Location: Sarasota
Keyword(s): Booker Middle
Keyword(s) Middle School: Booker Middle
Do Not Show Listings
5723 DEER HOLLOW TRL, SARASOTA, FL 34232
$255,00067 Days on yellowkey MLS ID: TB8511154
REDUCED by $25,000 (8.9%) on 07/06/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 721 Built: 1985Monthly Fee: $45 Tax: $1,776 (2025)Community: Deer HollowVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,776
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Location, location, location! Welcome to this 2 bedroom, 1 bathroom villa ideally situated in the heart of Sarasota with quick access to I-75, making commuting and exploring the area incredibly convenient. This move in ready home has already had the major updates completed for peace of mind, including a new roof in 2022 with a 10 year warranty, hurricane grade windows, slider, and front door installed in 2023, new AC in 2024, and replaced exterior siding. Enjoy low HOA fees of just $335 annually while taking advantage of community amenities including a playground and peaceful preserve walking paths. Whether you’re looking for a primary residence or a seasonal getaway this villa offers comfort, convenience, and value all in one. Perfectly positioned near the vibrant UTC area, this home is just minutes from Nathan Benderson Park, The Mall at University Town Center, top rated dining, shopping, Sarasota-Bradenton International Airport, Downtown Sarasota, and the world famous beaches of Siesta Key and Lido Key. Schedule your showing today!
Listing is courtesy of: PEOPLE'S TRUST REALTY (727-946-0904)
Listing Agent: Ali Kochno (813-766-7143)
2300 LINDSTROM ST, SARASOTA, FL 34237
$749,00051 Days on yellowkey MLS ID: A4693299
REDUCED by $30,000 (3.9%) on 07/06/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2084 Built: 2021Monthly Fee: $654 Tax: $9,853 (2025)Community: Payne Park Ph 1Townhouse
Taxes:$9,853
Elementary School: Alta Vista Elementary
High School: Sarasota High
Remarks: One of the brightest units in Payne Park, this meticulously maintained 3 bedroom/3.5 Bath (2084 SF) modern coastal home presents in near-new condition, offers a setting rarely found in downtown Sarasota. This Malcolm model (Largest Payne Park Villa) is perfectly positioned on one of the best corners to allow for "light and air" on three sides of the unit. Views includes a West view of Payne Park (pond) and a Northeast view of the pool. Payne Park is located right on the Legacy Trail with this home delivering an elevated lifestyle where walkability, recreation, and vibrant city energy converge. The main living level is thoughtfully designed for everyday living and entertaining. The chef's kitchen is a standout, featuring floor-to-ceiling white wood cabinetry with crown molding and brass hardware finished with a white quartz countertop. Modern glass and brass pendant lighting complement the kitchen's centerpiece island, which provides additional seating and storage. A custom tile feature wall frames the apron sink, positioned beneath two large windows that flood the space with natural light. The adjacent dining area flows nicely into the family room showcases a wall of windows. A private balcony extends the living space and provides space to relax. On the lower level, Bedroom 2 can be configured as a home office and offers exceptional flexibility with a full bath and closet. This level also provides access to a spacious paver stone patio with iron fencing and a gated entrance, ideal for outdoor enjoyment. Completing this floor is a two-car garage. On the third floor, you will find a generous sized primary bedroom with a well-appointed en-suite bath that includes a dual sink vanity, large walk-in shower with glass enclosure and an oversized walk-in closet with built-in shelving. Bedroom 3 also includes its own en-suite bath, offering comfort and privacy for guests or family members. A convenient laundry closet completes this level. Impeccable location and value! Buyers and/or Buyers Agent to verify all pertinent information, including room sizes, as they may be approximate. All Association information should be verified with Property Management Company or Association. Information deemed reliable but not guaranteed.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Robert Robinson (941-587-2739)
35 WATERGATE DR #1403, SARASOTA, FL 34236
$2,990,000171 Days on yellowkey MLS ID: A4679133
REDUCED by $110,000 (3.5%) on 06/25/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2990 Built: 2003 Tax: $38,185 (2025)Community: The Tower ResidencesSpa: YesCondo
Taxes:$38,185
