Location: Sarasota
Do Not Show Listings
1111 N GULFSTREAM AVE #16D, SARASOTA, FL 34236
$875,00037 Days on yellowkey MLS ID: A4684753
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1736 Built: 1974 Tax: $12,681 (2025)Community: One WatergateCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,681
Elementary School: Alta Vista Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: WHERE LUXURY MEETS SARASOTA. Gorgeous Direct Sunsets. Where downtown luxury living meets Sarasota Bay on this 16th floor Resiidence. Come enjoy the best Sarasota has to offer. This lifestyle is undeniable. Perfectly positioned in the highly desirable D stack to capture expansive views, this two-bedroom, two-bath residence presents a rare opportunity to create your own vision in one of Sarasota’s most desirable waterfront buildings due to its convenient location within the downtown area. The larger floor plan is filled with natural light, enhanced by floor-to-ceiling hurricane impact windows and sliding glass doors that frame the bay while maintaining a sense of privacy and tranquility. Step onto your large balcony with sleek glass railings, an ideal vantage point to take in Sarasota’s breathtaking sunsets and celebrated events, including the annual Christmas boat parade. One Watergate is nearing completion of a comprehensive transformation designed to elevate every aspect of the living experience. The building has been freshly painted inside and out, with ongoing landscape enhancements creating a refined arrival. Interior corridors have been thoughtfully updated with new carpeting, modern lighting, fresh paint, and detailed trim work. The lobby and clubroom are undergoing a complete reimagining, curated to deliver a sophisticated and welcoming environment, while a state-of-the-art fitness center will soon be introduced exclusively for residents and their guests. Estimated completion is Summer 2026. Secure fob access and attentive onsite management provide an added layer of comfort and peace of mind. Resort-style amenities enrich everyday living, including a sunlit waterfront pool, two tennis and pickleball courts, outdoor grilling areas, and a beautifully updated social lounge. The residence includes one deeded covered parking space, with ample guest parking and additional secured levels for convenience. At One Watergate, Sarasota’s most sought-after experiences are just moments away. Enjoy a short walk to Marina Jack and Bayfront Park, or indulge in nearby five-star destinations such as Jack Dusty at The Ritz Carlton, Ocean Prime, and the Westin rooftop lounge, the highest vantage point in the city. Downtown Sarasota offers an exceptional lifestyle with renowned dining, boutique shopping, a vibrant arts scene, and the popular Saturday Farmers Market. Just over the Ringling Bridge, explore St Armands Circle and the pristine beaches of Lido Key. Cultural landmarks, including The Ringling Museum and Van Wezel Performing Arts Hall, are minutes away, along with convenient access to Sarasota Bradenton International Airport. More than a residence, this is a front row seat to the Sarasota lifestyle within a building undergoing an exciting evolution. Whether as a full-time home or seasonal retreat, this offering presents a compelling opportunity to enjoy the perfect balance of urban sophistication and waterfront serenity.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Janette Schafer (954-298-7791)
5211 MAHOGANY RUN #113, SARASOTA, FL 34241
$185,000417 Days on yellowkey MLS ID: A4643776
REDUCED by $14,000 (7.0%) on 04/25/2026
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
Elementary School: None
High School: None
Middle School: None
Remarks: Short Sale. BANK APPROVED PRICE and BELOW APPRAISAL! All the 'back office' work has been completed for a speedy purchase of this premier, country-club condo. This ground-floor unit is conveniently located just off the 13th green. (Great for working on your short game after dinner!) A private one-car garage is right out your front door. Bringing your groceries in is a breeze and NO STAIRS! Bundle Golf with a massively renovated clubhouse. Heritage Oaks is a world-class, resort-style community with multiple pools, a state-of-the-art Fitness Center, a gym, bars, and is golf cart-friendly. It is the Florida Golf lifestyle at its best. All assessments are paid, condo is being sold "Turn Key Furnished". Updated flooring in the living area, well-appointed and ready for new owners. 'All terms are contingent on Lender's approval.'
