Location: Sarasota
Do Not Show Listings
915 BEACH RD #216, SARASOTA, FL 34242
$575,00098 Days on yellowkey MLS ID: A4677981
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1972 Tax: $3,708 (2025)Community: La SiestaCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,708
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: An exceptional investment opportunity on Siesta Key, located directly across the street from the highly rated Siesta Key Beach. This updated second-floor condominium features two bedrooms and one bathroom, offering a highly desirable layout for both personal use and income production in one of Florida’s most sought-after vacation destinations. The residence includes a private balcony overlooking the pool, providing a relaxing, resort-style experience for owners and guests alike. The second-floor location offers added privacy, while elevators servicing each floor ensure easy access and convenience. Designed with investors in mind, the community offers a dedicated on-site management office, creating a truly turnkey rental opportunity with seamless guest coordination and peace of mind. Community laundry facilities are conveniently located on each floor, adding to the ease and appeal for short- and long-term stays. Just steps from world-famous sugar-sand beaches and minutes from Siesta Village dining, shopping, and entertainment, this condo presents a rare opportunity to own a low-maintenance, income-producing property that combines strong rental potential with the ultimate island lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Sheryl Vanduren (720-384-4884)
1335 2ND ST #Villa 2E, SARASOTA, FL 34236
$2,255,00051 Days on yellowkey MLS ID: A4684713
REDUCED by $220,000 (8.9%) on 04/08/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2520 Built: 2022 Tax: $23,185 (2025)Community: The Collection CondominiumCondo
Taxes:$23,185
Elementary School: None
High School: None
Middle School: None
Remarks: The Villa at THE Collection is one of the most unique new estates in the core of downtown. With over 800 SQF of private multiple terraces that create a single family home feel in the middle of the Downtown Core, this Villa is a true urban oasis. With expansive ceiling heights showcasing up to 13’ window walls of glass, natural light will flood the living/dining/kitchen open living area with huge views of the Sarasota Skyline. As day turns to dusk, enjoy gorgeous sunsets and twinkling city lights with the ideal South and West exposure to all of Sarasota. Featuring private access to an exclusive amenity level shared with only 11 neighbors, simply walk over directly from your Villa to the luxurious pool, spa, pool cabanas, fire table, grill, community room, board room, sauna, fitness center and private climate controlled storage - no luxury has been spared. The amenities truly feel like an extension of your private residence. The Villa features custom designed cabinetry, custom walk in closets, pantry and custom Library,quartz counter surfaces, floating vanities, tile throughout, a gas range and Miele appliances. The finest art collectors in the world all begin with one thing in mind – a passion for what they collect and the story of how they started. This is the same tale of The Collection Condominium - A building constructed to the highest level of luxury to emulate art and showcase the very best in lifestyle and design. It is the unique opportunity to translate a passion for Florida sunsets, the best in urban design, and a zest for an artful existence into a way of living. Welcome to the newest residential offering located in the heart of the art district in downtown Sarasota. THE Collection is a testament to boutique luxury, featuring only 12 residences in one of the quietest neighborhoods with a mid-century modern feel. Every residence at THE Collection exudes luxury estate living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Michael Hays (941-376-1826)
301 QUAY COMMONS #1008, SARASOTA, FL 34236
$1,199,000265 Days on yellowkey MLS ID: A4660379
REDUCED by $51,000 (4.1%) on 03/31/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1606 Built: 2023 Tax: $11,411 (2024)Community: Bayso SarasotaSpa: YesCondo
Taxes:$11,411