Remarks: Set high on the 14th floor of the private, luxurious Ritz-Carlton Tower Residences, this elegant three-bedroom, three-bath residence captures breathtaking views of the blue-green waters of the Gulf and Sarasota Bay. Every room with Floor-to-ceiling windows fill the home with natural light, framing ever-changing skies, sparkling water, and glowing sunsets that feel like they were made just for you. Step outside to the nearly 600-square-foot terrace—perfect for morning coffee, sunset cocktails, and effortless entertaining. Inside, the professionally designed interior features gorgeous hardwood flooring throughout, custom cabinetry and built-ins, motorized blinds, plantation shutters, and an integrated entertainment center with televisions and surround sound—creating a space that is both elevated and comfortable. Every detail is designed to feel refined, inviting, and easy to live in. Living at The Ritz-Carlton is more than just owning a beautiful residence—it’s a world-class lifestyle with legendary service. Owner amenities include beautifully appointed social and recreational spaces, state-of-the-art fitness facilities with sauna and steam baths, a massage room, and a resort-style outdoor heated pool and hot tub. Enjoy concierge service, 24-hour in-residence dining, valet, and around-the-clock security. Perfectly positioned in the heart of downtown Sarasota, you’re just moments from the area’s finest beaches, shopping, dining, fishing, golf, theater, and art galleries. Membership opportunities are also available for The Members Golf, Beach and Spa Clubs, offering an additional layer of private, resort-style experiences.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Amy Disalvo (941-780-8080)
1157 WESTWAY DR, SARASOTA, FL 34236
$14,900,00029 Days on yellowkey MLS ID: A4696910
Bed: 6 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 9162 Built: 1974Monthly Fee: $42 Tax: $70,635 (2025)Community: Lido CSpa: NoSingle Family
Taxes:$70,635
Elementary School: Southside Elementary
Remarks: Some properties tell the story of Sarasota's evolution. Offered for the first time publicly in half a century, this waterfront estate in Lido Shores presents a rare opportunity to become the next steward of 1.34 acres with 247 feet of western shoreline. Held by only two families since 1974, both recognized for their lasting contributions to the Sarasota community, the property offers a unique connection to the people and vision that helped shape the city we know today. A rare slice of Sarasota's legacy is now ready for its next chapter. Designed by Seibert Architects, the residence reflects an important chapter in Sarasota's architectural heritage. The home encompasses more than 9,000 square feet with six bedrooms and six baths, including a library and billiards room. This home was thoughtfully designed to embrace its waterfront setting through expansive living spaces, gathering areas and water views throughout, including multiple terraces. The generous homesite presents exceptional possibilities for restoration, renovation or the creation of a new waterfront estate. Opportunities offering this scale of western-facing water frontage, private beach access and architectural provenance are increasingly rare along Sarasota's coastline. Offering a remarkable sense of privacy, yet just minutes from the boutiques and fine dining of St. Armands Circle, downtown Sarasota's renowned arts and cultural institutions, theaters, galleries and museums, this exceptional property also enjoys convenient access to international airports and multiple international gateways, connecting this storied waterfront setting to destinations around the world.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Melodie Palmer (941-539-4046)
1800 BENJAMIN FRANKLIN DR #A905, SARASOTA, FL 34236
$1,455,00091 Days on yellowkey MLS ID: A4692060
1 Days Off yellowkey (back on 7/6/2026)
REDUCED by $45,000 (3.0%) on 06/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1350 Built: 1996 Tax: $19,414 (2025)Community: L Elegance On Lido BeachSpa: YesCondo
Taxes:$19,414
Remarks: Under contract-accepting backup offers. Direct Gulf-front views from the living room and both bedrooms. Newly widened beach. Ninth-floor elevation. Wake to the sound of waves and unobstructed Gulf views from this ninth-floor residence at L’Elegance on Lido Beach, where the living room, primary suite, and guest bedroom all enjoy direct Gulf frontage—a rarely available opportunity on Lido Beach. Positioned directly on the beach, this residence features an expansive Gulf-front terrace designed for year-round sunsets, coastal breezes, and panoramic water views stretching across the horizon. Residents of L’Elegance enjoy an exceptional collection of amenities including a 24-hour guarded entrance, Gulf-front resort-style pool and spa, updated fitness center, tennis courts, clubhouse, and a private deeded beach reserved exclusively for residents and their guests—offering a more peaceful and secluded beachfront experience. Adding to its appeal, Sarasota County’s recent beach renourishment has dramatically expanded the shoreline, creating an even more impressive beachfront setting and enhancing the enjoyment of this coveted stretch of Lido Key and the community’s private deeded beach. Located on the coveted south end of Lido Key, residents enjoy a quieter beachfront setting while remaining just moments from the boutiques, restaurants, and waterfront dining of St. Armands Circle, as well as the arts, entertainment, and cultural attractions of downtown Sarasota. Whether envisioned as a seasonal escape or a full-time coastal residence, this offering presents a rare opportunity to own direct Gulf-front property on one of Sarasota’s most desirable beaches—where every day begins with sweeping water views and ends with Sarasota’s unforgettable sunsets.
