Displaying: For Sale
Location: Sarasota
Property Type(s): Condos
Living Area Square Feet: 1000 to 1499
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Sarasota - 509 properties found
1305 4TH ST #401G RT, SARASOTA, FL 34236
$1,259,00041 Days on yellowkey MLS ID: A4686656
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1344 Built: 2026 Tax: $9,950 (2025)Community: The Gallery SarasotaCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,950
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under Construction. A flawless fusion of art and world-class architecture, The Gallery Sarasota is a boutique style condominium centrally located downtown 3-blocks from the bay, above floodplain with unparalleled proximity to restaurants, shopping, cultural venues, and the new 53-acre waterfront park. The iconic European design offers five distinct collections of light-filled residences that boast high-end Italian finishes, up to 26-foot ceilings, and full-height windows. The tranquil oasis of the private rooftop pool terrace and social lounge provides an elevated retreat for socializing, unwinding, and basking in sun drenched splendor while the vast two-room state-of-the-art fitness center and yoga studio provides an all-encompassing environment for a healthy lifestyle. Under Construction with LIMITED AVAILABILITY, The Gallery Sarasota offers a unique collection of residences you won’t find anywhere else. Private Courtyards, Penthouses, Open Staircases, Rooftop Terraces and more! The best way to discover this exceptional property is to schedule a private site & showroom tour. Our Sales Gallery is conveniently located downtown at 625 S Orange Sarasota, FL 34236 (complete with models & finishing selections).
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Chad Fonder (941-961-3865)
1305 4TH ST #302I, SARASOTA, FL 34236
$1,050,00068 Days on yellowkey MLS ID: A4683324
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1187 Built: 2026 Tax: $9,950 (2025)Community: The Gallery SarasotaCondo
Remarks: Under Construction. Located downtown 3-blocks from the bay, above floodplain with unparalleled proximity to restaurants, shopping, cultural venues, and the new 53-acre waterfront park. Discover the Garden Terrace Collection at The Gallery Sarasota, where sophistication meets serene modern living. These elegant, light-filled homes redefine luxury with in-suite elevators, 13’-8” soaring ceilings, and beautiful garden terraces, each residence is a masterpiece of contemporary design. Expansive primary suites and meticulously crafted interiors set a new standard for refined comfort and style. The designer integrated kitchen features built-in Italian Fulgor Milano stainless steel appliances, imported Italian flat-panel cabinetry, and a beautiful grand island with gorgeous quartz countertops. Top-tier amenities include a spacious west-facing rooftop pool terrace to soak in the sun's brilliance, social lounge, summer kitchen, and a vast two-room Fitness Center and Yoga Studio equipped with cutting-edge cardio and strength-training equipment. Schedule a private site and showroom tour to view The Gallery’s building/unit models and receive an in-depth look into what we have planned for the condominium and surrounding area. Our showroom is located at 625 S Orange Sarasota, FL 34236 (retail space at Orange Club).
1305 4TH ST #301G, SARASOTA, FL 34236
$995,000318 Days on yellowkey MLS ID: A4656537
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1182 Built: 2026 Tax: $9,950 (2025)Community: The Gallery SarasotaCondo
1709 N TAMIAMI TRL #502, SARASOTA, FL 34234
$599,000102 Days on yellowkey MLS ID: A4679227
1 Days Off yellowkey (back on 5/1/2026)
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1050 Built: 2022 Tax: $7,354 (2025)Community: The StrandSpa: NoCondo
Taxes:$7,354
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. PRICE IMPROVEMENT AND GREAT VALUE! Experience this coveted top floor and closest to the Bay location and the fantastic water views, beautiful sunsets, five-star amenities, gated access, and incredible proximity to Downtown Sarasota, the Bay Park, and the area's spectacular beaches. PLUS option to purchase a boat slip with 16,000 lb. lift and 2nd parking space with sunshade! Built in 2022, this residence affords a second-to-none waterfront lifestyle. The 1050 sf, 1 bedroom + office/den, 2 full bath unit features upgraded finishes, sizable living area, designated dining space, serene primary bedroom with luxe owner's bath, expansive custom closet, and private open-air terrace overlooking the water. Perfect as a primary or secondary home, or investment property where weekly rentals are welcome. Entertain in your chef's kitchen with stainless Samsung appliances, upgraded white subway tile backsplash, soft close cabinetry, statement quartz