Displaying: For Sale
Location: Sarasota
Property Type(s): Condos
Beds: 2 to 2
Do Not Show Listings
Sarasota - 700 properties found
2937 TAYWOOD MDWS #32, SARASOTA, FL 34235
$219,000149 Days on yellowkey MLS ID: A4679912
REDUCED by $10,000 (4.4%) on 04/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1069 Built: 1982Monthly Fee: $92 Tax: $2,859 (2025)Community: Chartwell GreenSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,859
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Outstanding water views over lake and golf course. Turnkey furnished. The Meadows has a long history as one of the most desirable communities. Chartwell Green is conveniently located within walking distance to The Meadows Shopping Village with new restaurant offerings for sweet treats, adult beverages or tasty dining, shopping and entertainment venues can be quickly accessed at University Town Center.
Listing is courtesy of: REALTY SERVICES INC (941-954-4443)
Listing Agent: Kenneth Cowles (941-954-4443)
1624 STICKNEY POINT RD #206, SARASOTA, FL 34231
$369,90058 Days on yellowkey MLS ID: A4691682
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1016 Built: 1975 Tax: $3,939 (2025)Community: Castel Del MareCondo
Taxes:$3,939
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Experience the best of Sarasota living in this beautifully furnished 2-bedroom, 2-bath condominium in the sought-after community of Castel Del Mare. Perfectly positioned at the south bridge to Siesta Key, this community offers a rare combination of waterfront ambiance and everyday convenience just minutes from world-famous Siesta Key Beach. Inside, the open-concept floor plan is bright and inviting, with generous living and dining areas designed for comfort and ease. Large sliding doors lead to a screened lanai and frame serene views of lush tropical landscaping, tennis courts and the intracoastal waterway. The updated kitchen features granite countertops, elegant wood cabinetry, tile flooring and a stylish back splash. The spacious primary suite offers a peaceful retreat with access to the screened lanai, views of the Intracoastal Waterway, an en-suite bath and walk in closet with custom built-ins. A comfortable guest bedroom and second full bath provide privacy for family and visitors. Additional features include impact rated windows and sliders, assigned parking and tasteful furnishings. Castel Del Mare is beloved for its exceptional amenities and unbeatable location. Residents enjoy two heated pools, tennis and pickleball courts, shuffleboard, kayak storage, a fishing pier, bayside gazebo, clubhouse, grilling areas, bike storage and beautifully landscaped grounds. This community offers direct access to the scenic waterfront boardwalk and is just a short stroll to restaurants, shops, marinas and boating options nearby. Whether you are seeking a full-time residence, seasonal escape or investment opportunity, this condo offers outstanding flexibility, strong lifestyle appeal and the relaxed coastal atmosphere that makes Sarasota so desirable. Enjoy sunrise walks, sunset views, dolphins along the bay, and the convenience of being close to everything Siesta Key has to offer.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Sarah Lowry (941-400-9026)
1080 W PEPPERTREE LN #305A, SARASOTA, FL 34242
$1,135,00065 Days on yellowkey MLS ID: A4690895
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1365 Built: 1974Monthly Fee: $1,239 Tax: $7,537 (2025)Community: Peppertree Bay IvSpa: NoCondo
Taxes:$7,537
Elementary School: None
High School: None
Middle School: None
Remarks: Rarely available beach-view residence with deeded access to the renowned shores of Siesta Key Beach. Located on the third floor, this bright and inviting unit features a versatile layout, including a pull-out sofa on the lanai with a privacy partition—perfect for creating a comfortable third sleeping area for guests. The well-designed split floor plan offers a spacious dining area, an eat-in kitchen with bar seating, two generously sized bedrooms, and two full bathrooms. Ample storage can be found throughout the home, along with the added convenience of in-unit laundry. Enjoy the ultimate coastal lifestyle with just a short stroll—approximately 70 steps—to the beach, as well as easy access to the community clubhouse, fitness center, and pool. Residents are treated to an array of resort-style amenities, including two heated swimming pools, two clubhouses ideal for entertaining, tennis courts, a fully equipped fitness center, and multiple BBQ areas. A scenic fishing pier invites you to cast a line or simply relax and watch boats and yachts glide by. Ideally located just minutes from shopping, dining, entertainment, golf courses, biking trails, boating, and the vibrant arts and culture of Sarasota. Beautifully updated in 2023 (to the studs, to include all new electric and plumbing) and offered turnkey furnished, this residence is move-in ready and perfectly suited as a primary home, vacation getaway, or income-producing investment.