Listing Agent: Lisa Garcia (941-266-9060)
435 S GULFSTREAM AVE #605, SARASOTA, FL 34236
$429,000123 Days on yellowkey MLS ID: A4688025
REDUCED by $15,900 (3.6%) on 07/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1537 Built: 1972 Tax: $6,289 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$6,289
Remarks: One or more photo(s) has been virtually staged. Welcome to The Regency House and to the 'gold coast of Sarasota' directly on Sarasota Bay! Priced at the lowest price per square foot in the downtown bayfront district and beyond and just reduced AGAIN! This unit is on the sixth floor and looks over the city and Palm Avenue. This condo is ready for your rehab and waiting for your own touches! Features include a brand-new A/C system, huge great room looking out to a sliding glass-enclosed lanai facing north with a peek view of Island Park and Sarasota Bay! This has a split bedroom floor plan and both bedrooms are ensuite. The primary bedroom closet is massive and there is an inside utility closet for storage or even reconfigure into a small office. There are several different views from the windows in the many rooms because of the building's unique floor plan and design! The Regency House features a 24/7 onsite concierge attendant, a library nook, club room with kitchen, small fitness center, and a heated swimming pool that is about to be totally transformed and expanded with added grill area and covered gazebo. One covered carport space is included on rotation. The Regency House sits proudly across Tamiami Trail from the Sarasota bayfront with O'Leary's and Marina Jack Restaurants and marina and Island Park. Fabulous Selby Gardens is a short distance away as are many delightful culinary experiences and shopping up and down popular Palm Avenue. Enjoy the area arts including Florida Studio Theatre-all within seconds to minutes. Come make this huge downtown condo how you want it in a very well-run condominium complex!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joe Cleary (941-650-8485)
5459 BENTGRASS DR #2-116, SARASOTA, FL 34235
$269,900425 Days on yellowkey MLS ID: A4654512
REDUCED by $10,000 (3.6%) on 07/06/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1615 Built: 2002 Tax: $2,071 (2024)Community: Las Palmas Of SarasotaTownhouse
Taxes:$2,071
Elementary School: Emma E. Booker Elementary
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. PRICE REDUCED on this luxury Sarasota Townhome with resort style amenities. Don’t miss this 3 Bedroom, 2 Bath spacious three story home in beautiful Las Palmas near UTC Mall. As you enter Las Palmas via its gated private road you will appreciate its quiet and beautifully maintained mature landscape and Mediterranean influenced architecture. From the ample surface parking and your ground-level 1 car garage, you access via your entry foyer and head upstairs to the second story main living areas. At the top of the stairs as you enter the open kitchen that forms the hub of the home, you'll be captivated by the two story soaring ceilings, encircled by the elevated catwalk that forms the 3rd floor walkway. The soaring open ceiling makes the interior light and bright throughout. The main living area includes the kitchen, dinette, living room with slider to east facing lanai, 2nd bathroom and 3rd bedroom. The kitchen features granite counters, breakfast bar, cooking island, pantry, plus an adjoining dining area. On the 3rd floor you’ll find both the 2nd and primary bedrooms. The primary bedroom with ensuite bath features a large walk-in closet, dual sinks, tub-shower combo, private toilet room and 2nd entry to walkway and laundry room. Recent upgrades include new roof 2024, HVAC 2024, hot water tank 2021. Las Palmas is a gated community with welcoming amenities: two clubhouses with heated pools, two fitness centers, tennis courts that also host pickle ball, and a clubhouse with billiards and an outdoor kitchen which includes electric grills, a car wash station, a dog park, and even extra storage for RVs and large trucks. Las Palmas is conveniently located to the famous UTC MALL provides shopping, dining and entertainment, the new Mote Aquarium is opening October 8th, and don’t miss the fun at Pop Stroke golf! Make this your Florida lifestyle!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Ray Conrad (860-790-0299)
3416 W CHELMSFORD CT #2, SARASOTA, FL 34235
$420,000569 Days on yellowkey MLS ID: A4634668
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1513 Built: 1990 Tax: $4,165 (2023)Community: The MeadowsVilla
Taxes:$4,165
Tax Year: 2023
Remarks: This beautiful villa sits at the end of a dead-end street, a few steps from the community pool and has stunning lake and golf course views. As you enter the walkway you are greeted by a gated entry gaining access to the front loggia that is accented with pavers and leads to your private entrance. The grand foyer is large and is the perfect space to display your art or family heirlooms. The kitchen has been professionally updated with stunning finishes and features high-end appliances. There is an office or den off the kitchen through dual pocket tiffany doors. The guest bedroom is spacious and provides a view to the front lanai. The living room and dining room provide for gracious living and entertaining allowing expansive views of the golf course and lake. Golf views are also from the primary suite with its large bathroom and walk-in closet. This home features high ceilings throughout, extensive levels of crown moldings, elegant features and finishes and is perfect for year-round living or as a wonderful getaway home for seasonal or frequent visitors.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: David Dangelo (941-587-7268)
1905 TULIP DR, SARASOTA, FL 34239
$1,749,99935 Days on yellowkey MLS ID: A4696670
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2080 Built: 1950 Tax: $12,643 (2025)Community: Hartland ParkSpa: NoSingle Family
Taxes:$12,643
Elementary School: Ashton Elementary