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Mike Dyer (941-587-1382)
767 JOHN RINGLING BLVD #2, SARASOTA, FL 34236
$348,000224 Days on yellowkey MLS ID: S5134479
REDUCED by $49,000 (12.3%) on 04/21/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 612 Built: 1963Monthly Fee: $870 Tax: $4,143 (2024)Community: Sarasota HarborCondo
Taxes:$4,143
Tax Year: 2024
Remarks: Owner Financing Available! Experience breathtaking bay views from both the kitchen and family room in this newly remodeled 1 Bedroom, 1 Bath condo at Sarasota Harbour West. This stylish retreat is perfectly located just minutes from St. Armands Circle and the world-famous Gulf Coast beaches, including Lido Beach and Siesta Key. The condo features modern finishes, updated flooring, and a sleek kitchen designed for both function and style. Large windows fill the space with natural light while capturing serene water views and unforgettable sunsets. Community amenities include a waterfront pool, private dock access, and reserved parking. Ideal as a full-time residence, vacation getaway, or investment property and all just steps from Sarasota’s top dining, shopping, and entertainment.
Listing is courtesy of: JR WORLD REALTY (321-209-0978)
Listing Agent: Jennifer Ramirez (407-334-4218)
7362 SILVER FERN BLVD #8, SARASOTA, FL 34241
$288,900105 Days on yellowkey MLS ID: A4678528
REDUCED by $10,000 (3.3%) on 04/25/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2124 Built: 1982Monthly Fee: $719 Tax: $2,672 (2025)Community: Hammocks IiiCondo
Taxes:$2,672
Elementary School: Lakeview Elementary
High School: Sarasota High
Middle School: Sarasota Middle
Remarks: Discover the potential of this spacious three bedroom, two bath condominium located in the heart of Sarasota, Florida, within the desirable Bent Tree community in Hammocks III. Offering 2,124 square feet of living space, this home features a generous floor plan designed for comfortable living and entertaining. Brand new flooring and Kitchen cabinets and counter tops as well as new vanity's in both bathrooms. One of the highlights of the property is the generously sized outdoor living space, perfect for relaxing, and would make a great outdoor living space. Residents also enjoy access to a community pool, ideal for unwinding and socializing. Brand new Kitchen and Bathroom vanity's as well as new flooring throughout. Conveniently located near shopping, dining, and Sarasota’s renowned beaches, this condominium offers exceptional potential in a sought-after setting.
Listing is courtesy of: BANG REALTY - NAPLES (888-737-1162)
Listing Agent: Michael Amerine (941-539-4235)
111 GOLDEN GATE PT #402, SARASOTA, FL 34236
$2,300,000533 Days on yellowkey MLS ID: A4628715
0 Days Off yellowkey (back on 4/25/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2314 Built: 2024Monthly Fee: $2,757 Tax: $24,976 (2023)Community: EvolutionSpa: YesCondo
Taxes:$24,976
Elementary School: Southside Elementary
Tax Year: 2023
Remarks: Under contract-accepting backup offers. Step into Unit 402 at The Evolution, a luxurious condo nestled in the Golden Gate Point neighborhood in the heart of Sarasota. This fourth-floor residence spans 2,314 square feet of refined living space, offering 3 bedrooms, 3 bathrooms and a 2 car garage. The spacious open-concept living area presents breathtaking bay views and high-end upgrades, including Italcraft custom cabinetry, a full lighting package, and floor-to-ceiling impact-resistant windows for a seamless blend of elegance and resilience. This modern two-tone kitchen is perfect for both everyday living and entertaining, providing all the essentials for crafting culinary masterpieces. Outfitted with premium Sub-Zero and Wolf appliances, meal preparation becomes an enjoyable experience, while the induction cooktop ensures precise, energy-efficient cooking. The kitchen's aesthetic is further enhanced by a sleek quartz backsplash and a quartz waterfall island, which serves as a focal point for gatherings and casual dining. Just beyond, a spacious balcony with breathtaking views invites you to enjoy outdoor living and relaxation. The primary bedroom offers a serene retreat, a luxurious bathroom featuring custom cabinetry, an shower, and a standalone bathtub with city views. The two additional bedrooms, one with an en-suite bath, are perfect for family or guests. Additional conveniences include an in-unit laundry room and generous storage space throughout. The Evolution, home to just 20 exclusive condos, offers incredible amenities. When it's time to unwind, head to the rooftop sunbathing deck with a covered outdoor kitchen and barbecue area – the perfect spot for entertaining with stunning 360 views of the downtown and the bay. The clubhouse offers a pool table, sauna, and meeting rooms, providing spaces for both relaxation and productivity. The private concierge service is always ready to assist, ensuring you have access to entertainment and convenience at your fingertips. Each residence comes with a two-car garage. Some of the additional features include a quick-charging station for electric cars, an on-site car wash, and a grooming studio for your pets. Experience the ultimate in luxury living at The Evolution, where upscale amenities and stunning views of downtown Sarasota and the bay await. Embrace the vibrant lifestyle that comes with living in this remarkable community, where every detail is designed to enhance your quality of life.