countertops and a generously sized peninsula. The main living space is filled with natural light and affords stunning water views through 9' hurricane-rated sliding glass doors. The office/den is perfect for all of your organizational needs. Additional noteworthy features include custom designed closets, in-unit laundry with Samsung washer and dryer, pendant lighting, designer ceiling fans and custom window treatments. This unit includes 1 under-building parking space and private secure storage. The Strand, brought to life by renowned architectural firm HOYT, and award-winning interior design firm JKL Design features fantastic resort style amenities including heated swimming pool/spa, fitness center, gas fire pit and grills, electric car charging stations, dog park, 1000' boardwalk, kayak and paddleboard launch, and ample guest parking. In addition to the fabulous surroundings and culture of Downtown Sarasota, you can enjoy the restaurants, cafes and bars that are just a stone throw away from The Strand. Make the most of the azure water and explore the top-rated beaches and bays and make this exceptional residence, community and city your home today.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
5627 ASHTON WAY #5627, SARASOTA, FL 34231
$349,00026 Days on yellowkey MLS ID: A4688691
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1232 Built: 1995Monthly Fee: $315 Tax: $2,457 (2025)Community: Ashton Lakes 09Condo
Taxes:$2,457
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Location! Location! Location! Only 3.5 miles to the world-famous sugary sands of Siesta Key Beach. Experience the unique fine quartz sand from the Appalachian Mountains. A tastefully decorated, elegant turnkey furnished 2-bedroom 2 bath, a screened lanai with lake view could be yours. Unit is on the 2nd floor of a 3-story building with a newly furbished elevator access or stairs. Updated kitchen and bathrooms. In 2018 newly installed hurricane impact windows, & lanai sliding doors, for a worry-free hurricane season! Unit is bright, airy and welcoming. Kitchen walls opened, making it bright and cheerful. Updated bathrooms. Relax on the lanai and let our wildlife entertain you. Ashton Lakes Community is located on 33 acres of luscious greenery, with 4 lakes, a combination of 2 tennis courts and 4 pickleball courts, 2 heated pools, large pool with lap lane, shuffleboard, clubhouse, grilling stations and other amenities. Close to I-75, rte.41, shopping, restaurants, hospitals, and schools. Our complex is also connected to Merchants Mart shopping center by a foot bridge. Shops include CVS, restaurants, ACE hardware, liquor store, Dollar store, beauty salon and the famous Detwiller's Farm Market. It's all there for your shopping convenience. Come, make this slice of heaven your paradise in the sun. Disclosures, updates and improvements attached. Roof 2014. Air handler 2021.We welcome you with open arms to this well-kept secret... Items that do not convey are some framed artworks [ seller's creation] some objects d'art, and a swivel accent chair. This unit has almost everything you need from corkscrew to garlic press...just move -in with your suitcase of beach wear, casual wear and plenty of suntan lotion...
Listing is courtesy of: ASHTON LAKES REALTY INC (941-924-4832)
Listing Agent: Philip Abraham (941-441-6958)
800 S BLVD OF THE PRESIDENTS #5, SARASOTA, FL 34236
$520,000348 Days on yellowkey MLS ID: A4653144
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1090 Built: 1972Monthly Fee: $966 Tax: $6,495 (2024)Community: Embassy VillasCondo
Taxes:$6,495
Tax Year: 2024
Remarks: Experience the best of coastal living just steps from Lido Beach and the serene beauty of Lido Bayfront Park. This charming, move-in-ready condo offers 3 spacious bedrooms and 2 full bathrooms, designed for comfort and effortless living. The bright, open floor plan is enhanced by soaring cathedral ceilings in the main living area, creating an airy, light-filled space perfect for relaxing or entertaining. The first-floor primary suite features a private en-suite bath, while two well-appointed upstairs guest bedrooms provide a peaceful retreat for family and visitors. The beautifully updated kitchen showcases brand-new appliances and cabinetry, seamlessly connecting to a dedicated dining area ideal for everyday meals or hosting guests. Enjoy mornings with a walk along the beach and evenings with stunning sunsets over the bay. Located just minutes from the boutique shopping and dining of St. Armands Circle, and a scenic drive across the iconic John Ringling Causeway to downtown Sarasota, you’re perfectly positioned to enjoy world-class theaters, art galleries, golf courses, and marinas. Live the Florida lifestyle you’ve always dreamed of—right here at St. Armands. Motivated seller—bring all offers!