Remarks: **This is the One!** Welcome to a beautifully renovated 3-bedroom, 2.5-bath pool home blending modern luxury with Sarasota charm in one of the area's most desirable locations. Completely remodeled, the home features soaring 10-foot ceilings, an open-concept floor plan, abundant natural light, designer finishes, and stylish furnishings throughout that are included with the sale. The spacious living areas include a living room, separate study/den , dining space, and a stunning kitchen with quartz countertops, stainless steel appliances and bar seating. The oversized primary suite offers a spa-inspired bath with dual vanities, walk-in shower, dedicated workspace, sitting area, and an expansive walk-in closets. Two additional guest bedrooms provide comfortable accommodations for family and visitors. Step outside to your private tropical retreat featuring turf throughout, a heated saltwater pebble-finish pool, covered outdoor dining area, lounge space, grilling area, and fully fenced backyard designed for entertaining and relaxation. Ideally located West of the Trail, this home is just a short bike ride to Siesta Key, minutes from Southside Village, Downtown Sarasota, shopping, dining, Publix, and top-rated schools. A rare opportunity to enjoy resort-style living in a prime Sarasota location. Reach out today to schedule a time to see! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
1771 RINGLING BLVD #703, SARASOTA, FL 34236
$648,900366 Days on yellowkey MLS ID: A4658164
0 Days Off yellowkey (back on 7/3/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1440 Built: 2006 Tax: $8,759 (2024)Community: Rivo At RinglingSpa: YesCondo
Taxes:$8,759
Remarks: Under contract-accepting backup offers. Virtually Staged. Offering an unmatched combination of structural peace of mind, a walk-to-everything downtown lifestyle, and rare perks like two secure parking spaces, this meticulously updated residence represents the ultimate value play in Sarasota’s luxury market and demands an in-person tour. DOWNTOWN VALUE & PRIME LOCATION | 2-BR + DEN | SECURE MODERN CONSTRUCTION For the buyer seeking the perfect intersection of strong value, a walk-to-everything location, and the structural integrity of a newer building, Residence #703 at Rivo at Ringling delivers on every front. Built in 2006, this 16-story contemporary tower stands out in downtown Sarasota for its modern concrete construction, excellent building health, and a fully funded reserve—offering rare peace of mind and long-term financial security. Encompassing just 106 residences around a dramatic, light-filled central atrium, Rivo offers an intimate, well-managed community feel with lower fees and better value per square foot than surrounding new construction, all while placing you steps from the city's best dining, theater, and waterfront. Inside, this meticulously updated 2-bedroom plus den, 2-bathroom residence offers an effortless, move-in-ready transition with both bedroom sets fully included in the sale. The bright, open-concept floor plan features a freshly modernized chef’s kitchen with sleek quartz countertops, a full-height seamless backsplash, custom stacked cabinetry, and stainless steel appliances. Expanses of glass open to an impressive, oversized 20x9-foot north-facing terrace, extending your living space outdoors for alfresco dining against a backdrop of the city skyline and a glimpse of Sarasota Bay. This split-bedroom layout ensures maximum privacy for guests, while the flexible custom den easily functions as a home office, media room, or a third sleeping space. Serving as a quiet retreat, the primary ensuite is complete with direct terrace access, a large walk-in closet, and a spa-inspired ensuite bathroom featuring a frameless glass shower and premium modern finishes. Practical efficiency and convenience are woven throughout the property, from the interior peace of an exterior-facing AC closet with a UV air-purifying system to a wealth of rare downtown parking assets. This residence includes an exceptionally rare commodity in downtown living - two oversized, under-building parking spaces in a secure gated garage! Also included is a private storage room, secure bike and kayak storage, and available EV charging stations. Rivo at Ringling further elevates its value proposition with resort-style amenities, including concierge services, a heated pool and spa with a sun deck, a covered grilling terrace, a state-of-the-art fitness center, and a pet-friendly policy with flexible rental guidelines. Combining a high-quality newer build, fully funded financial health, and a partially furnished (bedrooms only) head start in the heart of downtown, this residence represents an unmatched value play in Sarasota’s luxury market. Easy to view and easier to fall in love with Rivo and this 7th floor property.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Shayla Twit (941-544-7690)
2634 N DR MARTIN LUTHER KING WAY, SARASOTA, FL 34234
$360,000166 Days on yellowkey MLS ID: A4682668
Bed: 2 Bath: 1.5 Gar: 2 Liv Area Sq Ft: 1427 Built: 2003 Tax: $1,691 (2025)Community: Lenray HeightsSpa: NoTownhouse
Taxes:$1,691
Remarks: NA
Listing Agent: Eileen Castillo De Gonzalez (407-501-2554)
972 LA COSTA CIR #3, SARASOTA, FL 34237
$159,90073 Days on yellowkey MLS ID: A4691419
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 800 Built: 1972 Tax: $2,185 (2025)Community: Park ViewCondo
Taxes:$2,185
Elementary School: Tuttle Elementary
Remarks: Enjoy the upcoming summer in this updated, well-maintained, first-floor condo in the gated community of ParkView, ideally situated close to the heart of downtown Sarasota. This special, furnished 1 BD/1 BA unit features a kitchen with granite countertops, stainless steel appliances (NEW RANGE '23; NEW DISHWASHER69 ’22), accented by solid wood cabinetry. Beautiful 18” diagonally laid ceramic tile floors throughout. Indoor laundry with stacked washer/dryer. NEW A/C SYSTEM ’24. ALL DUCTWORK CLEANED, ’24. Enjoy indoor-outdoor living with a screened lanai (NEW 2024) and brick paver patio just off the living area and facing the incredible parklike setting that Park View is noted for. Outside on the beautiful grounds, the condo is just steps away from two, inviting community pools (one being heated), fitness center, and community gas grill. The clubhouse is great for indoor parties and events with full kitchen amenities, plus dining table, chairs, tv sitting area. It also has a spacious, covered outdoor patio where you can entertain or relax. Park View’s central location allows quick access to many top Sarasota attractions: Lido Beach and St. Armands Circle; our #1 Siesta Key Beach; downtown theatres, restaurants, and shoppes; The Sarasota Outdoor Market, the Sarasota Opera, the Bazaar at Apricot and Lime, Ed Smith Stadium with Orioles spring training games, concerts, and events; the Ringling, The Bay Park with trails, more concerts and events, etc., etc. and beautiful sunsets!!! Park View is just a short drive to the airport, US 41, and I-75 to take you to interesting places north, south, and beyond!! Whether you're looking for a primary residence, seasonal getaway, or investment opportunity, this condo offers exceptional value and convenience in a prime Sarasota location. You must see it today!