Elementary School: Alta Vista Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Price Reduced! Welcome to refined coastal living in the heart of Downtown Sarasota’s vibrant Waterfront District. THIS impeccably designed residence at BAYSO offers approximately 1,606 square feet of thoughtfully curated living space, featuring 2 bedrooms, 2.5 bathrooms, a versatile den, and a private terrace with captivating peek-a-boo views of Sarasota Bay and the Gulf of Mexico. THE chef’s kitchen is a true showpiece, showcasing sleek European cabinetry by Italkraft with upgraded soft-close drawers, premium stainless steel Jenn-Air appliances—including an induction cooktop—and an upgraded wine/beverage cooler to ensure guests are always well cared for. One of the few BAYSO floor plans with a side-facing island, this layout offers both functionality and a distinctive edge. THE spacious primary suite is a serene retreat, offering a walk-in closet, spa-inspired ensuite bathroom with dual vanities, and a sliding privacy door for a clean, modern finish. The guest suite features its own ensuite bath and built-in closet, ensuring comfort and privacy for visitors. A well-positioned laundry room near the entryway allows for seamless cleanup after a beach day or workout. THE den provides exceptional flexibility—ideal as a private gym, yoga studio, home office, or additional sleeping space—with a nearby powder room for added convenience. FURNISHINGS are available separately, offering a turnkey opportunity for those seeking a move-in-ready residence with timeless style. BAYSO's luxury amenities further elevate the lifestyle. On the ground level, the spacious and stylish Club Room features a catering kitchen and serves as an inviting space to entertain, especially in the evenings with the vibrant city lights as your backdrop. The state-of-the-art fitness center continues to receive rave reviews from residents and prospective buyers alike. For work-related needs, a unique office area provides privacy for one-on-one meetings and a conference room for larger gatherings. THE fifth level brings a true resort-style experience with a sparkling saltwater pool, spa, chaise lounges, umbrellas, two outdoor gas grills, and even a dedicated dog park complete with a pet washing station—perfect for your furry companions. LIVE moments from Sarasota Bay, The Bay Park, world-class dining, arts venues, and luxury retail—all part of the ever-evolving Quay Sarasota. Discover a residence that blends comfort, design, and lifestyle at the highest level. SCHEDULE your private showing today and begin your Florida dream life.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Lisa Otte (941-281-5472)
6500 MIDNIGHT PASS RD #208, SARASOTA, FL 34242
$835,000133 Days on yellowkey MLS ID: A4675137
1 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1086 Built: 1974 Tax: $7,216 (2024)Community: SeashellSpa: NoCondo
Taxes:$7,216
Remarks: Welcome to your slice of effortless Siesta Key living at the desirable Seashell Condominiums. This inviting second-floor residence, Unit 208, offers two bedrooms and two baths wrapped in a light, coastal aesthetic that immediately sets the tone for island life. Thoughtfully laid out and easy to maintain, the space feels comfortable and welcoming, while new impact windows and sliders offer peace of mind. Seashell is a boutique community of just 48 residences, creating a relaxed, neighborly atmosphere without sacrificing amenities. Residents enjoy private beach access, a heated pool, outdoor grilling areas, and a tiki hut perfect for hosting casual gatherings or enjoying lunch in the shade. The gated property also features under-building parking and onsite rental management, making ownership simple and flexible—ideal for personal use, rental income, or both. Location is key, and Seashell delivers. Situated near Captain Curt’s Plaza—often referred to as Siesta Key’s South Village—you’re moments from popular restaurants, live music, and everyday island conveniences. With the Stickney Point Bridge directly across the street, on-and-off island access is refreshingly easy. Laid-back, well-located, and designed for easy coastal living, this is Siesta Key ownership made simple.