Listing is courtesy of: PEPPERTREE BAY REALTY INC (941-914-3380)
Listing Agent: Eliza Miller (941-914-3380)
915 BEACH RD #318, SARASOTA, FL 34242
$581,000135 Days on yellowkey MLS ID: A4682116
REDUCED by $30 (0.0%) on 06/03/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1972 Tax: $4,536 (2025)Community: La SiestaCondo
Taxes:$4,536
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Remarks: BEACH VIEWS, RENTAL FLEXIBILITY, AND THE ULTIMATE SIESTA KEY LIFESTYLE! Welcome to La Siesta Condominiums, where the sugar-white sands of Siesta Key Beach are quite literally across the street and every day feels like a vacation. Perched on the third floor, this beautifully furnished and move-in ready 2-bedroom, 1-bath condo enjoys sweeping views of the Gulf, beach, and resort-style community amenities below. Whether you’re searching for a personal coastal retreat, an income-producing investment property, or the perfect combination of both, this residence offers an exceptional opportunity in one of Siesta Key’s most desirable communities. Inside, you’ll find 753 square feet of thoughtfully designed living space featuring an open-concept layout, abundant natural light, and a screened lanai where you can relax with your morning coffee while enjoying the tropical breeze and picturesque views. The spacious primary bedroom offers a king-size bed, while the guest bedroom is configured with two twin beds, providing comfortable accommodations for family and guests alike. The condo is being offered furnished and is ready for immediate enjoyment. Additional features include hurricane impact windows and doors, a newer roof, updated HVAC system, covered parking, elevator access, guest parking, and a private ground-floor storage closet perfect for all your beach gear. La Siesta is beloved for its resort-style amenities, including a heated pool, clubhouse, fitness center, shuffleboard courts, BBQ area, on-site management, and a dedicated rental office. Owners enjoy a truly hands-off ownership experience with professional management available for guest reservations, check-ins, and check-outs. One of the property’s most attractive features is its exceptional rental flexibility. Participate in the on-site rental program, self-manage, utilize Airbnb, or enjoy the condo exclusively for personal use. With weekly rentals permitted, renters required to be 25 years of age or older, and Siesta Key’s year-round popularity, the income potential is substantial. Located just moments from Siesta Key Village’s restaurants, shopping, nightlife, and entertainment, you’ll enjoy the perfect balance of relaxation and convenience. Properties offering beach views, rental flexibility, resort amenities, and one of the best beach locations on Florida’s Gulf Coast are increasingly hard to find. Don’t miss your opportunity to own a piece of paradise at La Siesta. Schedule your private showing today.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Laura Millslagle (941-204-1687)
1111 N GULFSTREAM AVE #10E, SARASOTA, FL 34236
$699,00096 Days on yellowkey MLS ID: A4686980
REDUCED by $50,000 (6.7%) on 06/03/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1575 Built: 1974 Tax: $6,085 (2025)Community: One WatergateSpa: NoCondo
Taxes:$6,085
Remarks: Perfectly positioned on the 10th floor at One Watergate, Residence #10E offers a light-filled downtown Sarasota lifestyle with sweeping city views that extend to Sarasota Bay and the iconic John Ringling Bridge. Ideally located along Gulfstream Avenue, this residence places you just steps from the waterfront, marina, and the cultural energy that defines downtown living. Spanning approximately 1,575 square feet of interior living space, the open-concept layout is designed for both comfort and functionality. Expansive impact-rated windows and sliding glass doors (updated in 2017) frame the skyline while filling the residence with natural light. Tile flooring runs throughout, creating a cohesive flow from room to room and enhancing the ease of maintenance. The living and dining areas connect seamlessly to the kitchen, where solid-surface countertops, breakfast bar seating, and ample cabinetry support both everyday living and entertaining. Just beyond, sliding glass doors open to an oversized terrace—an inviting outdoor extension of the living space and an ideal setting to enjoy morning light or evening city