Listing is courtesy of: ESLINGER REALTY INC (941-915-9961)
Listing Agent: Jeffery Eslinger (941-915-9961)
4639 CHAPEL HILL DR #2925, SARASOTA, FL 34238
$399,90039 Days on yellowkey MLS ID: A4687543
REDUCED by $25,100 (5.9%) on 05/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1333 Built: 1997Monthly Fee: $35 Tax: $2,526 (2025)Community: Stoneybrook Veranda Greens North 02Spa: NoCondo
Taxes:$2,526
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: Welcome to your dream condo in the highly sought-after Stoneybrook Golf & Country Club! This stunning, renovated 2-bedroom, 2-bath residence offers 1,333 square feet of light-filled living space with soaring cathedral ceilings and an open-concept design. The beautifully updated kitchen features wood cabinetry with crown molding, granite countertops, stainless steel appliances, and modern lighting—perfect for both everyday living and entertaining. Luxury vinyl plank flooring flows throughout the main living areas, enhancing the home’s clean, contemporary feel. Retreat to the spacious owner’s suite, complete with a charming bay window, wood laminate flooring, and a luxurious ensuite bath featuring quartz countertops, dual storage, a sleek square sink, and a custom-tiled walk-in shower with subway tile and mosaic flooring. A split-bedroom layout ensures privacy, with a generously sized guest bedroom and a fully updated guest bath showcasing new cabinetry, quartz countertops, and stylish fixtures. Enjoy the best of Florida living with two private lanais—front and rear—both finished with new ceramic tile. Savor peaceful mornings and alfresco dining on the rear lanai overlooking the golf course and lake, or unwind in the evening on the front lanai with stunning sunset views. Additional highlights include an interior laundry room with ample storage, updated plumbing (re-piped), new AC (2022), and a new hot water heater making it move-in ready. Residents of Stoneybrook Golf & Country Club enjoy access to a premier gated community featuring an 18-hole championship golf course, clubhouse with dining and lounge, tennis and pickleball courts, fitness center, heated pools, scenic walking trails, and a vibrant social calendar. Ideally located just minutes from shopping, dining, and the world-renowned Siesta Key Beach, this exceptional condo offers the perfect blend of luxury, comfort, and lifestyle. Schedule your private showing today!
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Michael Emery (312-371-9850)
435 S GULFSTREAM AVE #1103, SARASOTA, FL 34236
$665,00028 Days on yellowkey MLS ID: A4688618
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972 Tax: $8,550 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$8,550
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: One or more photo(s) has been virtually staged. Elevated PENTHOUSE living with breathtaking views. Ready to skip the renovations and some carrying costs? ONE YEAR of CONDO FEES will be PAID BY THE SELLER. This 11th-floor penthouse-level gem at Regency House is officially “THE ONE”. Spanning 1,424 SF of bright, open space, this 2-bed, 2-bath residence trades dark corners for floor-to-ceiling glass that frames Sarasota Bay and the Ringling Bridge like a living gallery. Inside, a clean, neutral palette creates a move-in-ready aesthetic that complements a variety of design styles. The designer kitchen featuring custom cabinetry and stone surfaces flows effortlessly into an open-concept living area anchored by a custom electric fireplace, perfect for sunset hosting. Retreat to a spacious primary suite with tranquil water views, complemented by a well-sized secondary bedroom ideal for guests or a home office. Both bathrooms have been tastefully updated. A new in-unit washer and dryer add everyday convenience, along with additional in-unit storage closets. Enjoy maintenance-free living with a professional on-site manager and 24-hour concierge, dedicated covered parking, heated community pool and fitness center, club room, and an active social calendar. Ideally positioned on the quiet edge of downtown Sarasota, this residence offers a true world-class lifestyle just moments from Marina Jack, boutiques of Palm Avenue, Opera and Theatre, Whole Foods, and the botanical beauty of Selby Gardens. Whether it's a morning walk through Bayfront Park or a quick drive over the bridge to St. Armand's Circle and Lido Beach, the best of the Gulf Coast is quite literally at your doorstep. Celebrate ease of ownership and peace of mind; in an era where buyers are cautious about condo buildings, Regency House stands apart as a solid choice. This building has completed the Milestone Inspection and Structural Integrity Reserve Study and maintains healthy reserves. To make your transition entirely frictionless, the seller will pay one year of Condo Fees and the Special Assessment for the upgraded pool with an acceptable offer.