Listing Agent: Rudy Dudon (941-234-3991)
500 N JEFFERSON AVE #5J, SARASOTA, FL 34237
$149,00097 Days on yellowkey MLS ID: A4679555
REDUCED by $11,000 (6.9%) on 04/04/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 847 Built: 1974 Tax: $2,045 (2025)Community: Jefferson ClubCondo
Taxes:$2,045
Remarks: SELLER FINANCING AVAILABLE! Welcome to a rare opportunity to own an updated villa-style 2-bedroom condo just over a mile from downtown Sarasota at a price point that’s becoming increasingly hard to find. This property can be rented immediately, making it an investor friendly option. This light and bright, newly renovated home features vaulted ceilings, fresh paint throughout, brand-new flooring, in unit washer/dryer and an updated kitchen with new cabinetry, new range, refrigerator and a 2025 roof! The open, airy feel is enhanced by natural light and thoughtful updates that make the space feel clean, modern, and move-in ready. What truly sets this home apart are the two private, fully fenced outdoor spaces—a front courtyard and a rear porch, both with new decking. This indoor-outdoor layout offers rare privacy for a condo and is perfect for entertaining or creating a personal outdoor retreat. Condo fee of $450 includes trash, water, sewer, community pool, lawn and exterior maintenance. Located just minutes from downtown Sarasota’s dining, arts, and waterfront, this home delivers walkable proximity and unbeatable convenience without the downtown price tag. Whether you’re looking for a low-maintenance Florida getaway or a full-time residence close to the action, this property offers exceptional value and lifestyle appeal.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Catie Seip (813-967-0158)
9610 CLUB SOUTH CIR #4306, SARASOTA, FL 34238
$299,00024 Days on yellowkey MLS ID: A4688848
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1106 Built: 1995Monthly Fee: $571 Tax: $3,333 (2025)Community: Stoneybrook Clubside South 1Spa: NoCondo
Taxes:$3,333
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Enjoy picturesque, panoramic golf course views from this beautifully updated third-floor residence in Club South at Stoneybrook Golf & Country Club. Overlooking the 3rd fairway and 2nd green, this stunning condo is offered TURNKEY FURNISHED and showcases elegant design throughout. Vaulted ceilings with dentil crown molding and chair rail detailing create a light, airy feel, while 16-inch tile in the entry and kitchen transitions seamlessly to luxury vinyl plank flooring throughout the main living and bedroom areas. The updated kitchen features solid surface countertops, new cabinetry, and a charming café dining nook beneath a sun-filled window. The open-concept dining and living areas are tastefully furnished and flow effortlessly into the glass-enclosed lanai—perfect for year-round enjoyment and taking in the serene golf course views. The spacious primary suite offers a king-sized bed, custom closets, and an en-suite bath with a Corian vanity and a tiled, glass-enclosed walk-in shower. A well-appointed second bedroom is located near the front of the unit, adjacent to a full guest bath with a Corian-topped vanity and tiled tub/shower combination. A new washer and dryer add convenience. Located in an elevator building with additional stair access, this meticulously maintained residence shows like a model. Club South amenities include a private heated pool with screened lanai, tennis and pickleball courts, and an outdoor kitchen with grilling area. Each unit also includes assigned covered parking and a storage locker—ideal for beach gear or golf equipment. Residents of Stoneybrook enjoy access to an array of resort-style amenities, including: • Newly modernized 18-hole championship golf course • Lighted Har-Tru tennis courts & pro shop • Fitness center, bocce courts, putting greens & driving range • Clubhouse with dining, bar, and outdoor patio • Heated pool & spa • Active social calendar featuring yoga, mahjong, trivia, and more Ideally located adjacent to the Legacy Trail and just minutes from shopping, dining, and the world-renowned beaches of Siesta Key, this home offers the ultimate Florida lifestyle.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Michael Emery (312-371-9850)
6204 MIDNIGHT PASS RD #201, SARASOTA, FL 34242
$790,000356 Days on yellowkey MLS ID: A4652172
0 Days Off yellowkey (back on 3/31/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1173 Built: 1979 Tax: $7,204 (2024)Community: Siesta Dunes BeachCondo
Taxes:$7,204
Remarks: Under contract-accepting backup offers. Virtually staged to showcase the full potential of this beautiful Siesta Key condo! Just steps from the powdery sands of Siesta Key Beach, this turnkey 2-bedroom, 2-bath unit offers the perfect blend of comfort, style, and value. The unit features vaulted ceilings that create a spacious feel, along with a covered parking space and private storage area. New hurricane-impact windows and doors have already been purchased and are scheduled for installation, providing added peace of mind for future owners. A new roof is also coming soon. This unit has no history of flood damage during current ownership and delivered strong rental income in 2023, generating $62,000 net in just 9 months as the owners reserved 3 months for personal use. Residents and guests enjoy access to resort-style amenities including a clubhouse, sparkling pool, tennis courts, and 24-hour security. Owners also benefit from maximum rental flexibility with the option of short-term rentals through Airbnb, VRBO, or the on-site rental office. Plus, you are just moments from Siesta Key’s top restaurants, bars, and boutique shops. Whether you are seeking a stress-free getaway or a high-performing property, this condo checks every box: location, lifestyle, and long-term value.