views. The split-bedroom floor plan enhances privacy. The primary suite is a comfortable retreat featuring direct terrace access, an oversized walk-in closet with dressing area, additional linen storage, and an en-suite bath. The guest bedroom is positioned on the opposite side of the residence and also enjoys water views, making it ideal for visitors or flexible use as a home office. Additional highlights include two secure under-building parking spaces—an uncommon convenience for downtown living—as well as access to community laundry facilities located on each floor. One Watergate is a well-established downtown community that has recently undergone extensive renovations, further elevating its appeal. Improvements include new impact windows and exterior doors throughout the building, a new roof, renovated corridors, a refreshed lobby with updated elevator and mailroom, a new fitness center (currently being completed), conference room/library, and enhanced common areas and landscaping. Residents enjoy secure building access, on-site management, a resurfaced swimming pool with pavered sun deck, grilling area, and newly updated tennis and pickleball courts. Located in the heart of Sarasota’s Cultural Coast, this residence offers exceptional proximity to everything the city has to offer. Marina Jack, Bayfront Park, and the waterfront promenade are just moments away, while the Sarasota Opera House, Florida Studio Theatre, and Selby Gardens anchor the area’s vibrant arts scene. St. Armands Circle and Lido Beach are only minutes away, providing access to boutique shopping, waterfront dining, and Gulf-front relaxation. Residence #10E presents an opportunity to enjoy walkable downtown living with city and water views, generous interior space, and the convenience of a well-updated community in one of Sarasota’s most desirable locations.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
5231 MAHOGANY RUN AVE #321, SARASOTA, FL 34241
$319,900147 Days on yellowkey MLS ID: A4680494
REDUCED by $5,000 (1.5%) on 05/09/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 1998Monthly Fee: $717 Tax: $3,387 (2025)Community: Veranda 1 At Heritage OaksCondo
Taxes:$3,387
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Welcome to effortless Florida living in Heritage Oaks Golf & Country Club! This desirable Abbey floor plan offers 2 bedrooms, 2 bathrooms plus a den, with over 1,600 sq ft of bright, airy living space. As a second-floor end unit, enjoy higher ceilings, extra windows, and abundant natural light throughout. Step onto the spacious screened lanai and take in serene eastern views of the 13th hole and tranquil pond, perfect for morning coffee. Beautifully updated with new flooring, newer HVAC, water heater, and appliances, this residence is move-in ready. Heritage Oaks is a gated, maintenance-free community with 24-hour security and a full golf membership included, featuring an 18-hole championship course, tennis, fitness center, clubhouse, multiple pools, and an active social calendar. This is more than a home, it's a lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Amber Watson (229-392-8892)
111 S PINEAPPLE AVE #806, SARASOTA, FL 34236
$1,745,00090 Days on yellowkey MLS ID: A4687850
REDUCED by $50,000 (2.8%) on 05/18/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1891 Built: 2019 Tax: $12,679 (2025)Community: Mark Sarasota CondoCondo
Taxes:$12,679
Elementary School: Southside Elementary
Remarks: Experience elevated downtown living at The Mark, Sarasota’s premier luxury address. This exceptional 8th-floor corner residence offers 2 bedrooms plus a den, 2.5 baths, abundant natural light, and rare dual private terraces—the only floor plan in the building featuring both a spacious main terrace and a separate terrace off the primary suite. Desirable south-facing exposure captures beautiful sunrises, partial sunset views, and partial Sarasota Bay views while providing exceptional privacy. Interior highlights include porcelain tile flooring, remote-controlled shades throughout, custom built-ins, and a designer kitchen with striking two-tone European cabinetry, full-height backsplash, and premium appliances. Located in the heart of downtown Sarasota, enjoy a true walkable lifestyle with Main Street’s acclaimed dining, shopping, galleries, theaters, and waterfront attractions just steps from your door.
