127342
INCREASED by $20,000 (12.9%) on 05/25/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1974Monthly Fee: $299 Tax: $1,696 (2024)Community: Sarasota PalmsCondo
Taxes:$1,696
Remarks: Welcome to the luxurious gated community of Sarasota Palms! This beautifully updated first-floor condo is a perfect blend of comfort, convenience and elegance. As you enter the home, you will be greeted by the beautiful tray ceilings and the warmth of the solid wood cabinetry and granite countertops in the kitchen, with the same tasteful upgrades carrying on into the bathroom. This home also features updated laminate flooring in the bedroom, recently installed double paned hurricane windows and sliding doors, and a screened in porch for you to sit outside and enjoy your morning coffee. The clubhouse is a fantastic amenity for residents, featuring a fully equipped fitness center, sauna, upgraded theatre room, billiards room, and business center, complete with WiFi throughout the community. You'll also have access to the largest pool and fitness center of any association in Sarasota County. Bring your furry friend to the large fenced dog park or enjoy the playground and tennis courts. Host a barbecue in the grilling and picnic area or take a relaxing walk around the lake. This condo is conveniently located near the Ed Smith Stadium, the spring training home for the Baltimore Orioles. You'll also be just minutes away from downtown Sarasota and the nearby marina. For beach lovers, St. Armand's Circle and Lido Key are only 5 miles away, offering some of the most beautiful powder sand beaches in the world. Plus, the Sarasota/Bradenton International Airport is just a short 5-mile drive away. This condo is perfect for those who value comfort, convenience, and luxury living. Whether it’s a primary residence, second home, or an investment, don't miss out on the opportunity to make this yours! Seller financing and rent-to-own options are available. Seller financing available with 40% down payment, at a 6.9% interest rate with a 1 year balloon period on a 10 year amortization schedule. Other terms can be offered with 20% down.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Amber Koepke (512-630-8394)
1155 N GULFSTREAM AVE #802, SARASOTA, FL 34236
$2,250,000142 Days on yellowkey MLS ID: A4684831
REDUCED by $50,000 (2.2%) on 05/16/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2040 Built: 2016 Tax: $25,314 (2025)Community: Vue Sarasota BaySpa: YesCondo
Taxes:$25,314
Remarks: Indulge in Bayfront Luxury at The VUE, a landmark of modern luxury where worldly architecture meets the vibrant cultural allure of downtown Sarasota. Poised for effortless walkability, this home places you near fine dining, upscale boutiques, art galleries, performing arts venues, and the renowned Saturday farmers market. Savor sweeping, unobstructed vistas of Sarasota Bay, Marina Jack and the Gulf of Mexico. Upon arrival, the elevator opens directly into your residence's private, dedicated foyer. As you then continue through the front entry door, you are immediately drawn to the dramatic expanse of 10-foot, floor-to-ceiling impact-rated glass that frames breathtaking water views and floods the open-concept interior with abundant natural light. This exquisitely refined residence features two bedrooms and two and a half baths, among 2,040 heated square feet and 2,250 total square feet. Designed with grand entertaining and quiet retreat in mind, the spacious living and dining areas flow gracefully onto a generous private terrace with mesmerizing water views, an ideal setting for evening cocktails as the sun dips into the horizon. The chef’s kitchen is a masterclass in contemporary elegance, featuring quartz countertops, a waterfall island with breakfast bar, premium stainless-steel appliances, induction cooktop and bespoke Nolte Kitchen European cabinetry, crafted to inspire culinary creativity and conversation alike. The owner’s suite is a tranquil sanctuary, complete with breathtaking bay views, custom-designed closets and a spa-like en-suite bath with dual vanities, soaking tub and glass enclosed walk-in shower. A split-bedroom layout ensures the utmost privacy for guests, with a secondary en-suite bedroom positioned thoughtfully on the opposite side. Additionally, a den/office with a built- in pocket door, may also be used as a third bedroom or other flexible living options, such as a library or media lounge. With abundant natural light, it can even serve as an inspiring artist’s studio. Additional features include LED lighting, premium designer finishes and fixtures, and motorized shades ensure seamless comfort. A dedicated, spacious walk-in laundry room with ample storage and cabinetry and a side-by-side washer and dryer. There are two secure garage parking spaces, one is premium plaza level, near entry/exit gate to parking, two is valet level EV personalized/dedicated to unit and climate-controlled storage unit. Residents will enjoy a collection of exceptional lifestyle amenities. Indulge in the elevated resort-style pool and spa with private cabanas, unwind at one of two rooftop dog parks with a grooming station, or maintain your wellness regimen at the state-of-the-art fitness center overlooking the pool. The residents’ club lounge, complete with a catering kitchen and entertainment bar, sets the stage for elegant gatherings, while the boardroom and social lounges provide thoughtful spaces to work or unwind. Additional offerings include a fire pit with dual gas grills, valet parking, 24-hour concierge service, exceptional onsite management and attentive on-site staff devoted to providing a seamless living experience. Positioned just moments from Sarasota’s world-class beaches, including Lido Key. This iconic residence offers a rare blend of urban sophistication and coastal tranquility. Whether you’re seeking a seasonal escape or a full-time waterfront haven, delivering a lifestyle of elegance and convenience without parallel.