Listing is courtesy of: VUE REALTY, LLC (941-269-8400)
Listing Agent: Nili Blaha (941-224-8363)
925 BEACH RD #310, SARASOTA, FL 34242
$599,000241 Days on yellowkey MLS ID: TB8422646
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1972Monthly Fee: $758 Tax: $5,378 (2024)Community: La SiestaCondo
Taxes:$5,378
Remarks: Siesta Key 2BR/1BA condo updated in 2021 with sweeping Gulf views from a private balcony. Bright, open living area flows to the outdoors. Prime island location close to dining and shops. A standout coastal retreat or investment. Come enjoy the Siesta Key lifestyle!
Listing is courtesy of: BRICK STREET REALTY (727-512-6615)
Listing Agent: Colin Mooney (727-512-6615)
1633 BOATHOUSE CIR #232, SARASOTA, FL 34231
$475,00050 Days on yellowkey MLS ID: A4685633
REDUCED by $25,000 (5.0%) on 04/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1320 Built: 1980Monthly Fee: $907 Tax: $4,222 (2025)Community: Pelican Cove XiiSpa: YesCondo
Taxes:$4,222
Remarks: Your Pelican Cove drive begins when the front gate lifts and the beauty of Pelican Cove unfolds. The main living area overlooks the harbor, providing the sought-after Florida indoor/outdoor lifestyle. This 3 bedroom/2 bath condo has an updated A/C unit, hot water tank, electric panel. A canopy tree community on Sarasota Bay, Pelican Cove is a 75-acre gated, vibrant, waterfront community nestled among manicured tropical foliage truly offering something for everyone. Abundant amenities include an 86-slip boat harbor with sailboat water, excellent rates, and a launch dock for kayaks and canoes, 6 heated swimming pools, hot tub, 3 clubhouses, 4 lighted tennis courts, pickleball, shuffleboard, basketball, dog walk area, 5.5 miles of walking trails and boardwalks as well as fishing gazebos, water exercise classes, exercise facilities, 2 art studios and a pottery classroom. Take classes at Pelican Cove University or join one of the more than 37 clubs, including photography, fiber art, bike riding, yoga, Tai Chi, culinary arts, and card clubs. Woodworking, sculpting and evening jazz & classical music concerts round out the active lifestyle.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Judy Limekiller (941-374-4802)
7130 FAIRWAY BEND LN #291, SARASOTA, FL 34243
$215,00024 Days on yellowkey MLS ID: A4689051
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1118 Built: 1979 Tax: $3,149 (2025)Community: Palm-Aire At Sarasota 11-BCondo
Taxes:$3,149
Remarks: This spacious 2BD/2BA 2ND floor unit, Boasts an eat-in kitchen area, plenty of cabinet and storage space, stacked washer/dryer laundry closet, serene views from the covered lanai to enjoy evening sunsets. Whether you are an investor or looking for a place to call home, you can't miss the opportunity to purchase in this community. Residents can enjoy access to a heated pool, clubhouse and shuffleboard courts. For those seeking more adventure, there are optional full-time or seasonal memberships to purchase at Palm Aire Country Club which offers two championship golf courses, tennis, pickleball, paddle courts, a fitness and aquatic center, and dining options. Shopping, dining, Mote Aquarium and the UTC Mall located in close proximity. A tenant is currently in place and the sale will be subject to the lease terms.