1100 BENJAMIN FRANKLIN DR #604, SARASOTA, FL 34236
$1,370,000269 Days on yellowkey MLS ID: A4666274
1 Days Off yellowkey (back on 6/3/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1456 Built: 1976 Tax: $14,332 (2024)Community: Lido Surf & SandCondo
Taxes:$14,332
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Luxurious Gulf-Front Corner Condo with Sweeping Views – Lido Surf & Sand. Experience the pinnacle of beachfront living in this rarely available southwest corner residence at Lido Surf & Sand, offering unparalleled panoramic views of the Gulf of Mexico, Lido Beach, and all the way to Siesta Key. Perched on the 6th floor of the coveted gulf-front atrium building, this 2-bedroom, 2-bathroom end-unit boasts 1,456 sq. ft. of elegant interior living space plus an additional 372 sq. ft. of expansive wraparound balconies—perfect for soaking in both sunrise and sunset. One of only four corner units per floor, this light-filled condo features floor-to-ceiling beach views from every main living space, creating a true indoor-outdoor lifestyle. The open-concept layout flows seamlessly from the dining area and spacious great room to the full-width beachfront balcony—ideal for both intimate evenings or entertaining a crowd. The custom gourmet galley kitchen is thoughtfully designed with beautiful countertops, custom lighted cabinetry, and generous storage, making it both beautiful and functional, new appliances, perfect for entertaining. Enjoy peace of mind with a new water heater (2023), brand new A/C unit, and upgraded hurricane-impact windows, sliders, and front door. Wake up to coffee on your private lanai with endless beach views or wind down with the gentle sounds of the surf in the evening. A newly planned social room will elevate your outdoor living experience even further. Just two blocks from a private nature preserve—perfect for peaceful walks or kayaking—and moments from St. Armands Circle, where you can explore boutique shopping and exceptional dining. Whether you're seeking a serene retreat or a vibrant coastal lifestyle, this one-of-a-kind residence offers the best of both. Your Lido Key beachfront lifestyle awaits. Schedule your private tour today.
Listing Agent: Ingrid Walker (941-330-4680)
3275 BENEVA RD #104, SARASOTA, FL 34232
$169,00040 Days on yellowkey MLS ID: A4693102
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1979 Tax: $2,188 (2025)Community: Village Brooke Sec 3Spa: NoCondo
Taxes:$2,188
Elementary School: Wilkinson Elementary
Remarks: Beautifully updated 2-bedroom, 2-bath first-floor condo at 3275 Beneva Rd #104, Sarasota, FL, privately tucked away in the back of Village Brooke near the tennis courts and pool. Featuring new laminate flooring, fresh interior paint, and convenient nearby laundry facilities, this residence offers comfort, convenience, and an easy Florida lifestyle. The thoughtfully designed layout offers spacious living and dining areas filled with natural light, while the screened lanai provides the perfect place to enjoy your morning coffee or unwind in the evenings. The primary suite includes a walk-in closet and en-suite bath, creating a peaceful retreat. Village Brooke is a well-maintained community known for its lush landscaping, active amenities, and central Sarasota location close to shopping, dining, beaches, and downtown attractions. Residents enjoy multiple pools, tennis courts, shuffleboard, clubhouse activities, and beautifully maintained grounds. Whether you're searching for a year-round residence, seasonal getaway, or investment opportunity, this move-in-ready condo is a must-see. Community amenities include two heated pools, two tennis courts, a fitness center, shuffleboard, charcoal grilling areas, and scenic picnic spaces overlooking the lake and fountain. The newly renovated clubhouse features a reservable kitchen and gathering space, dining area, billiard and poker tables, ping pong, and a resident book collection — creating the perfect environment for relaxation and socializing. HOA fees include access to all amenities, water, pest control, trash, and basic cable. Short- and long-term leasing opportunities are also available (subject to association restrictions). Schedule your private showing today and discover Village Brooke Lifestyle!
Listing is courtesy of: THE AGENCY SARASOTA (941-500-5150)
Listing Agent: Sophia Kramedas-Ghanayem (302-233-0975)
5211 MAHOGANY RUN #113, SARASOTA, FL 34241
$175,000473 Days on yellowkey MLS ID: A4643776
0 Days Off yellowkey (back on 6/2/2026)
REDUCED by $10,000 (5.4%) on 05/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1311 Built: 1997 Tax: $2,995 (2025)Community: Heritage Oaks Golf & Country ClubCondo
Taxes:$2,995
Remarks: Under contract-accepting backup offers. Short Sale. BELOW APPRAISAL - Bank says 'Bring us an offer!' Great opportunity for a full or part-time residence, or rental. This ground-floor unit is conveniently located just off the 13th green and is great for working on your short game after dinner. A private one-car garage is right out your front door. No stairs means bringing in the groceries will be a breeze, and letting Fido out the lanai door to take care of business will be too. Heritage Oaks is a world-class, resort-style, 'bundled' golf community with 24-hour security, a lush, forgiving yet challenging Ron Garl-designed 18-hole golf course, multiple pools, Har-Tru tennis courts, a state-of-the-art fitness center, golf cart-friendly streets, a newly remodeled restaurant, and the stunning '19th Hole' lounge. A daily calendar of lifestyle events, too. It's the Florida golf lifestyle at its best! This well-appointed unit is being sold Turn-Key Furnished and is ready for new owners. Unpack and enjoy! 'All terms contingent on Lender's approval.'