3710 RILMA AVE, SARASOTA, FL 34234
$325,00084 Days on yellowkey MLS ID: A4692166
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1040 Built: 1949 Tax: $4,614 (2025)Community: Ford SubSingle Family
Taxes:$4,614
Elementary School: Emma E. Booker Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to 3710 Rilma Avenue! This welcoming cottage home is conveniently located just minutes from downtown Sarasota, the Sarasota-Bradenton International Airport, New College of Florida, the University of South Florida and Ringling College of Art and Design, offering access to a range of cultural, educational and lifestyle amenities. The home features three bedrooms plus a flexible bonus room suitable for an office or additional living space. The kitchen has been updated with granite countertops and stainless-steel appliances, providing durable surfaces and modern functionality. Interior comfort is enhanced by energy-efficient double-pane windows. The exterior of the property is defined by established Clusia hedges that provide privacy, along with mature palm landscaping surrounding the residence. Additional outdoor features include an outdoor shower and an irrigation system from a well. Parking and storage options include a one-car garage, a one-car carport and additional space suitable for a boat or recreational vehicles. With no HOA or deed restrictions, this residence presents a compelling opportunity for a first-time home buyer, an investor seeking property within Sarasota city limits where short-term rentals are permitted, or anyone simply looking to relocate to beautiful Sarasota.
Listing Agent: Christopher Takeda (941-587-4545)
1339 22ND ST, SARASOTA, FL 34234
$475,000104 Days on yellowkey MLS ID: TB8497340
REDUCED by $5,000 (1.0%) on 05/23/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1681 Built: 1959 Tax: $3,260 (2025)Community: Cocoanut HeightsSingle Family
Taxes:$3,260
Remarks: Charming Updated 3BR/2.5BA Home in Sarasota – Move-In Ready! Discover this beautifully renovated gem at 1339 22nd St, Sarasota, FL 34234 (1,681 sq ft living space on an 8,871 sq ft lot). Perfect blend of modern updates and classic Florida charm! Key Features: Prime Corner Lot with Double Street Access: Unique lot connecting to two streets (22nd & adjacent), offering exceptional curb appeal and flexibility. Ample Parking + 2-Car Attached Garage: Wide driveway spaces multiple vehicles easily – no parking hassles! Brand New Luxury Vinyl/Porcelain Tile Flooring Throughout: Sleek, durable, and easy-care for coastal living. Fully Updated Bathrooms: 2.5 modern baths with contemporary finishes. New AC System: Efficient, quiet cooling for year-round comfort. All-New Electrical & Plumbing: Complete modern rewiring and piping for safety and peace of mind. Gourmet Kitchen Shines: White shaker cabinets, stunning gray granite counters, blue subway tile backsplash, stainless steel appliances (fridge, dishwasher, range, microwave), and spacious breakfast bar open to the living/dining area. No HOA! Walk to Ringling College, minutes to Siesta Key beaches, downtown Sarasota dining/shopping, and SRQ airport. Built 1959, feels brand new inside. Zoned RSF3 – ideal for families, investors, or downsizers.