Listing Agent: Dana Cook Westmark (941-356-5091)
5231 MAHOGANY RUN AVE #325, SARASOTA, FL 34241
$268,00013 Days on yellowkey MLS ID: TB8500121
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1433 Built: 1998 Tax: $3,262 (2025)Community: Veranda 1 At Heritage OaksCondo
Taxes:$3,262
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: FULLY FURNISHED ! Welcome to 5231 Mahogany Run Ave, Unit 325 - One of Sarasota’s most sought-after gated, resort-style communities. This second-floor residence features vaulted ceilings, an open, airy layout, and peaceful views overlooking the 13th hole and adjacent nature preserve. This well-designed 2-bedroom, 2-bath floor plan includes a dedicated office/den that can easily function as a third bedroom, ideal for guests, a home office, or added flexibility. The main living area flows directly to both the front and rear screened lanais, both recently upgraded with new tile - perfect for enjoying golf course and preserve views. Inside, you’ll find laminate flooring throughout the main living areas and bathrooms, with soft carpet in the bedrooms for added comfort. A built-in wet bar in the living room adds a great touch for entertaining. The kitchen offers a clean, functional layout with ample cabinetry and a seamless connection to the dining and living areas. The primary suite is privately situated with generous closet space and an en-suite bath. The guest bedroom is well-positioned and paired with an updated guest bathroom, giving a fresh, modern feel for visitors. Additional highlights include a newer A/C system (2022), a new roof, one-car garage, and open guest parking. The home is being offered fully furnished, with everything included. Making this a true turnkey opportunity. Condo fees are highly inclusive, covering unlimited golf, water, sewer, trash, cable, and internet—an ideal setup for golfers or buyers seeking a low-maintenance second home. Heritage Oaks offers an 18-hole golf course, five heated pools, tennis courts, fitness center, 24-hour gated security, and a vibrant clubhouse with dining and year-round events. A clean, flexible, and fully equipped opportunity in one of Sarasota’s most established golf communities.
Listing is courtesy of: MCBRIDE KELLY & ASSOCIATES (813-254-0900)
Listing Agent: Wallas Silva (704-953-1922)
4660 OCEAN BLVD #Q1, SARASOTA, FL 34242
$525,000256 Days on yellowkey MLS ID: A4659204
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1971 Tax: $7,101 (2024)Community: Sea VillageCondo
Taxes:$7,101
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: PRICED TO SELL! New hurricane-impact sliders have been ordered and will be installed prior to closing. Experience million-dollar, direct Gulf views from this ground floor condominium in the sought after community of Sea Village on Siesta Key. Enjoy sunsets every evening from your private lanai, just steps from the shoreline and minutes from one of the world’s top beaches. This 2-bedroom, 2-bath residence has been thoughtfully updated with a fully remodeled kitchen, tile flooring throughout, and plantation shutters. Hurricane-impact windows provide peace of mind and lasting value. Additional features and upgrades include a 2021 water heater, 2022 HVAC, 2023 electrical panel, in-unit washer and dryer, designated parking, storage shed, and bike storage. Sea Village offers residents a true coastal lifestyle with a heated waterfront pool, tropical grounds, and easy access to dining, shopping, and Siesta Key’s vibrant village. Covered parking and generous guest parking make entertaining convenient. Perfect as a primary residence or seasonal retreat, this home blends unmatched views with modern upgrades in one of Sarasota’s most desirable island communities.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Halie Monde (941-735-4707)
5600 BEACH WAY DR #315, SARASOTA, FL 34242
$780,000328 Days on yellowkey MLS ID: A4655560
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1259 Built: 1970 Tax: $7,099 (2024)Community: Beachway AptsCondo
Taxes:$7,099
