Displaying: For Sale
Location: Sarasota
Property Type(s): Condos
Beds: 2 to 2
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Sarasota - 701 properties found
5855 MIDNIGHT PASS RD #108, SARASOTA, FL 34242
$799,00021 Days on yellowkey MLS ID: O6413896
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1976Monthly Fee: $572 Tax: $5,002 (2025)Community: Harbor Towers Y & RCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,002
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Rare Opportunity in the Heart of Siesta Key – Harbor Towers, Unit 108 2 Bedrooms | 2 Bathrooms | 1,152 Sq Ft A/C + 540 Sq Ft Private Patio Experience luxury waterfront living at its finest. This beautifully designed, fully furnished unit features soaring 9-ft ceilings, hurricane impact windows, and stunning floor-to-ceiling sliders valued at $100,000 — all framing breathtaking panoramic marina views. Step outside to your private 540 sq ft patio, your personal oasis overlooking the marina. Harbor Towers offers world-class amenities including a full Precor fitness center, heated pool, club lounge, marina, kayak launch, BBQ area, waterside pavilion, and 3 lighted har-tru tennis courts. All assessments paid. This is your chance to own a piece of paradise on one of the most sought-after keys in Florida. Schedule your private showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Andres Ospina Rivera (321-821-8446)
1310 GLEN OAKS DR E #391E, SARASOTA, FL 34232
$169,00022 Days on yellowkey MLS ID: A4695717
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 903 Built: 1979 Tax: $2,021 (2025)Community: Glen Oaks Garden Apts 2 Ph2Condo
Taxes:$2,021
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to Glen Oaks Garden, a wonderful 55+ community located in beautiful Sarasota. This FURNISHED 2 bedroom, 2 bath condo has been thoughtfully updated and is truly move-in ready. The remodeled kitchen features stylish cabinetry, stainless steel appliances, and abundant storage, while luxury vinyl plank flooring flows throughout the living areas and bedrooms. Updated ceiling fans and light fixtures add a modern touch, and multiple storage areas provide everyday convenience. Relax on the screened balcony overlooking a peaceful natural setting - an ideal spot for morning coffee or evening unwinding. The Glen Oaks Garden community offers a fantastic array of amenities, including a sparkling pool, clubhouse, exercise room, shuffleboard, and more. For golf enthusiasts, the renovated Bobby Jones Golf Club is just around the corner. With its prime central location, you’ll love the proximity to Downtown Sarasota, the shops and restaurants of UTC, SRQ Airport, and the world-famous Gulf beaches. Whether you're looking for a year-round residence or a seasonal retreat, this furnished condo is ready for immediate enjoyment. Schedule your showing today!
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Taylor Colter (941-284-2681)
2763 WOODGATE LN #208, SARASOTA, FL 34231
$245,000481 Days on yellowkey MLS ID: A4641855
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 874 Built: 1979Monthly Fee: $630 Tax: $2,362 (2024)Community: Pinewood Village IiSpa: NoCondo
Taxes:$2,362
High School: Riverview High
Tax Year: 2024
Remarks: Attention!!!! This CONDO has a NEW 12 MONTH LEASE at a GREAT Monthly RENTAL !!!! COMPLETELY FURNISHED!!!!Condominium!! Seasonal Snow Birds!!Full-Time Residents!! Investors!!! Great Condo to live-in or rent!!!Completely updated Condo Unit 5 miles from Siesta Key Beach fully furnished. All windows and sliding glass doors updated with UV hurricane Impact Glass!!! Pinewood Village has a Large Heated Pool, Clubhouse, Fitness Center and Shuffleboard Courts. Furniture includes 2 large HD TV's, kitchen was remodeled with Granite Countertops, Stainless Appliances, Wood Cabinets. Both bathrooms have been total re-done. The master suite bedroom has Plantation shutters for privacy, upgraded fixtures in the bathroom and a walk -in closet. Condo was replumbed, new A/C in 2018, and new kitchen in 2019. Centrally located minutes from beaches, shopping and in the Sarasota School District. The low monthly maintenance fees include Cable TV, Community Pool, Insurance, Maintenance Exterior, Maintenance Grounds, Pool Maintenance, Sewer and Water, and Pest Control. Private Storage Unit and Laundry facilities on Condo Floor, elevator and assigned parking. Tenant in place ready to sign an annual Lease with new owner, if desired!!