Listing is courtesy of: KONA REALTY (941-718-8293)
Listing Agent: Vlado Konatar (941-718-8293)
3504 BENEVA RD #206, SARASOTA, FL 34232
$179,90016 Days on yellowkey MLS ID: A4689854
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 977 Built: 1972Monthly Fee: $510 Tax: $1,980 (2025)Community: Beneva Village Sec 1Condo
Taxes:$1,980
Elementary School: Wilkinson Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: This is the one! Gorgeous 2-bedroom, 2-bath fully updated condo—perfect for a first-time homebuyer, second home, or investment property. The unit has been completely renovated from top to bottom, featuring a brand-new kitchen, new appliances, new luxory vinyl floor throughout, and fresh paint. Enjoy peace of mind with a new water heater and newer A/C. The location is unbeatable—just minutes from grocery stores, restaurants, Starbucks, Walgreens, gyms, and more. With easy access to I-75, the beach, and downtown Sarasota, convenience is at your doorstep. Come see it for yourself—this is where value meets quality!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Melinda Vass (407-613-4911)
6860 WHITMAN CT #32B, SARASOTA, FL 34243
$175,00026 Days on yellowkey MLS ID: TB8493215
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1973Monthly Fee: $476 Tax: $3,090 (2024)Community: Shadybrook Village AmdSpa: NoCondo
Taxes:$3,090
Elementary School: Florine J. Abel Elementary
High School: Southeast High
Middle School: Electa Arcotte Lee Magnet
Remarks: Tucked inside a quiet, tree-lined community just moments from everything Sarasota has to offer, this beautiful 3 bedroom, 2.5 bath condo delivers the perfect blend of comfort, style, and location. This first floor presents an open layout designed for both everyday living and effortless entertaining, with durable flooring flowing throughout the living, dining, and kitchen areas. The kitchen features modern appliances, ample cabinetry, and a spacious walk-in pantry. Upstairs, all three bedrooms offer generous space and versatility. Every detail has been thoughtfully considered, including a brand new water heater, roof completed in 2025, new washer and dryer that stay with the home, as well as a newly built wood deck. Located just minutes from Sarasota beaches, downtown dining, and everyday conveniences, this home offers the lifestyle of low maintenance living without sacrificing space or charm!
Listing is courtesy of: ACROPOLIS REALTY GROUP LLC (315-396-0493)
Listing Agent: Nikki Casha (732-673-0675)
5257 MYRTLE WAY #29, SARASOTA, FL 34235
$298,50036 Days on yellowkey MLS ID: A4687062
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1239 Built: 1981 Tax: $2,584 (2025)Community: MeadowsSpa: NoCondo
Taxes:$2,584
Remarks: Welcome to 5257 Myrtle wood unit 29, a beautifully updated 2-bedroom, 2 bath condo with high ceilings and an open flowing floor plan in a serene setting. This unit includes a covered carport and relaxing private screened walk out porch, overlooking a tranquil pond. Spacious bedrooms, modern finishes, and peaceful views. Enjoy essentially a turnkey property with low maintenance and a focus on natural beauty and relaxing in a desirable private location. Enjoy amenities like a pool, 14 miles of scenic walking trails and still maintain a central location to the UTC area, world class shopping, entertainment and dining. This rare property is 6-8 miles (15-20 minutes) from Famous Lido Beach or Bird Key Park. Making this condo your perfect Florida retreat.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Cg Wolynski (860-671-0026)
205 GOLDEN GATE PT #401, SARASOTA, FL 34236
$990,00069 Days on yellowkey MLS ID: A4683357
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1535 Built: 1996Monthly Fee: $1,000 Tax: $11,511 (2025)Community: ToscanoSpa: NoCondo
Taxes:$11,511