Remarks: Are you ready to create your lifestyle in the sun, steps away from the quartz crystal white powdery sands and warm Gulf waters of the award-winning Siesta Key Beach? This wonderfully located turn-key, furnished condo end unit is oh so unique on the top floor with views of the beautiful beach and Gulf waters, a rare, remodeled find on the spectacular Gulf coasts of Florida! The rental income is excellent! This recently, completely remodeled from ceiling to floor, wall to wall, unit has 2 bedrooms, 2 bathrooms, hard flooring throughout, a sprawling island, quartz countertops, impact windows and sliders, AND has a spacious balcony, ready for you to relax and enjoy. This unit transfers with $50,000 in furnishings and furniture. This is a perfect place for you to have your dream of a beach life come to reality, with the potential of using it to generate income with monthly rentals. This amazing mid-rise condominium community offers a heated community pool, outside grills, a clubroom with a kitchen, plenty of guest parking and a laundry room on each floor. Recent improvements include newer roofs 2020, a newer elevator 2019, re-plumbed stacks 2018, refreshed landscaping 2020, and new vinyl fencing 2021. The quarterly fee includes access to the heated community pool, basic cable, water/sewer, pest control, weekend on-site maintenance person, and community insurance. Enjoy convenient access to Siesta Key Beach and to Siesta Key Village shops and restaurants with the free trolley service that stops right in front of the Beach Way community, or, walk, orrrrr take a bike cruise to many nearby shops and restaurants… You are not only buying a beach property, you are buying a lifestyle in the beautiful Southwest Florida Sun. This unit can be your own sanctuary escape and your retirement investment... Come see, come sigh and make this Siesta Key lifestyle in the Sun your own.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Karie Backman (941-404-8389)
3516 RICHWOOD #51, SARASOTA, FL 34235
$199,900276 Days on yellowkey MLS ID: A4660143
REDUCED by $10,100 (4.8%) on 05/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1459 Built: 1979 Tax: $2,948 (2024)Community: HeronmereSpa: NoCondo
Taxes:$2,948
Remarks: Welcome to your FULLY FURNISHED condominium in the Heronmere I section of the Meadows! This stunning 2-bedroom, 2-bathroom condominium offers breathtaking views of the Meadows Country Club golf course. As you approach your new condominium, you'll be greeted by a well manicured landscaping and a contemporary style exterior. Step inside and prepare to be amazed by this open floor plan. The well sized kitchen features stainless steel appliances(range, microwave, and dishwasher). The spacious living areas, including the great room, dining room, and enclosed lanai, offer a comfortable and inviting atmosphere. The master bathroom has been tastefully updated to create the complete the experience. The master suite is a true sanctuary, boasting a generous bedroom with a walk-in closet and an updated bathroom featuring updated cabinets, stone countertops, undermount sink, decorative mirror, lights, plumbing fixtures, and custom shower with tiled walls and floor. The guest bath features updated decorative mirror and lighting. Step outside to your very own oasis. The spacious enclosed lanai with tile flooring and an additional open patio provide the perfect spot to relax and enjoy the Florida sunshine. And with a stunning golf course view as your backdrop, you'll feel like you're on vacation every day. A convenient one assigned space for parking and additional guest parking gives you the parking you need for family and friends. Don't miss your chance to own this incredible condominium in the Meadows. Convenient community pool within walking distance. There are walking and biking trails throughout the picturesque Meadows community for all of your leisurely outdoor activities. University Town Center(UTC) is within minutes featuring 30+ restaurants, shopping, dining and entertainment. Whether you looking to go to the beach, additional shopping, or the Arts(live performing arts, opera, ballet, orchestra) Lido Beach and downtown Sarasota are within about 20 minutes of this centrally located condominium in the Meadows.