Listing is courtesy of: EVERBEST REAL ESTATE (941-587-7311)
Listing Agent: Harvey Wasserman (941-587-7311)
770 S PALM AVE #2, SARASOTA, FL 34236
$999,500130 Days on yellowkey MLS ID: A4682673
INCREASED by $20,500 (2.1%) on 06/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1584 Built: 1975 Tax: $15,829 (2025)Community: Embassy HouseSpa: YesCondo
Taxes:$15,829
Remarks: One or more photo(s) has been virtually staged. Welcome to Penthouse #2. This FULLY Furnished unit is offered with many recent upgrades, the rarely available top-floor penthouse at the iconic Embassy House delivers elevated downtown living with breathtaking waterfront views. Located on the 18th floor, one of four penthouses in the building, this two-bedroom, two-bath residence showcases sweeping, unobstructed views of Sarasota Bay, the John Ringling Bridge, and the Gulf of America and beyond. With no neighbors above, you’ll enjoy exceptional privacy and a daily front-row seat to Sarasota’s world-famous sunsets and vibrant coastal skies. Natural light pours into the open living and dining areas, creating a bright, welcoming atmosphere. The enclosed sunroom is ideal for relaxing or entertaining while taking in panoramic bay views. Both bedrooms open to a private terrace, offering peaceful morning sunrises and sparkling downtown city views. Embassy House is celebrated for its premier bayfront location and strong sense of community. Amenities include a heated saltwater pool, fitness center overlooking the bay, electric vehicle charging station, guest parking, outdoor grilling area, catering kitchen, and a recently updated modern lobby. Residents also benefit from concierge service, an on-site manager, and semi-private elevator access serving just two residences per floor. A shared laundry room for PH1 and PH2 is maintained by the HOA, including service and replacement of washers, dryers, and A/C units. Rent includes cable, internet, water, sewer, and trash for a truly effortless lifestyle. Just steps from Selby Gardens, Bayfront Park, Marina Jack, and downtown Sarasota’s renowned dining, arts, and cultural attractions, this penthouse offers the perfect blend of vibrant city energy and serene waterfront beauty. ********************Also Available for lease at $5,900 a month******************Owner financing Available*******************
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Matthew Clayton (631-335-5325)
11 SUNSET DR #502, SARASOTA, FL 34236
$849,000101 Days on yellowkey MLS ID: A4686336
0 Days Off yellowkey (back on 6/4/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1389 Built: 1980 Tax: $9,583 (2025)Community: Sunset TowersCondo
Taxes:$9,583
Remarks: Under contract-accepting backup offers. UNMATCHED WATERFRONT VIEWS & Premier Sarasota Location – Turn-Key Furnished. Welcome to Unit 502 at Sunset Towers—an exceptional high-floor waterfront condo offering breathtaking, panoramic views of Sarasota Bay, the iconic Ringling Bridge, and glowing Gulf Coast sunsets. Available for rent, purchase, or rent with option to purchase. Facing west, this residence captures some of the most desirable vistas in the entire building. Whether you're looking for a move-in ready home, a fully furnished seasonal getaway, or a savvy rental investment, this turn-key unit delivers flexibility and value. Step inside to a light-filled layout that maximizes views from nearly every room. The spacious living and dining area flows seamlessly to a private balcony—perfect for enjoying coastal breezes and front-row sunset shows. Both bedrooms are generously sized. The home is ready to enjoy as-is, or primed for your personal updates and design vision. Sunset Towers is a pet-friendly, well-maintained community located directly on Sarasota Bay. Residents enjoy resort-style amenities including a heated saltwater pool, private beachfront area, kayak launch and storage, elevated sun deck, fitness center, and covered parking. The building has passed its milestone inspection and is managed with care and attention to detail. From this ideal location, you're just steps from downtown Sarasota’s vibrant arts, dining, shopping, and cultural scene—including Marina Jack, the Farmer’s Market, theaters, museums, and more. The John Ringling Bridge leads directly to Lido Beach and St. Armands Circle, with a free trolley stop right out front for added convenience. Don’t miss this rare opportunity to own a high-floor, west-facing waterfront unit in one of Sarasota’s most sought-after buildings.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Vincent Vizzaccaro, Pa (941-900-7060)
767 JOHN RINGLING BLVD #25, SARASOTA, FL 34236
$395,000383 Days on yellowkey MLS ID: A4655140
2 Days Off yellowkey (back on 6/4/2026)
INCREASED by $45,000 (12.9%) on 05/20/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1963 Tax: $4,722 (2024)Community: Sarasota Harbor WestSpa: NoCondo
Taxes:$4,722
Remarks: Under contract-accepting backup offers. Waterfront Sarasota location, new boat docks available. High and dry 2nd floor location, with elevator, open water view of the bay and intercoastal waterway. Watch dolphin and manatees play from the balcony. Kayak launch area. Fish from right outside of your unit. Community clubhouse and large pool, shuffleboard area, grills. Lots of community activity, games, and social events. Approx. 2 block walk to St. Armand's Circle, and 6 blocks to Lido beach. Free Bay Runner Trolley also picks up in front of the complex to go to the beach or to downtown Sarasota mainland. Open 816 s.f. floorplan, with large main bedroom, 2nd bedroom, bath, living room, dining area and kitchen. Storm impact windows.