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Mike Dyer (941-587-1382)
8779 MIDNIGHT PASS RD #502H, SARASOTA, FL 34242
$735,000195 Days on yellowkey MLS ID: A4673776
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1303 Built: 1980 Tax: $5,825 (2024)Community: Island Reef Ii Ph 1 2 & 3Condo
Taxes:$5,825
Remarks: A rare top floor opportunity in a quiet corner of Island Reef. Stunning views of Little Sarasota Bay and the Gulf from the always-shaded lanai or balcony where sunrises and sunsets are easily visible this time of year. Renovated from top to bottom, this is one of the few units with "Impact Glass" already installed in the lanai. This is a true turn-key opportunity allows you to move in immediately and start enjoying this little corner of paradise. Kitchen features granite countertops, and the unit includes an in-residence laundry. Furnished and complete with a carport! Island Reef is a serene waterfront community, and one of the few Gulf-to-Bay communities that offers many desirable amenities including a beach, boat docks (lifts allowed), two lit tennis courts, pickleball, two fitness rooms, kayak storage, a library, billiards, a game room, a clubhouse, two heated pools and gas grills. Pet friendly! Tropical gardens enhance the appeal of Island Reef and this wonderful community, conveniently located near two of Siesta Key's popular restaurants. A complimentary trolley provides access to Siesta beach, Siesta Village offering dining, shopping, ice cream, mini donuts, cute brunch spots, dancing, and live music every night of the week.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Marlene Marshall (941-539-8850)
500 N JEFFERSON AVE #H1, SARASOTA, FL 34237
$149,90063 Days on yellowkey MLS ID: A4691099
2 Days Off yellowkey (back on 6/2/2026)
REDUCED by $5,100 (3.3%) on 05/19/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 847 Built: 1974 Tax: $1,933 (2025)Community: Jefferson ClubCondo
Taxes:$1,933
Remarks: Under contract-accepting backup offers. **PRICE IMPROVEMENT** CASH OFFERS ONLY....One of more photos was virtually staged. Welcome to this light-filled end-unit 2-bedroom, 1-bath villa-style condo located ONE MILE FROM DOWNTOWN SARASOTA. Offering rare privacy, abundant natural light, and valuable recent updates, this home is an excellent opportunity for a primary residence, seasonal retreat, or investment property. Recent improvements include a NEW ROOF, NEW A/C, BRAND-NEW STAINLESS APPLIANCES including a DISHWASHER, and a refreshed bathroom. The home also features tile flooring in the main living areas and bedrooms, an open and airy floor plan, vaulted ceilings. and four sliding glass doors that create an easy indoor-outdoor flow. Outdoor living is a standout feature, with a private front courtyard and one of the LARGEST BACK PATIOS in the community—perfect for morning coffee, outdoor dining, entertaining, or simply relaxing in your own peaceful retreat. As an end unit, the home offers added privacy and a comfortable layout that is hard to find in a condo setting. Conveniently located near downtown Sarasota, SRQ Airport, shopping, dining, beaches, and everyday amenities, this low-maintenance home offers both lifestyle and value in a sought-after location.