Remarks: This Penthouse residence delivers the ultimate Golden Gate Point lifestyle where elegance meets effortless coastal living. This 4th-level penthouse blends authentic Southern European architecture with refined contemporary design. Thoughtfully designed with high ceilings, crown molding, and abundant natural light, this residence showcases an open-concept floor plan ideal for both everyday living and entertaining. The expansive great room flows effortlessly to a balcony with partial views of Sarasota Bay, city skyline exposure, and captivating bridge views creating a dynamic backdrop. The beautifully appointed kitchen features upgraded Bosch appliances, Italian LUBE cabinetry with generous storage solutions, and a layout that seamlessly connects to the dining and living areas; perfect for entertainment. Additional highlights include new flooring, built-in shelving, blackout shades, and a gas fireplace adorned with glass stones. A full-size laundry room with cabinetry and sink adds convenience and function. The spacious owner’s suite opens to a private balcony and offers tranquil views of downtown and the bay, creating a serene retreat day or night. The guest bedroom is equally inviting, complete with natural light and thoughtful storage. This penthouse includes two secure, gated, deeded parking spaces and a private storage room. Toscano is recognized as one of Golden Gate Point’s finest boutique buildings, intimate, well-built, and ideally positioned among luxury residences. Enjoy walkability to downtown Sarasota’s world-class dining and cultural venues, easy access to Lido Key’s white sand beaches, and proximity to the marina and bayfront parks.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Mimi Kruk (941-587-5188)
5260 HYLAND HILLS AVE #1616, SARASOTA, FL 34241
$239,000204 Days on yellowkey MLS ID: A4667450
REDUCED by $20,000 (7.7%) on 04/25/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 2000 Tax: $3,310 (2024)Community: Veranda 5Condo
Taxes:$3,310
Remarks: Come take a look at this wonderful maintenance free, first floor “Abbey” Veranda being sold Turn-Key Furnished. At nearly 1,700 square feet, this floor plan is the largest of the Verandas in the community and offers plenty of room and storage for owners and guests alike. With 2 bedrooms, 2 bathrooms, a den/study, and a detached one car garage, this property is ideal for those seeking the best of Florida’s Golf Coast lifestyle. As you enter, you’ll immediately notice the spacious open floor plan designed for both relaxing and entertaining. The kitchen has been thoughtfully updated with beautiful granite countertops and stainless steel appliances giving owners a wonderful space to cook meals and entertain family. The living area lets in a ton of natural lights from the windows and large slider doors, and sweeping views of the immaculately landscaped 14th hole of the golf course and stunning north-western facing water views.The split bedroom layout is perfect for hosting guests or enjoying a quiet evening in, the layout offers flexibility and flow. The primary suite is a perfect place to wind down for the evening complete with a sizable en-suite bathroom with dual sinks, granite countertops, new mirrors and light fixtures, a nice soaking tub, and stand up shower. The den/study space provides the ultimate flexibility as the beautiful double doors allow the room to be used as a third bedroom. Enjoy your private screened front and rear lanai spaces that feature gorgeous ceramic tile flooring and wonderful seating options. Heritage Oaks is known for its pristine 18-hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive recently renovated clubhouse with 2 restaurants including the sensational 19th Hole Lounge, 5 heated swimming pools, and a calendar of events packed with activities. Schedule your private tour on this wonderful property.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Doug Figgins (941-725-1060)
5240 HYLAND HILLS AVE #1421, SARASOTA, FL 34241
$249,000197 Days on yellowkey MLS ID: A4668576
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 2000 Tax: $4,146 (2024)Community: Heritage Oaks Golf & Country ClubCondo
Taxes:$4,146