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Margie Kraft (941-323-5900)
204 COOLIDGE DR, SARASOTA, FL 34236
$3,650,00086 Days on yellowkey MLS ID: A4692051
REDUCED by $100,000 (2.7%) on 07/03/2026
Bed: 8 Bath: 9.0 Gar: 4 Liv Area Sq Ft: 4245 Built: 2023 Tax: $56,468 (2025)Community: Lido Beach Div B ResubSpa: YesSingle Family
Taxes:$56,468
Remarks: Newly built and exceptionally designed, this stunning 8-bedroom, 8.5-bath custom residence offers the rare opportunity to own a true luxury coastal retreat just moments from the white sand shoreline of Lido Beach and the renowned shopping and dining of St. Armands Circle. Thoughtfully created to accommodate large gatherings without compromising comfort or sophistication, this remarkable home blends elevated craftsmanship, expansive entertaining spaces, and resort-style outdoor living into one unforgettable property. From its striking architectural presence and oversized garage storage to its rich interior detailing, every inch of the home reflects intentional design and quality construction. Wide plank flooring, substantial trim work, custom wall detailing, beautifully finished ceilings, designer lighting, and carefully curated fixtures create a refined coastal aesthetic that feels both polished and welcoming. The main living level was designed with entertaining in mind, offering a seamless open-concept layout where spacious gathering areas, oversized dining space, and outdoor balconies all connect effortlessly around the spectacular chef’s kitchen. Anchored by a dramatic oversized island, the kitchen features custom full-height cabinetry, abundant storage, premium appliances, statement vent hood, striking stone accents, generous prep surfaces, and seating for a crowd, creating a natural centerpiece for everything from casual beach weekends to large holiday gatherings. Multiple living areas throughout the home provide exceptional flexibility for hosting guests, creating media lounges, or offering private escapes, while oversized windows and glass doors fill the interiors with natural light and tropical views. One of the home’s most impressive features is its eight private ensuite bedrooms, each beautifully appointed to provide hotel-style comfort, privacy, and spacious accommodations for family and guests. Designer tilework, custom vanities, elevated plumbing fixtures, and thoughtfully selected finishes continue throughout every bathroom, while the primary suite delivers a true retreat with dramatic architectural detail and a spa-inspired bath designed for relaxation. The outdoor living experience is every bit as impressive as the interiors. The expansive covered lanai beneath the home creates an additional full-scale entertaining venue complete with shaded lounge seating, dining space, and direct access to the resort-style heated pool and raised spa. A custom waterslide, tropical landscaping, sunning areas, and multiple conversation spaces create a private vacation atmosphere that feels designed for year-round enjoyment. Several covered balconies provide additional places to unwind, while the sprawling rooftop deck captures beautiful Gulf views and coastal sunsets, offering one of the home’s most memorable spaces for gathering, relaxing, and entertaining under the open sky. This is a property built for the way today’s luxury buyer wants to live—spacious, turnkey furnished and effortlessly close to Sarasota’s most iconic coastal destinations. Whether used as an extraordinary personal getaway, an income-producing luxury rental, or a legacy property designed to bring generations together, this residence offers a rare combination of size, quality, location, and lifestyle that is increasingly difficult to find on Lido Key.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-758-7777)
Listing Agent: Christy Travis (941-545-5284)
76 S WASHINGTON DR, SARASOTA, FL 34236
$3,075,00084 Days on yellowkey MLS ID: A4693046
REDUCED by $100,000 (3.1%) on 07/03/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3070 Built: 1920 Tax: $23,426 (2025)Community: Saint Armands Div John Ringling EstatesSpa: YesSingle Family
Taxes:$23,426
Remarks: An exceptional opportunity awaits on one of Sarasota’s most coveted streets — 76 S Washington Drive, located on the lovely St. Armands Key. Welcome to a rare gem nestled within the prestigious John Ringling Estates. Framed by a stately row of regal palms and lush tropical landscaping, this enchanting residence captures the essence of refined coastal living with an irresistible blend of classic charm and modern sophistication. Nestled on an oversized lot, this home features 4 bedrooms and 3 1/2 bathrooms, with a thoughtfully designed open floor plan perfect for entertaining. Behind a graceful white privacy wall, the estate opens to reveal a picture-perfect private oasis, complete with a sparkling pool, spa, lush landscaping, and multiple lounge areas making it ideal for both relaxation and stylish entertaining. The resort-style backyard also features a guest cottage ready to be finished with your personal touches. The brick-paved walkways are all framed by manicured hedges and grand architecture that exudes Mediterranean Revival elegance. Step inside and be welcomed by soaring vaulted ceilings, rich hardwood floors, and an expansive open living area that seamlessly blends comfort with designer touches. Graceful archways, crown molding, and carefully curated fixtures echo the home’s timeless appeal, while large windows invite natural light and frame garden views. The gourmet kitchen is a chef’s dream—fitted with custom white cabinetry, a high-end gas range, farmhouse sink, and a striking patterned wood-and-marble floor that adds a bespoke touch of artistry. Just outside, an al fresco kitchen awaits under a wood-beamed ceiling—perfectly equipped for hosting summer evenings and sunset soirees. Located just moments from the luxury boutiques and fine dining of St. Armands Circle, this exceptional residence also offers proximity to Lido Beach, downtown Sarasota, and the cultural treasures of the Ringling Museum district. Whether you’re seeking a permanent residence, a vacation retreat, or an investment property, this home embodies the ultimate coastal lifestyle. Don't miss your chance to live moments from the circle, the beach, and all of Sarasota's best!