Listing Agent: Christine Weinstein (508-463-6565)
8767 MIDNIGHT PASS RD #505F, SARASOTA, FL 34242
$600,000104 Days on yellowkey MLS ID: A4686097
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1421 Built: 1979 Tax: $6,205 (2025)Community: Island Reef Ii Ph 1 2 & 3Condo
Taxes:$6,205
Remarks: Under contract-accepting backup offers. Escape to your own slice of coastal bliss at Island Reef, a premier Gulf-to-Bay resort-style haven tucked along the serene southern shores of Siesta Key. This inviting condo delivers the perfect blend of relaxed beach living and effortless convenience, whether you're dreaming of a sun-soaked family vacation, a peaceful getaway, or an easy-care rental retreat. Picture stepping out to pristine sands just a short, enjoyable stroll away—your deeded private beach access means soft white Gulf shores and turquoise waters are right at your fingertips, no car required. For even more adventure, the free Siesta Key trolley pulls up every 15–20 minutes directly at the community entrance, whisking you north to the world-famous powdery dunes of Siesta Beach, charming Siesta Village shops and eateries, Turtle Beach Park, or the nearby marina—making exploration fun, car-free, and breezy. From your vantage point, witness breathtaking dawns painting the sky in soft pinks and golds over the bay, and evenings that transform into pure enchantment with vibrant sunsets igniting the horizon in fiery hues. For an extra touch of wonder, step onto the lanai under the moonlight to watch the waterway come alive—silver game fish leaping playfully through shimmering, star-kissed waters that sparkle like scattered diamonds in the night. Inside, this turnkey gem welcomes you with fresh coastal charm: bright, airy spaces refreshed with new paint, stylish beach-inspired furnishings, and easy-maintenance flooring that keeps things light and carefree. The open layout flows seamlessly from a well-equipped kitchen to cozy living and dining areas, while split bedrooms offer privacy and comfort for families or guests. Enjoy morning coffee on the enclosed lanai with sweeping bay views, where gentle breezes and passing boats create that ultimate island vibe. Resort perks abound to elevate every day—lounge by not one but two heated pools, join a water aerobics session, or stay active on tennis and pickleball courts. Unwind in the fitness center, game room, library, or clubhouse (perfect for gatherings), and take advantage of shuffleboard, grilling spots, boat docks, kayak storage, and a lively social calendar. Pet-friendly touches and on-site management add extra ease. Whether you're seeking full-time paradise, seasonal escapes, or a hassle-free rental opportunity, this South Siesta Key treasure captures the essence of laid-back Florida living. Move right in, soak up the salt air, and let the trolley and nearby beach paths handle the rest—your coastal dream awaits at an unbeatable value! "Abundant storage throughout, with ample closet space, multiple built-ins, and additional built-in cabinetry"
Listing Agent: Kaitlin Kuhn (941-400-7861)
988 BLVD OF THE ARTS #1116, SARASOTA, FL 34236
$799,00062 Days on yellowkey MLS ID: A4690957
5 Days Off yellowkey (back on 6/2/2026)
REDUCED by $51,000 (6.0%) on 05/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1555 Built: 1982 Tax: $12,561 (2025)Community: Condo On The Bay Tower IiCondo
Taxes:$12,561
Remarks: Enjoy sweeping sunset views over Sarasota Bay, Longboat Key, and the Ringling Bridge from this 2-bedroom, 2-bath residence in Condo on the Bay, Tower II. With protected water vistas and an unbeatable location, this is a rare opportunity to secure a bayfront property at exceptional value. The spacious Great Room is filled with natural light and offers an open layout ready for your personal vision. The kitchen includes a built-in wine cooler and desk area, while fresh paint and new carpeting provide a clean foundation. The remainder of the residence offers the opportunity for updates to suit your style. Residents enjoy resort-style amenities including private docks with kayak launch, tennis and pickleball courts, pools, fitness center, and 24-hour gated security with concierge services. Ideally located next door to The Bay Park and just a short walk to downtown Sarasota, plus a quick drive to Lido Beach. An outstanding opportunity to personalize and create value in one of Sarasota’s premier bayfront communities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Nora Johnson (941-809-1700)
7205 CURTISS AVENUE 1A AVE #1A, SARASOTA, FL 34231
$199,99957 Days on yellowkey MLS ID: A4690836
REDUCED by $15,000 (7.0%) on 06/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1065 Built: 1982 Tax: $2,550 (2025)Community: CrossingsCondo
Taxes:$2,550