Remarks: One or more photo(s) was virtually staged. Experience breathtaking panoramic views of the golf course, water, and surrounding preserve from this top-floor corner Abbey floorplan coach home in the prestigious Heritage Oaks Golf & Country Club! This spacious 2-bedroom, 2-bathroom home with a den and private garage offers 1,684 square feet of bright, open living space—now refreshed with brand-new luxury vinyl plank flooring (no carpet!) and freshly painted interiors. The updated kitchen features granite countertops, designer wood cabinetry, and a breakfast bar. The open-concept layout flows effortlessly into the dining and living areas, where natural light fills the space and vaulted ceilings enhance the airy feel. As a top-floor corner unit, you’ll enjoy unmatched privacy and panoramic views—lush preserve scenery on one side and sweeping golf course and water views on the other. Relax on your screened-in lanai, the ideal spot to take in colorful sunsets over the fairway. The split floor plan ensures comfort and privacy, with a spacious primary suite overlooking the course and a separate guest wing with its own bathroom. Offered at an unbeatable price for its size and location, this is the lowest-priced Abbey floor plan currently available—providing exceptional value and room to personalize to your taste. Heritage Oaks Golf & Country Club has recently unveiled a beautifully renovated clubhouse, elevating an already vibrant community experience. Enjoy 18 holes of championship golf, Har-Tru tennis courts, five heated pools, a fitness center, on-site dining, and an active social calendar—all within a secure, gated community. Just minutes from downtown Sarasota and world-class beaches, this home perfectly blends comfort, value, and resort-style living. Don’t miss your opportunity to own a piece of paradise in one of Sarasota’s most desirable country club communities!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Conner Ashley (941-374-1024)
771 JOHN RINGLING BLVD #5, SARASOTA, FL 34236
$549,0007 Days on yellowkey MLS ID: A4690680
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 820 Built: 1965Monthly Fee: $962 Tax: $1,373 (2025)Community: Sarasota Harbor EastCondo
Taxes:$1,373
Remarks: Completely renovated condominium in a unique, prime, waterfront community with an optional boat slip directly outside your door. Sarasota Harbor East is a 55+ maintenance-free community with an exceptional location and arguably the finest Bayfront views in Sarasota! Minutes from downtown Sarasota and St. Armands Circle, Lido Beach, and conveniently located just across the street from the Sarasota Yacht Club. This ground-floor unit features two bedrooms, one bath, and a fully glassed porch that offers breathtaking views. The windows and bi-fold sliders are high-impact glass. The clubhouse has undergone a complete remodel and includes a fully equipped kitchen and new metal roof. Each unit is equipped with a covered carport (this one is directly in front of your door) along with guest parking. There is a designated area onsite for storing kayaks and bicycles. Boats (sailboats or powerboats) up to 30 feet are permitted. Slips are offered on a first-come, first-served basis, and all costs are included in the maintenance fee (several slips are currently available for your boat!). The quarterly HOA fee encompasses cable/high-speed internet, water, sewer, trash collection, exterior pest control, and all building/community maintenance expenses. Pets permitted with valid service or support animal documentation. Furnishings are offered on a separate bill of sale.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
4438 LONG COMMON LN #52, SARASOTA, FL 34235
$319,00017 Days on yellowkey MLS ID: A4689848
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1100 Built: 1988 Tax: $4,069 (2026)Community: Long CommonCondo
Taxes:$4,069
Elementary School: Gocio Elementary
Tax Year: 2026
Remarks: ** STANDALONE VILLA IN GORGEOUS COMMUNITY JUST STEPS FROM THE POOL! ** This very rare standalone villa has all the benefits of single family living with the convenience of a condo - it's the best of both worlds! Located on a private cul-de-sac just steps from the pool, it also has GORGEOUS updated cabinetry throughout, a huge private lanai, and has been fully replumbed. Fresh paint and tons of windows make this home light, bright, open, and airy - and fully move-in ready! ** HOME FEATURES: * SUB ZERO REFRIGERATOR * Tiled in Main Living Area * Cul-de-sac Location * Vaulted Ceilings * Fresh Paint * INDOOR LAUNDRY ROOM * Dual Vanity * Two-Car Garage * Association Maintains Roof, Lawn, and Exterior Paint * LOCATION: The Meadows is a perpetual favorite among Sarasota communities! It's located just minutes from the shops and restaurants of UTC and I-75 with miles of sidewalks, lots of great communities, and even has its own 'downtown' area. This is a phenomenal opportunity to own in a great neighborhood!