Listing is courtesy of: PALM OASIS REALTY AND MGMT INC (941-750-6464)
Listing Agent: Tara Bolesta (941-232-8587)
1300 BENJAMIN FRANKLIN DR #701, SARASOTA, FL 34236
$4,998,00029 Days on yellowkey MLS ID: A4688362
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4196 Built: 2005 Tax: $51,039 (2025)Community: The Beach ResidencesSpa: YesCondo
Taxes:$51,039
Elementary School: Southside Elementary
Remarks: Under contract-accepting backup offers. Unparalleled luxury in this 4,196 sq. ft. 7th-floor corner residence at The Ritz-Carlton Beach Residences. Offered FULLY FURNISHED & TURNKEY. Arrival is via a private elevator opening into an exclusive foyer, leading to a massive living area with floor-to-ceiling glass. This rare "flow-through" floor plan features two massive wrap-around balconies: one facing East for sunrises over the John Ringling Bridge/Downtown, and one facing West for spectacular Gulf sunsets. INVESTOR ALERT: Property is sold with an active 2-month lease, providing immediate income. Residents enjoy world-class Ritz-Carlton amenities: private beach, resort pool, and 24-hour concierge. Minutes from St. Armands Circle, this is the ultimate move-in-ready property on Lido Key. luxury in this 4,198 sq. ft. 7th-floor corner residence at The Ritz-Carlton Beach Residences. Offered FULLY FURNISHED & TURNKEY for immediate enjoyment. Arrival is via a private elevator opening into your exclusive foyer, leading to a massive living area framed by floor-to-ceiling glass. This rare "flow-through" floor plan features two massive wrap-around balconies: one facing East for sunrises over the John Ringling Bridge/Downtown Sarasota, and one facing West for spectacular Gulf of Mexico sunsets. Residents enjoy world-class Ritz-Carlton amenities: private beach, resort pool/spa, and 24-hour concierge. Minutes from St. Armands Circle, this is the ultimate move-in-ready legacy property on Lido Key.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Tina Napoli (917-723-7816)
7935 WOODPOINTE CT #21, SARASOTA, FL 34238
$230,00030 Days on yellowkey MLS ID: A4688197
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1734 Built: 1985Monthly Fee: $648 Tax: $3,310 (2025)Community: Pine Tree VillageCondo
Taxes:$3,310
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Location, Location, Location! This charming villa-style condominium is nestled in the beautiful Pine Tree Village, perfectly situated near everything Sarasota has to offer—downtown, world-famous Siesta Key Beach, and exceptional dining and shopping. Pine Tree Village embodies the best of Florida living, featuring a community pool, tennis, pickleball, mature landscaping, walkable streets, and winding paths around a scenic lake. This inviting home is ideal for relaxation, whether you’re unwinding on the screened lanai, enjoying the spacious great room with volume ceilings, or sipping your morning coffee in the bright kitchen. The generously sized bedrooms provide comfort and privacy, while the versatile flex space is perfect for a home office, workout room, or accommodating overflow guests. This is the best-priced home in the neighborhood and comes move-in ready with brand-new carpet, fresh interior paint, and new lanai screens. Additional highlights include a two-car garage, an extended driveway, and a desirable cul-de-sac location.
Listing Agent: Steve Abbe (941-400-3969)
7214 CLOISTER DR #7214, SARASOTA, FL 34231
$230,000307 Days on yellowkey MLS ID: A4656943
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1983 Tax: $1,963 (2024)Community: Lakeside Club Of SarasotaCondo
Taxes:$1,963
Remarks: Lakeside Club of Sarasota, move-in ready! This spacious second-floor two-bedroom, two-bath condominium features vaulted ceilings and a large screened lanai overlooking a serene lagoon and preserve. The open-concept living and dining area flows seamlessly to the private outdoor spaces, creating an environment for relaxation and entertaining. Enjoy your morning coffee on the front patio and unwind in the fully enclosed back lanai with tranquil pond views and a manicured green lawn just beyond. Ideally in the desirable Gulf Gate area, just 12 minutes from the nation’s No. 1 beach, Siesta Key, this well-maintained home offers a blend of comfort and convenience. Recent updates include a new roof and skylights (2025), PGT hurricane windows on the east side, a new air conditioner with heat pump and water heater (2023), and a refrigerator replaced in 2025. The stackable washer/dryer and range are only five years old. Community amenities include tennis courts, a clubhouse, a refreshing pool and covered carport parking. You'll love the proximity to the new Gulf Gate Library, popular restaurants, shopping and everything Sarasota has to offer. Whether you're looking for a full-time residence or a winter retreat, this condominium is must-see. Schedule a showing today.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Cindy Taliaferro (941-894-7269)