Listing is courtesy of: RADIUS REALTY GROUP LLC (407-541-0779)
Listing Agent: Guillermo Gomez (407-497-9846)
4100 TEE RD, SARASOTA, FL 34235
$399,00066 Days on yellowkey MLS ID: A4694503
1 Days Off yellowkey (back on 5/23/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1798 Built: 1971 Tax: $3,991 (2025)Community: Kensington ParkSingle Family
Taxes:$3,991
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Tucked away at the end of a quiet cul-de-sac in a charming neighborhood, this beautifully renovated 4-bedroom, 2-bath residence offers the perfect blend of style, comfort, and convenience. Ideally located just minutes from Downtown Sarasota, world-renowned beaches, dining, shopping, and cultural attractions, this move-in-ready home is a rare find. Inside, enjoy a light and inviting interior featuring brand-new luxury vinyl wood-look flooring, fresh interior paint throughout, and a thoughtfully redesigned floor plan with four true bedrooms — a feature not often found. The fully updated kitchen showcases new cabinetry, modern finishes, and a fresh contemporary feel perfect for everyday living and entertaining alike. Both bathrooms have been tastefully renovated with stylish updates and timeless appeal. The spacious garage offers excellent storage and functionality, complete with a laundry sink, washer, and dryer. Additional highlights include a newer roof and quality renovations throughout, providing peace of mind for years to come. Privately positioned at the end of the street with minimal traffic, this home combines the tranquility of a tucked-away setting with close proximity to everything Sarasota has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Courtney Tarantino (941-893-7203)
800 BENJAMIN FRANKLIN DR #304, SARASOTA, FL 34236
$715,00065 Days on yellowkey MLS ID: A4694518
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 900 Built: 1978 Tax: $8,856 (2025)Community: Lido AmbassadorSpa: NoCondo
Taxes:$8,856
Remarks: Welcome to Unit 304 at Lido Ambassador — a beautifully appointed 1-bedroom, 1.5-bath residence where coastal elegance and comfort come together. This exceptional residence is located within an intimate community of just 74 residences, offering a more private and relaxed lifestyle in one of the best locations directly on Lido Key Beach. The stunning kitchen features quartz countertops, designer light fixtures, and a stylish modern feel, perfect for everyday living or entertaining. The inviting living room offers a versatile sectional which can be arranged as two twin beds for guests, while the dining area is enhanced with lovely Serena & Lily dining chairs that complement the home's relaxed coastal aesthetic. The coastal vibe continues into the spacious primary bedroom featuring a king-size bed designed for comfort and relaxation. Step outside onto your private balcony and take in stunning Gulf views while enjoying the sea breeze. Additional features include private storage, assigned parking space, and a recently installed new A/C for added comfort and peace of mind. Residents enjoy a community pool with exciting upgrades nearing completion, a fitness room, and a recreational room complete with a pool table and gathering space for community activities and social events. Ideally situated next door to Lido Beach Resort and within walking distance to St. Armands Circle and the beautiful beaches of Lido Key, this residence represents an exceptional value and offers one of the best locations on Lido Key Beach. Paradise is calling-unpack and start living the dream! Being sold Turn-key furnished for a seamless transition to beachside living!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Kathryn Dieter (941-299-2089)
51 S ADAMS DR, SARASOTA, FL 34236
$4,500,00065 Days on yellowkey MLS ID: A4694522
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3800 Built: 2027 Tax: $13,737 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$13,737
Remarks: Pre-Construction. To be built. Brought to you by Noah Thomas Builders, introducing an exceptional modern coastal residence, ideally located just moments from St. Armands Circle and Lido Beach. This striking home blends timeless architecture with relaxed coastal elegance, offering a refined lifestyle in one of Sarasota’s most coveted neighborhoods. Thoughtfully crafted for both everyday comfort and upscale entertaining, the residence showcases expansive light-filled interiors, soaring ceilings, and dramatic walls of impact glass that seamlessly connect indoor and outdoor living. At the heart of the home, the gourmet kitchen features an oversized island, custom cabinetry, designer finishes, and a premium appliance package tailored for effortless hosting. The well-appointed floor plan includes spacious guest suites, a private office, elevator access, and a luxurious primary retreat complete with spa-inspired amenities and oversized walk-in closets. Outdoor spaces are equally inviting, featuring covered lounge areas, a resort-style pool and spa, and lush tropical landscaping designed to create a private coastal oasis. Built to elevated FEMA-compliant standards with reinforced structural components and impact-rated windows and doors, the home was designed with durability, storm resilience, and peace of mind in mind — all while maintaining a bold architectural presence.. Spend your mornings walking the shoreline of Lido Beach, afternoons enjoying boutique shopping and waterfront dining at St. Armands Circle, and evenings relaxing in your own resort-style outdoor living space. With its timeless modern design, low-maintenance luxury lifestyle, and premier Sarasota location, this home is perfectly suited for full-time living or as an upscale seasonal getaway along Florida’s Gulf Coast.