Remarks: Welcome home to this beautifully updated ground-floor residence in the highly desirable Gulf Gate area. This 2-bedroom, 2-bathroom condo delivers the maintenance-free lifestyle you’ve been searching for, blending comfort, convenience, and value in one exceptional package. Sliding glass doors open to a charming screened lanai overlooking a peaceful grassy backyard with a paver patio—an ideal setting for morning coffee, quiet afternoons, or relaxing evenings outdoors. Residents of The Crossings enjoy a variety of well-maintained amenities, including a swimming pool with outdoor showers, bath house, gazebo, and clubhouse. This quiet, welcoming community is located within an A+ school district and is open to residents of all ages. Perfectly positioned near Palmer Ranch, the home offers easy access to championship golf courses, shopping, neighborhood parks, and the popular Legacy Trail, along with a wide selection of dining options. You’re also just a short drive to I-75, Downtown Sarasota, and the area’s renowned white-sand beaches. Don’t miss this opportunity to enjoy comfort, convenience, and carefree living in one of Sarasota’s most sought-after locations.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
6157 MIDNIGHT PASS RD #B12, SARASOTA, FL 34242
$500,000160 Days on yellowkey MLS ID: A4678073
1 Days Off yellowkey (back on 6/2/2026)
REDUCED by $80,000 (13.8%) on 04/24/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1332 Built: 1974 Tax: $3,024 (2025)Community: Bay OaksSpa: NoCondo
Taxes:$3,024
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Waterfront Siesta Key condo with breathtaking Sarasota Bay intracoastal views and weekly rentals allowed. This rare 2BR/2.5BA Bay Oaks residence is a remarkable opportunity for a buyer with vision to transform a diamond in the rough into a spectacular waterfront getaway, full-time residence, or investment property. Positioned directly on the water, this two-level condo offers the kind of panoramic bay views that are hard to find and impossible to forget. The first floor includes the living room, dining area, kitchen, in-unit laundry, and guest half bath. Upstairs, both bedrooms feature ensuite baths and walk-in closets, including one suite with a private covered balcony overlooking the bay. Bay Oaks residents enjoy a heated waterfront pool, fishing pier, tennis, pickleball, clubhouse, picnic and grill areas, covered parking, bike storage, guest parking, onsite management, and 24-hour video surveillance. Just 1 mile to Siesta Key Beach, with trolley access directly outside the community, this location combines waterfront serenity with easy access to dining, recreation, and the best of Siesta Key.
Listing is courtesy of: LOYD ROBBINS & CO. LLC (941-957-9300)
Listing Agent: Jessica Burdick (941-302-4641)
988 BLVD OF THE ARTS #311, SARASOTA, FL 34236
$899,000532 Days on yellowkey MLS ID: A4634217
REDUCED by $30,000 (3.2%) on 05/15/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1555 Built: 1982 Tax: $11,786 (2024)Community: Condo On The BayCondo
Taxes:$11,786
Elementary School: Alta Vista Elementary
Remarks: One or more photo(s) has been virtually staged. (To show this unit’s full potential) The Bayfront Horizon is Your Neighbor - Imagine a lifestyle where the sunset never has an expiration date. This isn't just a beautiful condo; it’s a front-row seat to the best of Sarasota. Perched in the iconic Condo on the Bay, this fully renovated 2-bed/2-bath sanctuary offers "forever" views of the Bayfront, Longboat Key, and the Ringling Bridge—views protected by the water, with no future buildings to ever obstruct your peace. The Interior Experience: Step into a Great Room where the boundaries between indoors and out vanish. A massive wall of impact-glass sliders pulls the turquoise waters right into your living space. Underfoot, White Oak engineered hardwoods lead you past a custom dry bar—complete with a wine fridge—toward a kitchen designed for the culinary artist. Featuring Elite Woodwork of Sarasota cabinetry, a Walnut backsplash, and an induction cooktop, this space is as functional as it is beautiful. Your Private Oasis: The master suite is a masterclass in serenity. Wake up to calm water views, adjust your environment with remote-controlled Hunter Douglas shades, and prepare for the day in a spa-inspired en-suite featuring dual floating vanities and a multi-head rainfall shower. Even the secondary bedroom is generously scaled, ensuring guests feel the same level of coastal luxury. The Lifestyle & Amenities: Living here means the best of Sarasota is at your doorstep. Whether you’re launching a kayak from the private docks, playing a match on the lighted pickleball or tennis courts, or socializing at the resort-style pools, the "Tower II" lifestyle is one of effortless sophistication. Peace of Mind: 24-hour gated security, concierge services, and a newer HVAC (March 2023). The Location: A short stroll to the vibrant arts of Downtown Sarasota and a quick hop to the sands of Lido Beach. Ready to live where the city meets the Bay? Welcome home to Condo on the Bay, Tower II #311.