Listing Agent: Matt Cannon Llc (941-228-2030)
1269 SIESTA BAYSIDE DR #1269C, SARASOTA, FL 34242
$719,0004 Days on yellowkey MLS ID: A4690832
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1280 Built: 1988Monthly Fee: $1,647 Tax: $7,639 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$7,639
Remarks: A first-floor 2-bedroom, 2-bath residence in Gulf and Bay Club Bayside with no unit above, offering added privacy and direct access. An optional second garage is available for purchase under a separate bill of sale. Located on Siesta Key, an eight-mile barrier island consistently recognized among the top beach destinations in the United States and globally, Siesta Beach has been ranked the #1 beach in the United States and #4 in the world by Tripadvisor’s Travelers’ Choice Awards and has also been included on Travel + Leisure’s list of the World’s 50 Best Beaches as the top-ranked beach in the U.S. This unit offers 1,280 square feet and is being sold turnkey furnished. The interior has been recently updated and includes a kitchen with new appliances. Luxury vinyl flooring runs throughout the main living areas and the lanai, with tile flooring in the bathrooms and kitchen. The layout provides functional living space suitable for full-time use, seasonal occupancy, or rental use. A full-size washer and dryer are located within the unit. The living area opens to views of a protected nature preserve. The community allows weekly rentals, providing income potential. The property was not impacted by recent hurricanes. Ownership includes one private garage, with a second garage available for purchase under a separate bill of sale. Residents have private beach access to Siesta Key’s shoreline, known for its quartz sand and calm Gulf waters, along with community amenities including two pools, tennis courts, and a gated entrance with on-site management. This property may be used as a primary residence, seasonal property, or income-producing rental.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Tiffany Nisbet (941-809-0889)
5855 MIDNIGHT PASS RD #408, SARASOTA, FL 34242
$599,000115 Days on yellowkey MLS ID: A4677365
0 Days Off yellowkey (back on 5/1/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1056 Built: 1976 Tax: $5,584 (2025)Community: Harbor Towers Y & RSpa: YesCondo
Taxes:$5,584
Remarks: Under contract-accepting backup offers. Experience the best of coastal living at Harbor Towers on Siesta Key in this beautifully appointed two bedroom, two bath residence with Intracoastal Waterway views. Offered fully furnished, this turnkey condominium is ideal as a full time residence, vacation getaway, or income producing investment.Enjoy seamless indoor outdoor living with brand new sliding glass doors that invite in natural light. Recent community and building enhancements include new exterior paint and updated windows, adding to both peace of mind and long term value. Harbor Towers is a highly sought after waterfront community that allows short term rentals with a minimum of two weeks, making ownership especially attractive for investors. The convenience of on site property management ensures effortless rental coordination and maintenance when you are away. Residents enjoy a resort style lifestyle with an impressive array of amenities, including a waterfront swimming pool, relaxing spa, fitness center, sauna, tennis courts, outdoor grilling areas, and boat slips available on a first come first served basis. Ideally located on the Intracoastal Waterway with easy access to boating, world famous beaches, dining, and shopping, this is a rare opportunity to own a move in ready, income friendly waterfront property in one of Siesta Key’s most desirable communities.
Listing is courtesy of: WINKLE AND COMPANY LLC (941-500-9731)
Listing Agent: Heather Fitzmaurice (941-323-3998)
4275 CASTLEBRIDGE LN #1312, SARASOTA, FL 34238
$249,00035 Days on yellowkey MLS ID: A4687640
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1068 Built: 1999 Tax: $4,421 (2025)Community: Pinestone At Palmer RanchCondo
Taxes:$4,421
Remarks: Welcome to Pinestone at Palmer Ranch, one of South Sarasota's best-kept secrets. This beautifully appointed first-floor condo offers 2 bedrooms and 2 bathrooms in a spacious, open floor plan designed for easy living. Brand new LVT flooring flows through the living room, dining room, and primary bedroom, complemented by newer stainless steel appliances and a newer AC. A sunny kitchen window and a serene lanai with a private patio backing to green space complete the picture. Pinestone is a gated community rich with amenities, an Olympic-sized pool, grilling stations, shuffleboard, and lighted tennis/pickleball courts. The clubhouse features a fitness facility, 32-seat movie theater, library, billiards room, and more. The location is simply unmatched. Directly across from TPC Prestancia, Sarasota's prestigious private golf and social club, featuring two 18-hole championship courses Sarasota sprawling across 565 acres of lush landscape Naples Golf Guy, your daily backdrop doesn't get much better. Legacy Trail is right outside your door for biking and walking, with Publix, Target, and Costco moments away, and Siesta Key just five minutes down the road.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mickey Kiernan (941-402-9115)