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Alex Krumm (941-234-3597)
5855 MIDNIGHT PASS RD #333, SARASOTA, FL 34242
$499,90041 Days on yellowkey MLS ID: A4685733
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 835 Built: 1976 Tax: $4,433 (2025)Community: Harbor Towers Y & RSpa: YesCondo
Taxes:$4,433
Remarks: THE VIEW, THE VIEW, Location, Location. This is IT! RESORT LIVING UNDER $500,000! EVERY AMENITY AT YOUR FINGERTIPS! BEAUTIFULLY APPOINTED, IMPRESSIVE ENTRANCE WITH WATERFALL, WALK INTO THE LUXURY APPOINTED HUGE FOYER--TURN KEY INCOME GENERATING VACATION HOME! STUNNINGLY SELECTED AND DESIGNED UNIT OVERLOOKING THE POOL AND VIEW OF INTRACOASTAL WATERWAY---DESIRABLE 2 WEEK RENTAL WHEN YOURE NOT HERE, BLOCK IT OUT WHEN YOU COME TO ENJOY AND RELAX! ON SITE RENTAL OFFICE TAKES CARE OF IT ALL! Experience the ultimate in luxury coastal living within the waterfront resort community of Harbor Towers Yacht & Racquet Club, one of Siesta Key’s most desirable gated waterfront communities. This beautifully updated sunrise-facing 1 BR, 1 bath home offers breathtaking views of the intracoastal waterway, a completely upgraded oasis to provide modern comfort and elegant coastal style with a gorgeous view of the heated pool and outdoor awning for alfresco dining. Being sold turnkey furnished, this third-floor residence is decorated for immediate enjoyment as a full-time home, vacation getaway, or income-producing investment property. The stunningly renovated interior features hurricane-rated windows, a breathtaking quartz kitchen, vinyl plank wood floors and a stunning bathroom accented in gold. The open-concept living and dining area is filled with natural light, creating a bright and welcoming space ideal for relaxing or entertaining. Included is a washer and dryer, plenty of extra storage space directly across the hall and additional large washers and dryers located on each floor for larger items. Perfect for couples and extended stays, this retreat combines modern coastal finishes, large windows, and resort-style amenities just minutes from world-famous Siesta Key Beach and Siesta Key Village. For boating enthusiasts, you’ll find a beautiful marina with boat slips, as available, through the association. This property offers excellent income potential. Two-week minimum rentals are permitted, and owners may utilize the on-site property management office or manage rentals independently. Residents of Harbor Towers enjoy an exceptional collection of amenities, including: *A large marina *Gulf access (no fixed bridges) *Heated swimming pool and shallow wading pool *Three tennis courts *Fully equipped fitness center with new showers and saunas *Clubhouse with social spaces and large kitchen •Outdoor BBQ and kitchen prep area under a beautiful new awning *For boating enthusiasts, boat slips are available through the association plus an ample kayak storage area. Whether you're seeking a luxurious full-time residence, seasonal retreat, or income-generating property, Harbor Towers offers the perfect blend of resort living and coastal charm. Located near shops and restaurants and across the street from the world-famous Siesta Key Beach, don’t miss this rare opportunity to own your piece of paradise on Siesta Key.
Listing is courtesy of: JUDITH GUZZI & ASSOCIATES LLC (914-490-9032)
Listing Agent: Rosie Dipasquale (614-313-7962)
5515 ASHTON WAY #5515, SARASOTA, FL 34231
$275,00063 Days on yellowkey MLS ID: A4683535
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1232 Built: 1993Monthly Fee: $315 Tax: $2,155 (2025)Community: Ashton Lakes 08Condo
Taxes:$2,155
Elementary School: Gulf Gate Elementary
Remarks: Motivated sellers!! Location! Location! Location! Only 3.5 miles to the world-famous Siesta Key Beach. Experience the unique fine quartz sand from the Appalachian Mountains. Close to I-75, rte. 41, shopping, schools, hospitals and restaurants. This 2-bedroom 2 bath walk-up unit has high ceiling, attic space, bright and airy. Unfurnished. Assigned new carport and screened lanai with lake view. Relax on the lanai watching our flora & fauna. Ashton Lakes Community is located on 33 acres of luscious greenery, with 4 lakes, a combination of 2 tennis courts & 4 pickleball courts,2 heated pools, one large with lap lane, shuffleboard, clubhouse, grilling stations, and other amenities. Our complex is connected by a foot bridge to Merchants Mart shopping center. Shops include CVS, ace hardware, liquor, Dollar store and the famous Detwiller's farm market for your shopping convenience. Come, make this slice of heaven your paradise in the sun. Roof 2020. See attachments for disclosures and updates. Welcome to Ashton Lakes...a well-kept secret location!!
Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)
Listing Agent: Philip Abraham (941-441-6958)
1221 N PALM AVE #106/107, SARASOTA, FL 34236
$850,00076 Days on yellowkey MLS ID: A4682388
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1593 Built: 1924 Tax: $3,860 (2025)Community: Frances CarltonCondo
Taxes:$3,860
Remarks: One or more photo(s) has been virtually staged. Tucked inside the historic 1924 Frances Carlton on Palm Avenue, this fully reimagined residence offers something rarely found in downtown Sarasota, the character of a vintage building paired with the comfort of a completely rebuilt interior. Created by combining two residences, the home spans almost 1,600 square feet and lives more like a private apartment than a typical condominium. High ceilings, original arched windows, and defined rooms preserve the architectural charm, while a comprehensive renovation brings the home entirely into the present. You enter directly into a generous, open kitchen, an unexpected feature in a building of this era, designed for daily living and gathering rather than passing through. Custom cabinetry, stone surfaces, Café appliances, and thoughtful lighting create a space that is both refined and welcoming. Plantation shutters throughout soften the natural light while maintaining privacy. The living areas flow naturally toward the sunroom overlooking Palm Avenue, where warm southwest afternoon light fills the space. At the opposite end of the home, the primary suite offers a different experience entirely. Positioned at the rear of the residence, it extends into a second enclosed sunroom overlooking a small garden courtyard. Accessible through the bedroom, this space becomes a quiet retreat, ideal for morning coffee, reading, or a peaceful workspace. The renovation extends well beyond cosmetics. Flooring, kitchen, baths, electrical, plumbing, lighting, and finishes have all been rebuilt, complemented by two new air-conditioning systems and a tankless water heater. The result preserves the building’s architectural soul while providing the reliability of a much newer home. The residence includes in-unit laundry, two assigned secured parking spaces, and access to the community pool within an intimate building of twenty residences. From here, downtown Sarasota is part of everyday life. Florida Studio Theatre, Sarasota Opera, restaurants, cafés, and evening drinks are just one or two blocks away, with the Bayfront and marina a short walk beyond. For those seeking amenities and high-rise living, downtown offers many options. For those seeking charm, history, walkability, and a home that feels genuinely unique, opportunities like this are very rare.
Listing Agent: Justyna Michalowska (941-567-7300)
137 AVENIDA MESSINA #3, SARASOTA, FL 34242
$625,00092 Days on yellowkey MLS ID: A4680216
REDUCED by $15,000 (2.3%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1966 Tax: $5,716 (2024)Community: Villa NavarraCondo
Taxes:$5,716
Elementary School: Phillippi Shores Elementary
Remarks: Discover this beautiful upstairs furnished condo in a highly desirable complex that is ideally situated in the Mira Mar neighborhood adjacent to the Siesta Key Village! Just a short stroll to the beach and mere moments from top dining, shopping, and nightlife, this unit is the ultimate coastal escape. Enjoy worry-free living with impact windows and sliding doors, a 2024 washer/dryer in the unit, and a 2022 water heater. NEW ROOF, no assessments, and no flooding concerns make this an exceptional find! Both the bathrooms and the kitchen have been tastefully renovated with sleek quartz countertops. The entire unit features neutral ceramic plank-tile flooring and a cohesive neutral palette throughout. Unwind on your screened in lanai, enveloped by lush palms and tropical greenery. Leave your car at home and soak in the beauty of Siesta Key Beach—ranked the #1 beach in the U.S. You are just 2/10 of a mile away from Sunset Pier where pristine white quartz sand, crystal-clear waters, and breathtaking sunsets await. Whether you're seeking a primary residence or the perfect island getaway, this beautifully maintained boutique community of just 16 condos offers an unbeatable location. Don’t miss this rare opportunity!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jackie De Manio Eberley (201-233-1959)
9580 HIGH GATE DR #1822, SARASOTA, FL 34238
$335,00097 Days on yellowkey MLS ID: A4679510
REDUCED by $10,000 (2.9%) on 04/14/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1333 Built: 1996 Tax: $3,377 (2024)Community: Stoneybrook Veranda Greens 2Condo
Taxes:$3,377
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: Live the Dream in Stoneybrook Golf and Country Club on Palmer Ranch. Enjoy incredible fairway and green views of the newly redesigned 17th hole from your private, screened-in back lanai. This second-floor Carlton model condo features vaulted ceilings throughout the living room, dining room, and kitchen—creating a bright, airy space perfect for everyday living and entertaining. The kitchen includes stainless steel appliances, a breakfast nook, and access to the front screened lanai, ideal for enjoying peaceful mornings. The unit comes furnished and new carpet in living areas. The primary bedroom suite offers twin walk-in closets, a great bay window for a dressing table or additional sitting, and a slider out to the lanai. An en-suite bath with a walk-in shower. The split-bedroom layout provides privacy with a spacious second bedroom and adjacent full bathroom. In-unit laundry room with washer, dryer, and more storage. Detached one-car garage. Designer lighting from Venice Lighting Co. The 2024 Golf Course Modernization assessment has been PAID IN FULL by the seller making this a rare opportunity to enjoy a modernized golf experience with no additional expense. Residents enjoy an updated clubhouse and restaurant, 18-hole Arthur Hills–original designed golf course, Har-Tru tennis courts, a state-of-the-art fitness center, resort-style pool and spa, direct access to the Legacy Trail for biking and walking. Stoneybrook Golf and Country Club is a premier member-owned country club community, ideally located between Downtown Sarasota and Downtown Venice, just minutes from Siesta Key Beach. This is the lifestyle you've been waiting for—schedule your private showing today!