5780 MIDNIGHT PASS RD #110, SARASOTA, FL 34242
$1,349,00064 Days on yellowkey MLS ID: A4683108
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1979 Tax: $10,806 (2025)Community: Gulf & Bay ClubCondo
Taxes:$10,806
Remarks: Welcome to the effortless rhythm of island living at Gulf & Bay Club, one of Siesta Key’s most prestigious beachfront communities. Behind the 24-hour guard-gated entrance, this beautifully remodeled, rarely available, three-bedroom residence offers the perfect blend of comfort, privacy, and resort-style living in a setting that feels worlds away from the everyday. Positioned on the first floor as a bright end unit, the home is surrounded by windows on three sides, filling the interior with natural light and creating a relaxed coastal atmosphere throughout. The thoughtfully redesigned floor plan opens beautifully for entertaining, with elegant finishes and carefully curated upgrades that make the residence feel both sophisticated and welcoming. The kitchen was designed with gathering in mind, featuring custom cabinetry, quartz countertops, marble backsplash, and premium Bosch appliances including induction cooktop and stainless vent hood. An additional built-in entertaining area with beverage refrigeration and extra storage makes hosting friends and family effortless. Living and dining areas flow naturally to the private lanai overlooking tropical landscaping and a tranquil lagoon, just steps to one of the community’s three pools, where evenings are often spent enjoying the peaceful surroundings and the soft glow of Siesta Key sunsets. The three-bedroom layout provides exceptional flexibility, whether for hosting guests, accommodating family, or creating a quiet home office. The primary suite offers a peaceful retreat with a walk-in closet and a beautifully updated bath featuring custom cabinetry, quartz countertops, and an expanded designer-tiled shower. Extensive renovations throughout the home include raised ceilings, smooth-finish walls, luxury flooring, updated lighting and electrical systems, new ductwork, upgraded panel box, air handler, and quick-recovery water heater. Importantly, the residence did not experience water intrusion during the recent hurricanes, offering additional peace of mind. Life at Gulf & Bay Club is defined by its resort-style amenities across 32 gated beachfront acres and 800 feet of Siesta Key’s famous quartz sand beach. Residents enjoy three heated pools including a lap pool, tennis and pickleball courts, racquetball, a large fitness center, beautifully landscaped walking paths surrounding the freshwater lagoon, clubhouses for gatherings, electric vehicle charging stations, and professional on-site management — all within a secure 24-hour guard-gated community. Just beyond the gates, the vibrant charm of Siesta Key Village awaits with its locally loved restaurants, boutiques, and island nightlife, while downtown Sarasota’s renowned arts and cultural scene is only a short drive away. This is more than a residence — it is an opportunity to experience the best of beachfront living on Siesta Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Natalie Gutwein (941-993-2660)
435 S GULFSTREAM AVE #604, SARASOTA, FL 34236
$850,000478 Days on yellowkey MLS ID: A4634707
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1705 Built: 1972 Tax: $8,672 (2025)Community: Regency HouseCondo
Taxes:$8,672
Remarks: EXCEPTIONAL VALUE — PRIME DOWNTOWN SARASOTA LIVING. Experience downtown living in a prime Sarasota location just moments from the bayfront, restaurants, galleries, and cultural attractions. This spacious 2-bedroom, 2-bath residence offers 1,705 sq. ft. of thoughtfully designed comfort and style. The unique split-bedroom floor plan provides privacy for both owners and guests, while the generous great room creates an inviting space to relax or entertain. Step into the enclosed lanai and take in captivating and expansive city and bay views which provide the perfect backdrop for morning coffee or a relaxing evening. The modern kitchen showcases quartz countertops, wood cabinetry, and stainless-steel appliances. And the living space was thoughtfully enhanced by creating a dedicated home office with built-in shelving, filing cabinets and lighting that offer a quiet retreat for work or creative pursuits. With excellent storage throughout, this residence is ideal for full-time or seasonal living. Residents can enjoy the peace of mind that comes with a well-managed building, featuring an onsite manager and 24-hour concierge service. Management is always quick to respond with a recently added 2 ft. flood barrier for added protection. Residents also have access to an array of amenities, including a heated pool, grilling area, bicycle racks, fitness room, library, and social room. Situated on a quiet and serene tree lined street, this downtown Sarasota residence captures the essence of urban sophistication with coastal charm.