Listing Agent: Lyn Riley (352-838-3359)
435 S GULFSTREAM AVE #206, SARASOTA, FL 34236
$449,00024 Days on yellowkey MLS ID: A4694462
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1304 Built: 1972 Tax: $2,909 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$2,909
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: The Regency House is in the ideal downtown location because it feels like a neighborhood with parkland and the cities bayfront Park to the West as well as Palm Avenue's Tree lined side walked street to the East. The neighbors use the sidewalks and are friendly and active. This building is just far enough from Main Street and all the fun and cultural venues, but just far enough away that it is more peaceful when activities are going on there. Walk the farmer's market and art shows on Saturday mornings and too the Opera and Theaters in the evenings. Many excellent restaurants and entertainment venues line the downtown streets. Walk to Whole foods or Marina Jack's and O'Leary's Cabana bar restaurant less than a half block away as well as stroll the art district walk a block away on your way to Main Street. Hard to beat this location and it is surrounded by some of the most luxurious condominiums in all of downtown but at the most reasonable price level anywhere in the area. With a new resort style pool being installed this summer to replace the dated pool, it will be a relaxing place to enjoy your time or get your exercise doing laps in the extended pool. There are new sunshades and BBQ areas to enjoy as well. We have an exercise area, a party/meeting room with small kitchen for events. The lobby has three convenient entrances and a full-time concierge and manager monitoring the properties security cameras and taking care of the residence owner's requests and needs. Everyone has a nice carport with insulated roofs and some guest spots plus parking on either side of the building on Gulfstream and Palm Avenues. The property is wide and not as crowded together like others in the downtown areas. This is a roomy two bedroom, two-bathroom unit with a nice sized living and dining room as well as the sunny and bright space with opening patio doors to enjoy the morning sunrises or evening moonlight. Attractive and warm wood floors in all the living areas and bedrooms add to the comfortable feel. Bright galley kitchen is easy to prepare your meals or walk five minutes to dine downtown or the neighborhoods quaint cafes, movie theater in the Burns Court area. Hard to beat the convenience to everything including medical services and hospital at short 5 minutes' drive. Airport is less than 15 minutes to pick up your guests, and our airport is quick and easy to get to your gate if you plan to travel. Fine dining on St. Armand's Circle and prime shopping on Lido Key as well as our clean quartz sand beaches like Siesta, Lido and Longboat Keys which are rated consistently among the best in the world! How can you beat all you get at this price level and the lifestyle this condominium will give you? Come take a look and live, the Sarasota Florida Lifestyle!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: David Butler Jr (941-350-9503)
7845 EAGLE CREEK DR, SARASOTA, FL 34243
$215,000194 Days on yellowkey MLS ID: A4675028
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 983 Built: 1986 Tax: $2,808 (2025)Community: Eagle Creek IiCondo
Taxes:$2,808
Elementary School: Robert E Willis Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Major price reduction so it’s time to enjoy care-free Florida living in this 2-bedroom, 2-bath condominium located in the Eagle Creek neighborhood of Palm Aire. Being on the second floor, there is no residence above offering a peaceful and private atmosphere that is easy to appreciate from the moment you arrive. Inside, a remodeled kitchen and freshly painted interior create a welcoming space that is move-in ready. Step outside to your private terrace—an ideal spot to enjoy Sarasota’s beautiful year-round weather. The well-designed layout provides comfortable bedroom separation, making the condo equally appealing for full-time living or a seasonal retreat. Just a short distance from the community pool and clubhouse, residents enjoy these amenities as part of the reasonable HOA fee of $345.00 a month. The community is pet friendly, allowing one cat or dog household, and offers leasing flexibility with up to 12 leases a year and a 30-day minimum. Nearby, the Palm Aire Golf & Country Club offers optional membership opportunities for those who enjoy golf and social activities. Conveniently located near shopping, dining, and major roadways, this home delivers an easy, enjoyable lifestyle in one of Sarasota’s most popular communities.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Pam Charron (941-993-3388)
7130 FAIRWAY BEND LN #291, SARASOTA, FL 34243
$215,00080 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)
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
Taxes:$2,859
Elementary School: Gocio Elementary
High School: Booker High
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
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
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
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 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
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
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)
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