445 N ORANGE AVE #210, SARASOTA, FL 34236
$435,000195 Days on yellowkey MLS ID: A4677633
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 494 Built: 2009 Tax: $4,379 (2025)Community: Citrus SquareSpa: NoCondo
Taxes:$4,379
Remarks: One or more photo(s) has been virtually staged. NEW PRICE!! Now offered at $435,000. Ideally located in the heart of downtown Sarasota, this well-maintatined Citrus Square condominium offers elevated second floor living with a private balcony overlooking the courtyard and surrounding treetops. The residence features high ceilings, an open living and kitchen layout with granite countertops, wood cabinets, stainless appliances, and in-unit laundry. Solid concrete construction, secured parking, elevator access, and walkable proximity to restaurants, theaters, shopping, and the bayfront complete this inviting downtown lifestyle opportunity.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Clifford Pierce (941-928-0018)
1610 & 1612 N ORANGE AVE, SARASOTA, FL 34236
$550,000234 Days on yellowkey MLS ID: A4673957
REDUCED by $25,000 (4.3%) on 05/21/2026
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1920 Built: 1981 Tax: $5,887 (2024)Community: Walkers SubApartment
Taxes:$5,887
Remarks: A compelling investment opportunity within Sarasota city limits and only one mile from Downtown. This side by side duplex features two matching 2 bedroom, 1.5 bath townhome style units that have been updated to attract quality tenants and support strong rental performance. Being located inside the city limits also allows weekly rentals if desired, giving investors valuable flexibility in their strategy. Each unit offers bright, modern interiors with durable tile flooring on the main level, upgraded kitchens with shaker cabinetry, stainless appliances, contemporary backsplash details, and clean finishes that keep future maintenance simple and predictable. The upstairs layout includes two comfortable bedrooms and a full bath, creating an efficient and easy to lease floor plan that works well for both long term and short term tenants. Both 1610 and 1612 enjoy fully fenced private backyards with one featuring a spacious grassy area with a dedicated patio setting, while the other includes a relaxed fire pit lounge framed by mature Florida trees. This separation gives each unit its own appeal and enhances the property’s overall appeal. Parking directly in front of each entrance adds another convenience tenants appreciate and owners benefit from. With no association fees, modern updates, low maintenance features, and strong demand in the surrounding area, this duplex performs well as a straightforward income producing asset. Investors can maximize returns across both units, while those seeking flexibility have the option to live on one side and lease the other. A turn key opportunity in a highly desirable location near parks, cultural venues, Sarasota’s waterfront, and the downtown core. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
800 N TAMIAMI TRL #307, SARASOTA, FL 34236
$789,000201 Days on yellowkey MLS ID: A4676227
0 Days Off yellowkey (back on 5/21/2026)
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1911 Built: 2007 Tax: $10,844 (2025)Community: AlinariSpa: NoCondo
Taxes:$10,844
Elementary School: Bay Haven Sch of Basics Plus Elementary
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. An exceptional residence offering the scale and livability of a single-family home within a full-service community. This expansive, west-facing home spans 1,911 square feet and is thoughtfully designed with high ceilings, large windows, and abundant natural light. The open, flexible floor plan allows for multiple gracious living and sitting areas, or the opportunity to create a third bedroom — offering rare versatility to suit an evolving lifestyle. A wraparound, west-facing balcony — accessible from both the living room and the primary suite — extends the living space outdoors and showcases beautiful water and treetop views, perfect for enjoying sunset skies. The primary suite provides a serene retreat, while the additional rooms offer comfort and flexibility for guests, work, or creative use. A temperature-controlled storage unit is included for added convenience. Enjoy effortless access to the third-floor amenities, including a resort-style lap pool and spa, a state-of-the-art fitness center, and men’s and women’s saunas. The building delivers an elevated downtown lifestyle with 24/7 concierge service, on-site guest parking, guest suites, wine room, library, club room, business and conference facilities, a game room with pool table, and a brand-new private movie theater with stadium seating. A rare opportunity to experience refined, resort-inspired living where comfort, space, and lifestyle converge.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lisa Allen (312-848-1636)
4424 HIGHLAND PARK #5, SARASOTA, FL 34235
$550,00083 Days on yellowkey MLS ID: A4692053
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2120 Built: 1988Monthly Fee: $171 Tax: $3,107 (2025)Community: MeadowsSpa: YesVilla
Taxes:$3,107
Remarks: Beautifully remodeled villa-style home in the premier Sarasota community of The Meadows. Recent updates include fresh interior paint, new flooring, tile, and appliances, creating a clean, move-in-ready feel throughout. Spacious Great Room featuring a wood burning fireplace and built in wet bar. This free-standing residence is in the charming Highland Park enclave, offering privacy with no adjoining walls and a generously sized two-car garage. High ceilings with molding and eight-foot sliding glass doors fill the home with natural light while framing beautiful views. The floor plan flows exceptionally well, creating a sense of openness, comfort, and privacy. Enjoy the exceptional lifestyle of The Meadows, known for its 85 lakes and waterways, 14 miles of walking and biking trails, majestic oak trees, preserved open spaces, and commitment to wildlife and ecology. Community amenities include golf, 15 Har-Tru tennis courts, eight new pickleball courts, a lifestyle center, and a Junior Olympic-size pool. Ideally situated between UTC and downtown Sarasota, this location offers convenient access to world-renowned restaurants, exclusive shopping, vibrant arts and culture, Nathan Benderson Park, the newly opened Mote Marine Aquarium, and Sarasota’s sparkling Gulf Coast beaches. A wonderful opportunity to enjoy comfort, convenience, and the natural beauty of one of Sarasota’s most established communities
Listing is courtesy of: MORGAN JOHNSON REALTY LLC (941-932-5939)
Listing Agent: Kathy Morgan (941-932-5939)
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