Listing Agent: Georgina Clamage (941-586-3789)
1206 SIESTA BAYSIDE DR #1206B, SARASOTA, FL 34242
$970,00023 Days on yellowkey MLS ID: A4688574
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1495 Built: 1988 Tax: $7,819 (2025)Community: Gulf & Bay Club BaysideSpa: NoCondo
Taxes:$7,819
Remarks: Experience coastal living and investment potential in this beautifully appointed 3-bedroom, 2-bathroom townhome, ideally located in the highly sought-after Gulf and Bay Club Bayside community on Siesta Key. Just minutes from the world-renowned beaches and Siesta Key Village, this property offers the perfect blend of relaxation and convenience to shopping, dining and entertainment. This turn-key furnished 3-bedroom, 2-bathroom townhome is thoughtfully designed for both comfort and functionality, featuring a desirable first-floor primary suite complete with a spacious walk-in closet and a beautifully updated en-suite bathroom showcasing a stunning marble walk-in shower. The third floor offers two spacious bedrooms along with a full bathroom featuring dual vanity sinks and a walk-in shower, providing a private and comfortable retreat for guests or family. The residence offers a light-filled, open layout enhanced by luxury vinyl plank flooring throughout, creating a modern and cohesive feel. The well-equipped kitchen is outfitted with stainless steel appliances and includes a charming breakfast nook—perfect for casual dining—while the living and dining room combination flows seamlessly to a beautiful screened-in lanai overlooking the pool, tennis courts, and lake—ideal for relaxing or entertaining in a serene setting. Gulf and Bay Club Bayside residents enjoy resort-style amenities, including a pool, clubhouse, fitness center, tennis courts, and private deeded beach access just minutes away. With weekly rentals allowed, this property presents an outstanding opportunity for investors seeking strong income potential or buyers looking for a flexible vacation home.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Amy Nadell (941-539-5424)
1255 N GULFSTREAM AVE #205, SARASOTA, FL 34236
$895,00023 Days on yellowkey MLS ID: A4688123
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1656 Built: 1982 Tax: $7,175 (2025)Community: Bay PlazaCondo
Taxes:$7,175
Remarks: One or more photo(s) has been virtually staged. Refined downtown living awaits at Bay Plaza, a premier address along Gulfstream Avenue and one of Sarasota's most established and distinguished buildings — designed by the celebrated architect Tim Siebert. This exceptional second-floor residence offers something increasingly rare in urban living: a genuine connection to nature and neighborhood, with tree-lined street views below and partial marina glimpses that shift beautifully with the light and seasons. Perfectly positioned, this is a home that places you at the center of Sarasota's most vibrant cultural tapestry — steps from fabulous restaurants, the iconic Opera House, art galleries, charming coffee shops, live theatre, boutique shopping, and the beloved Saturday morning Farmer's Market. Yet despite this enviable proximity, the residence itself feels like a quiet retreat, grounded and peaceful above the gentle rhythm of the street. The well-executed split floor plan creates a natural sense of privacy and balance, with thoughtfully separated bedroom suites ideal for both full-time living and hosting guests. The living and dining areas are designed for effortless entertaining and everyday comfort, while a crisp, light-filled interior aesthetic is elevated by natural light and a seamless flow leading to a private covered balcony. Impact-resistant glass throughout the residence enhances safety and peace of mind, allowing you to enjoy the natural light and views with confidence. The kitchen anchors the living space with a practical and functional layout, offering considerable storage and a wine and beverage refrigerator — a thoughtful touch for those who love to entertain. The primary suite is a peaceful sanctuary, framed by large picture windows that sit among the treetops, filling the space with natural light and a serene connection to nature and the water. A generous walk-in closet with custom built-ins provides organization and ample storage. The en-suite bath is thoughtfully appointed with wood cabinetry, dual sinks, and granite countertops, complete with a soaking tub and separate shower. Bay Plaza residents enjoy a full-service lifestyle that is second to none — including 24-hour concierge, 24/7 valet service, EV charging stations, a resort-style pool and spa, and a state-of-the-art fitness center complete with sauna and steam room. The beautifully appointed lobby — a hallmark of Siebert's vision — showcases a grand piano, a library and media room, and elegant entertaining spaces for gathering with friends and fellow residents. This is a rare opportunity to own a home that offers timeless appeal, privacy, and effortless access to everything that makes Sarasota one of Florida's most coveted destinations. One or more photos has been virtually staged.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
4458 NARRAGANSET TRL #93A, SARASOTA, FL 34233
$180,00031 Days on yellowkey MLS ID: A4687519
0 Days Off yellowkey (back on 4/7/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1182 Built: 1976 Tax: $1,471 (2025)Community: Lake TippecanoeCondo
Taxes:$1,471
Elementary School: Ashton Elementary
Remarks: Under contract-accepting backup offers. Welcome to Lake Tippecanoe, a highly desirable 55+ lakefront community. This 2-bedroom, 2-bath condo offers 1,182 sq ft of comfortable living space, a split floor plan, and serene lake views. Ceramic tile flows throughout, and the open living and dining area leads to a screened lanai at the rear — perfect for enjoying the Florida lifestyle. A front balcony off the main entry provides additional outdoor space. Enjoy maintenance-free living with the condo fee covering water, sewer, basic cable, pest control, lawn care, roof maintenance, and building insurance. Community amenities include a heated and cooled pool perfect for the Summer months, a clubhouse with a gathering room and a catering kitchen, and shuffleboard courts. Conveniently located near shopping, dining, the Bee Ridge Road corridor, and just minutes from the world-renowned sands of Siesta Key. A compelling opportunity in one of Sarasota's most established active communities. Call today for your private tour.