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Michael Emery (312-371-9850)
5218 MARSH FIELD LN #108, SARASOTA, FL 34235
$239,900106 Days on yellowkey MLS ID: A4677737
REDUCED by $10,000 (4.0%) on 04/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1588 Built: 1981Monthly Fee: $465 Tax: $3,224 (2025)Community: Heronmere IiCondo
Taxes:$3,224
Remarks: LARGEST 2 BDR CONDO IN THE MEADOWS! Your new home in Heronmere II sits in the heart of The Meadows- a quiet enclave centrally located in Sarasota- where it's happening. Created by renowned architect Tim Siebert of the Sarasota School of Architecture, the design features clean lines, separation of living and sleeping space and an abundance of natural light. This rarely available end unit, just shy of 1600 square feet under air can be yours- TURN-KEY FURNISHED! Large square cut ceramic tile is installed throughout, including on the "HURRICANE IMPACT" glassed-in lanai overlooking the lake and golf course. Recent kitchen renovations include Stainless appliances, a raised ceiling with recessed LED lighting and granite countertops. All windows in the unit have been replaced and each window has built-in adjustable storm shutters for your protection. Your carport is immediately out front, but you’re close enough to the Meadows Village and its restaurants that you’ll probably decide to walk. The Meadows is located 15 minutes from downtown Sarasota. Here you'll have access to miles of walking/biking trails, The Meadows 18 hole golf course, a new state-of-the-art fitness center, pickle ball and tennis courts, a dog park and much more. Some of the country's most beautiful beaches are nearby, as well as world-class arts and culture, restaurants, entertainment and shopping. You are just a short drive to Nathan Benderson Park with its beautiful 400 acre lake, and just 2 miles from the regional shopping mall at University Town Center. THIS is the Sarasota lifestyle!
Listing is courtesy of: STOKES PROP MGMT & REAL ESTATE (941-355-4880)
Listing Agent: Hal Poschmann (941-284-4315)
4096 CENTER POINTE PL #20B, SARASOTA, FL 34233
$325,000107 Days on yellowkey MLS ID: A4676704
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1430 Built: 1983 Tax: $3,281 (2025)Community: Courtyard VillasCondo
Taxes:$3,281
Elementary School: Ashton Elementary
Middle School: McIntosh Middle
Remarks: Beautifully updated 2 bedroom, 2.5 bathroom corner-unit condominium offering 1,430 sq. ft. of living space and a one-car garage in the much sought after community of Courtyard Villas. This updated residence features a new kitchen, renovated bathrooms, new flooring, a new A/C system, and additional upgrades throughout. The first floor includes a spacious great room, dining area, kitchen, and half bath, creating an ideal layout for everyday living and entertaining. Upstairs, the primary bedroom with walk-in closet features a private bathroom, while the second bedroom is complemented by a second full bath. Enjoy the Florida lifestyle with exceptional outdoor living space, including a 30’ x 10’ screened entertaining area plus an additional 14’ x 11’ covered screened lanai, perfect for relaxing year-round. The monthly association fee includes basic cable and provides maintenance-free living, covering exterior maintenance, roof, and lawn care. The community has no age restrictions, allows two pets, and permits rentals with a minimum two-month lease up to three times per year. Ideally located just 0.20 miles from Publix, and within close proximity to restaurants, pharmacies, and medical offices, all accessible via community sidewalks for exceptional walkability and everyday convenience.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mark Quire (941-993-5706)
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