1212 BENJAMIN FRANKLIN DR #206, SARASOTA, FL 34236
$775,000232 Days on yellowkey MLS ID: A4674893
REDUCED by $25,000 (3.1%) on 06/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1421 Built: 1974 Tax: $12,117 (2024)Community: Lido Beach ClubCondo
Taxes:$12,117
Remarks: Great price reduction and motivated seller. Unforgettable. Unmatched. Unrivaled. Welcome to Lido Beach Club. From the moment you step inside this spectacular, beautifully updated 2nd-floor residence, you’ll feel as though you’ve arrived at your own private luxury suite and on a permanent vacation. The instant you enter, an explosion of blue skies, turquoise waters, and endless coastline greets you, creating a front-row experience of Sarasota’s most breathtaking sunsets. This home doesn’t just impress—it absolutely captivates. Every detail of this 1,421-square-foot residence has been elevated to capture the essence of luxury coastal living. The A/C system and water heater were replaced just last year, giving you immediate peace of mind, while the open, airy layout pulls your eyes straight to the sweeping Gulf views that define every room. The kitchen feels like it belongs in a five-star resort. Solid wood cabinetry pairs with rich granite countertops, tiled backsplashes, and sleek stainless-steel appliances to create an atmosphere that is both elegant and energizing. It’s the perfect setting for morning coffee, evenings with friends, or simply admiring the beauty of the shoreline from your own dining space. The two bedrooms each offer a magical, immersive experience with floor-to-ceiling windows that make the Gulf feel close enough to touch. Both en-suite bathrooms have been transformed into spa-level retreats, featuring exquisite tilework, seamless glass showers, and refined, modern finishes that elevate your daily routine into something extraordinary. This is where luxury meets serenity—every moment feels indulgent. Step onto the private balcony and let the warm Gulf breeze wrap around you as you take in wide, unobstructed water views framed by classic wrought iron detailing. It’s a picture-perfect vantage point, complete with a charming glimpse of the Ritz-Carlton Beach Club next door, reminding you that you’re living at one of the most coveted addresses on the entire coastline. Life at Lido Beach Club feels like being on permanent vacation. The building is expertly managed and offers resort-style amenities designed for relaxation and enjoyment. A heated beachfront pool with tropical Tiki seating creates a dreamy setting for quiet afternoons. A serene garden provides moments of calm, while a well-equipped fitness room and a welcoming social room give residents beautiful spaces to connect and unwind. Gated access leads directly to the silky sands of Lido Beach, and convenient assigned parking with additional ground-floor storage ensures effortless everyday living. The location is simply phenomenal. Nestled on the exclusive south end of Lido Key, the residence is steps from the water, across from the lush natural beauty of South Lido Park, and next door to the iconic Ritz Tiki Bar. St. Armands Circle—with its world-famous shopping, dining, and entertainment—is just one mile away, and vibrant downtown Sarasota is only a quick ride via the free Bay Runner trolley. This home is more than a coastal retreat; it’s a daily invitation to live life inspired. Luxury, beauty, and the magic of Sarasota’s waterfront come together in a way that feels truly extraordinary. This is your chance to embrace the Sarasota lifestyle at its absolute finest.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rory Mcdonald (941-961-7247)
1064 N TAMIAMI TRL #1435, SARASOTA, FL 34236
$429,000255 Days on yellowkey MLS ID: A4671364
REDUCED by $10,000 (2.3%) on 06/09/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1051 Built: 2007 Tax: $3,167 (2024)Community: Broadway PromenadeSpa: YesCondo
Taxes:$3,167
Elementary School: None
Remarks: Enjoy elevated city living with exceptional amenities and a prime downtown Sarasota location. This residence features a private lanai with beautiful sunrise views overlooking Pioneer Park—ideal for morning coffee or relaxing outdoors. Inside, the home offers updated wood-look flooring, granite and stone finishes, and a desirable split-bedroom floor plan providing added privacy. Recent updates include a new HVAC system (2025), water heater (2018), induction stove (2018), Bosch dishwasher (2018), and Samsung refrigerator (2018). Ideally situated just across from Sarasota Bay, the Van Wezel Performing Arts Hall, and The Bay park redevelopment, offering convenient access to waterfront recreation, dining, and cultural attractions. This mid-rise community (166 residences across six floors) is currently undergoing attractive interior updates and provides extensive amenities, including a heated pool and spa, fitness center, men’s and women’s locker rooms with saunas, business center with internet access, social and club rooms, library, billiards and card tables, and on-site management and maintenance. Additional features include 24-hour concierge service, secure fob entry, security cameras, guest suites for visitors, and pet-friendly policies. Comfortable, stylish, pet-friendly, and exceptionally located—this is more than a home; it’s a lifestyle you'll love coming home to.