Listing Agent: Steven Windsor (941-592-5569)
5408 EAGLES POINT CIR #102, SARASOTA, FL 34231
$559,900198 Days on yellowkey MLS ID: A4668010
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1768 Built: 1990Monthly Fee: $167 Tax: $5,416 (2024)Community: Bayview Homes ICondo
Taxes:$5,416
Remarks: Just Move In... Beautifully updated condo with amazing Views located just a minutes From Siesta Key Beach and Downtown Sarasota. Totally remodeled condo with Impact Hurricane windows and doors, all new kitchen featuring solid wood Cabinets, granite countertops and backsplash, with center island and Stainless steel appliances . Large Master suite with his and her walk-in closets ensuite master bathroom with dual sinks and massive walk-in shower. All new luxury Vinyl and porcelain flooring throughout the unit. New Hvac system 2022, Private Laundry room, Open floor plan with massive living room and dining are overlooking lake and water fountain. Private under building covered parking. The Landing is a well Maintained active community with 24 hour guard gated West of the trail featuring acres of Lush Landscaping , nature trail leading to gazebo overlooking the Intercostal waterway , fishing pier and Kayak launch. Your purchase includes membership to the Landings Racquet Club with Olympic -sized heated pool, Hot tub , Eight Har-tru tennis courts, Fitness center , Library with kitchen and on site tennis Pro shop. Seller will consider selling the condominium fully furnished on a separate sale bill. A Great Place To call Home.
Listing Agent: Gary Hoskins (941-809-7709)
5966 MIDNIGHT PASS RD #G118, SARASOTA, FL 34242
$1,150,000149 Days on yellowkey MLS ID: A4671884
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 864 Built: 1970 Tax: $9,506 (2024)Community: Palm Bay Club ICondo
Taxes:$9,506
Remarks: Under contract-accepting backup offers. Experience breathtaking, panoramic Gulf of Mexico views from this one of a kind penthouse-level residence. Located in the coveted Gulf-Front Tower at the Palm Bay Club on Siesta Key! Sitting high above the shoreline, you'll have the opportunity to experience amazing Siesta Key Sunsets like never before! This rare opportunity features a bright, open layout with a welcoming foyer, crown molding, and tile flooring throughout. The spacious kitchen includes granite countertops, trey ceiling detail, breakfast-bar seating, and a direct backdrop of the shimmering Gulf. The utility room adds valuable convenience and storage. Resort-style amenities include private deeded beach access, beach chairs, two heated pools (including one beachside), a large hot tub, barbecue areas, bayside fishing pier, lighted tennis & pickleball courts, fitness center, complimentary WiFi, 24-hour security and more. With excellent rental potential and a 3-day minimum rental program, this residence is ideal as a high-performing investment, seasonal escape, or full-time coastal retreat. Offering the best of both worlds with flexibility to make a nice income while still enjoying it personally. The onsite rental management provides an effortless, hands-off experience. Enjoy the island lifestyle just minutes from Siesta Key Village’s boutiques and restaurants, and a short drive to Downtown Sarasota’s vibrant arts and dining scene.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
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