Listing Agent: Dana Cook Westmark (941-356-5091)
4655 TOWER HILL LN #2422, SARASOTA, FL 34238
$219,900135 Days on yellowkey MLS ID: A4681979
REDUCED by $20,000 (8.3%) on 06/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1163 Built: 1997Monthly Fee: $385 Tax: $2,752 (2025)Community: Stoneybrook Arbor Greens 1Condo
Taxes:$2,752
Remarks: If you are seeking a country club lifestyle but are not an avid golfer, this Arbor Greens condo at Stoneybrook Golf And Country Club is the perfect opportunity for you. A social membership is included with ownership, providing access to the clubhouse, tennis courts, swimming pool, fitness center, and all of the social activities that you would expect in a country club community. Limited golf access is available, at guest rates. Additional recreation facilities (pool, tennis court, BBQ grill) are also provided in the Arbor Greens neighborhood. Tucked away in a quiet area away from busy fairways, this turnkey-furnished second floor condo has a peaceful private view of the greenbelt and wooded preserve. You'll enjoy morning sun on your screened lanai, and afternoon sun and sunsets will be viewed from your front porch, where you'll greet your neighbors as they pass by. Inside, you'll find a spacious open floor plan with soaring cathedral ceilings, high quality furnishings,and a comfortable, casual decor. Interior updates include beautiful kitchen counter tops and tile flooring in all rooms. You'll love living in Stoneybrook Golf And Country Club, which is located just minutes from the #1 beach in the USA on Siesta Key, close to shopping, fine dining, and everything that makes Sarasota the jewel of Florida's gulf coast. Sellers are motivated.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Charlie Offer (941-321-9664)
4625 OAK HILL TER #31, SARASOTA, FL 34232
$180,00065 Days on yellowkey MLS ID: A4690804
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1024 Built: 1985Monthly Fee: $559 Tax: $2,668 (2025)Community: Village Oaks Sec ACondo
Taxes:$2,668
Remarks: Welcome to the quiet, secluded community of Village Oaks which offers beautiful grounds, lakeside heated pool, tennis courts w/pickleball. Close to Siesta Key Beach, Downtown Sarasota, shopping, UTC Mall, dining, Legacy Trail and Sarasota hospital. This home features vaulted ceilings in living/dining areas, split-bedroom floor plan, eat in breakfast nook in kitchen, screened in large porch in the rear lanai. Needs some updating and TLC.
Listing is courtesy of: SPECIALIZED REAL ESTATE LLC (941-966-6836)
Listing Agent: Otto Hajek (941-966-6836)
5345 LAKE ARROWHEAD TRL #12, SARASOTA, FL 34231
$299,000100 Days on yellowkey MLS ID: A4686634
0 Days Off yellowkey (back on 5/1/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1103 Built: 1981 Tax: $1,413 (2025)Community: Lake ArrowheadCondo
Taxes:$1,413
Remarks: Under contract-accepting backup offers. Welcome to your beautifully reimagined home in the highly sought-after Lake Arrowhead community, where modern design meets effortless Florida living. Completely renovated from top to bottom, this stunning residence showcases thoughtful upgrades, contemporary finishes, and a bright open layout designed for both everyday comfort and entertaining. Step inside to discover an inviting floor plan filled with abundant natural light, fresh designer paint, and stylish new flooring that flows seamlessly throughout the home. At the heart of the residence is a brand-new chef’s kitchen, beautifully updated and perfectly positioned to overlook the open living space—creating an ideal setting for hosting gatherings or enjoying quiet evenings at home. Both bathrooms have been tastefully remodeled with sleek, contemporary fixtures and elegant finishes, giving the home a fresh, spa-inspired feel. The spacious primary suite offers a relaxing retreat, while the additional bedrooms provide flexibility for family, guests, or a private home office. Major upgrades throughout the property provide peace of mind and years of worry-free living, making this truly a move-in ready opportunity. Step outside and unwind in your private patio retreat, surrounded by lush landscaping and highlighted by a beautiful water view—the perfect backdrop for enjoying Sarasota’s year-round sunshine. Ideally located just minutes from shopping, dining, I-75, and Sarasota’s world-famous beaches, this exceptional home delivers the perfect balance of convenience, comfort, and lifestyle. Homes this beautifully updated in Lake Arrowhead rarely come available. Schedule your private showing today and experience this Sarasota gem for yourself.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.