Listing Agent: Susie Gillum (941-350-3552)
5370 ROYAL PALM AVE #5370, SARASOTA, FL 34234
$224,900169 Days on yellowkey MLS ID: A4677820
REDUCED by $10,000 (4.3%) on 05/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1986Monthly Fee: $600 Tax: $1,832 (2025)Community: Royal Palm VillasVilla
Taxes:$1,832
Remarks: WELCOME to this beautifully maintained 2 bedroom, 2 bath villa located in the desirable Royal Palm Villas community of Sarasota!! As you enter, you are greeted by a fully UPDATED kitchen featuring granite countertops, stainless steel appliances, and ample cabinetry, seamlessly opening to the dining area and spacious living room which is perfect for both everyday living and entertaining. The living room offers a two panel sliding glass door that leads to the SCREENED, fully TILED lanai overlooking a PRIVATE backyard, creating a peaceful indoor-outdoor living experience. The primary suite features its own sliding doors to the lanai, an updated ENSUITE bathroom with a single vanity, and a walk-in tiled shower. A second bedroom and a full guest bathroom with a tub/shower combo provide comfortable accommodations for guests or family. Enjoy relaxing evenings in the screened lanai or take advantage of the community pool with covered seating, ideal for gathering with friends and neighbors. The home was renovated with hurricane resistant materials for added durability and peace of mind. Whether you’re searching for a full-time residence, seasonal retreat, or investment opportunity, this home is perfectly located near Sarasota-Bradenton International Airport, the Ringling Museum and College, the Van Wezel Performing Arts Hall, downtown Sarasota, fine dining, shopping, and the FAMOUS Gulf beaches...you truly can’t beat this location!! Don't wait to make this your HOME and begin your FLORIDA Lifestyle!
Listing is courtesy of: SERHANT (646-480-7665)
Listing Agent: Christy Peterson (774-287-5322)
4944 MIDNIGHT LN, SARASOTA, FL 34235
$450,00035 Days on yellowkey MLS ID: A4698194
1 Days Off yellowkey (back on 7/2/2026)
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3650 Built: 1991 Tax: $4,416 (2025)Community: CarrieSingle Family
Taxes:$4,416
Remarks: Under contract-accepting backup offers. Investor Special – Unique Opportunity in Sarasota! This is more than a home—it’s your chance to create something truly special. Situated on an expansive 33,949 sq ft lot (that’s over ¾ of an acre!), this 3,650 sq ft property is brimming with potential. Inside, you’ll find 5 spacious bedrooms, 2.5 baths, 3 office/den spaces (one of which has a skylight) and multiple living areas—plenty of room to make it your own. There is a stunning cathedral ceiling that fills the space with natural light. The outdoor space is just as impressive. The large pool, perfect for swimming laps or relaxing with friends and family, is complemented by updated equipment and a resurfaced finish. Love tropical fruit? Your private oasis features mango, avocado, moringa, calamondin and elderberry tree. Plus, with no HOA restrictions, you’ve got the flexibility to park an RV, build another residence, or even craft an outdoor paradise. This home already has solid improvements, including a newer roof (2019), two AC units (2019), and hot water units replaced in 2016 and 2023. Real hardwood floors add a timeless touch, and the wrap-around porch is as charming as it gets. While the home is fully hooked up to sewer, it’s also equipped with well water and while the electrical system dates back to 1991, this property is priced to reflect its potential—perfect for a flipper or dream-home renovator. This ideal location will provide easy access to Downtown Sarasota and the many dining, arts, cultural and shopping options. Easy access to Sarasota Bradenton International Airport, UTC Mall, Mote Science Education Aquarium, and many of the west coast beaches including Siesta Key and Lido Beach, this tropical haven is waiting for you. Schedule your tour today—opportunities like this are rare!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Beth Harris (941-321-7148)
5188 MARSH FIELD LN #93, SARASOTA, FL 34235
$239,000179 Days on yellowkey MLS ID: A4681000
REDUCED by $6,000 (2.4%) on 06/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1323 Built: 1981 Tax: $3,046 (2025)Community: Heronmere IiSpa: NoCondo
Taxes:$3,046
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to your beautifully updated condominium in the Heronmere II section of the Meadows!This stunning 2-bedroom, 2-bathroom condominium offers breathtaking views of the pond and of the 16th Fairway of the Meadows Country Club.As you approach your new condominium, you'll be greeted by well manicured landscaping and a contemporary style exterior. Step inside andprepare to be amazed by the modern upgrades and attention to detail. The updated kitchen features gorgeous wood cabinets with soft-closedrawers and doors, stunning quartz countertops, and stainless steel appliances. The spacious living areas, including the great room, dining room,and screened lanai, offer a comfortable and inviting atmosphere. The bathrooms have been tastefully updated to create to complete theexperience. The master suite is a true sanctuary, boasting a generous bedroom with wood ventilated shelving in the walk-in closet and anupdated bathroom featuring custom cabinets, granite countertops, undermount sink, decorative mirror, lights, plumbing fixtures, and customshower with tiled walls and floor. The updated guest bath features custom cabinets, granite counters, undermount sink custom mirror, decorativemirror, light, plumbing fixtures, and custom shower with tiled walls. Step outside to your very own oasis. The spacious screened lanai area andopen patio provide the perfect spot to relax and enjoy the Florida sunshine. And with a stunning golf course and pond view as your backdrop,you'll feel like you're on vacation every day. Updated windows and impact resistant sliding glass doors. Newer stainless steel appliances in kitchen, HVAC and water heater in 2019, Carpet in master bedroom, secondary bedroom in 2020 and 2021,bathrooms 2022, kitchen cabinets, quartz countertops in 2024, luxury vinyl plank flooring in the foyer, living room, dining room and kitchen 2024 . A convenient one covered carport and additional guest parking gives you the parking you need for family and friends. Don't miss your chance to own this incredible condominium in theMeadows. Just minutes to the Meadows Country Club. Meadows homeowners are eligible for a Renaissance Access Card to the Meadows CountryClub. Additional memberships to the Meadow Country Club are available for additional fees.
Listing Agent: Matt Cannon Llc (941-228-2030)
65 S PALM AVE #1503, SARASOTA, FL 34236
$8,275,000231 Days on yellowkey MLS ID: A4675108
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3855 Built: 2026 Tax: $208,505 (2024)Community: Mira MarSpa: YesCondo
Taxes:$208,505
Remarks: Under Construction. The last great address on Palm Avenue. Introducing the West Coast of Florida’s most distinctive and extraordinary new condominium offering. For the first time in over a century, the legendary Mira Mar is being reimagined. Originally established in 1922, this iconic South Palm Avenue landmark—home to Sarasota’s first hotel, graceful residences, and refined boutiques—was once the city’s most coveted address. Today, Seaward Development, Sarasota’s premier luxury developer, is breathing new life into this cherished property, blending its storied past with modern elegance to create a timeless residential masterpiece. The all-new Mira Mar will showcase two sophisticated condominium towers that unite classic architecture with contemporary refinement. A limited collection of expansive residences—each designed to live like a private home—will offer breathtaking bayfront and city views, world-class design, and the ultimate in urban coastal living. Perfectly positioned along nearly 400 feet of South Palm Avenue frontage, residents will enjoy walkable access to Sarasota’s cultural destinations, fine dining, upscale shopping, and waterfront experiences—all just steps from their front door. Indulge in the ultimate coastal lifestyle with this premier corner estate-style residence offering panoramic views of Sarasota Bay, the John Ringling Bridge, and the outer islands leading to the Gulf. Step inside through your private elevator foyer to discover an open, elegantly designed layout that blends luxury and comfort. The chef-inspired kitchen is ideal for entertaining, featuring a scullery, premium appliances, and access to a private terrace with a built-in summer kitchen. With three en-suite bedrooms and an oversized den with a full bath, there’s ample space for guests to relax in privacy. The highlight of this exceptional home is the expansive 28' x 12' west-facing terrace—perfect for enjoying Sarasota’s breathtaking sunsets over the bay. Mira Mar residents will enjoy a collection of exceptional amenities designed for the most discerning lifestyles. These include 24-hour concierge, complimentary valet service, a resort-style pool and hot tub, and spa-inspired locker rooms featuring steam, sauna, and a therapy pool. The Sports Lounge offers a golf simulator and putting green, while the Garden Room and Terrace provide serene spaces for relaxation and social gatherings. Crowning it all is the exclusive Sky Speakeasy Lounge—a resident-only retreat located on the Penthouse level with captivating bay and sunset views, perfect for unwinding or entertaining in style. A true expression of coastal luxury and downtown sophistication, Mira Mar represents a once-in-a-lifetime opportunity to live in a reimagined piece of Sarasota history—that began in 1922 where timeless architecture, impeccable craftsmanship, and an unmatched Palm Avenue location create the city’s most distinguished new address for a select few.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Nicholle Mckiernan (941-928-2922)
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