3300 BENEVA #214, SARASOTA, FL 34232
$199,99994 Days on yellowkey MLS ID: O6371947
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1084 Built: 1980 Tax: $2,279 (2025)Community: Fairways & GreensCondo
Taxes:$2,279
Elementary School: Wilkinson Elementary
Remarks: Incredible investment opportunity to own a 2-bedroom, 2-bath condominium in the highly desirable Fairways & Greens Condo community. This first-floor unit features an open and functional floor plan designed for comfortable living and easy entertaining. The well-appointed kitchen offers stainless steel appliances and flows seamlessly into the dining and living areas, creating a bright and inviting space. The primary bedroom includes direct access to an enclosed patio with peaceful views of the community pool and landscaped grounds. The second bedroom is generously sized with ample natural light, ideal for guests, a home office, or flexible use. Additional features include a second full bathroom and a convenient laundry closet with washer and dryer. Unit 214 includes one assigned covered parking space, along with ample guest parking. Tenant-occupied with an active one-year lease in place, making this a turnkey investment opportunity with immediate rental income. Located in central Sarasota, the property is just 0.2 miles from Publix, 3 miles from Sarasota Memorial Hospital, and 5.5 miles from Siesta Key Beach. Nearby attractions include Arlington Park, Downtown Sarasota, Legacy Trail, shopping, dining, and major roadways including US-41 and I-75. Ideal for investors seeking a well-located, income-producing property in a prime Sarasota location.
Listing is courtesy of: NOBSKA REAL ESTATE LLC (689-276-1593)
Listing Agent: Laura Teixeira, Pa (941-962-2413)
5709 AVISTA DR #4108, SARASOTA, FL 34243
$272,4006 Days on yellowkey MLS ID: A4691666
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1284 Built: 1985 Tax: $3,086 (2026)Community: Avista Of Palm-AireSpa: YesCondo
Taxes:$3,086
Elementary School: Kinnan Elementary
High School: Braden River High
Tax Year: 2026
Middle School: Braden River Middle
Remarks: WOW! CLEAN, DECORATED, RENEWED MOVE IN CONDITION, JUST BRING YOUR CLOTHES AND YOUR ATTITUDE FOR FUN! Entertaining views out back on the golf course with birds and pond from the back Lanai with southern exposure. This open concept floorplan with soaring cathedral ceiling and newer luxury vinyl plank flooring is sure to please and easy to maintain! The kitchen has been updated with granite countertops and features a pantry, plenty of counter space and storage for the discerning chef with a breakfast nook and countertop height bar. The bathrooms have been updated with a cool Floridian vibe with natural stone backsplashes and granite counter tops and more! Your move could be easy peasy as this home is turnkey and clean with comfy cotton linens, newer furniture and appliances including the new refrigerator and whole central air conditioning replaced 2025. The front bedroom serves as a private suite once the pocket door off the foyer is closed. Laundry in unit as well as two linen closets and a coat closet so storage is no problem! This oversized garage 30' deep give you enough room for your car and your golf cart or shop area. The garage floor has a walkup attic for additional storage. This is a small community so you will feel at home in no time! Enjoy the central park with mature trees and open green space as you approach the pool and clubhouse. The pool is nice sized, there is a spa, clubhouse and barbeque grill for cookouts. Membership to Palm Aire Golf and Country club is optional with golf, tennis, social and dining memberships available and reasonably priced. See Country Club for their plans. Conveniently located close to many dining options, medical care, shopping, UTC Parkway corridor and only 8 miles to downtown Sarasota, 10 miles to Lido beach and St. Armand Circle plus many other beaches close by. Great for full time residents, snow birds and investors!
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Renee' Dettmann (941-343-7875)
7266 ELEANOR CIR #202, SARASOTA, FL 34243
$259,900150 Days on yellowkey MLS ID: N6141781
REDUCED by $10,000 (3.7%) on 04/24/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1212 Built: 1995 Tax: $3,830 (2024)Community: Pinehurst Village Sec 2 Ph BCondo
Taxes:$3,830
Remarks: Location Location Location!! HUGE PRICE IMPROVEMENT (X2)!! Welcome Home to Pinehurst Village II Step into a place where comfort, warmth, and thoughtful design come together to create a truly special home. This inviting residence welcomes your furry friends (up to two dogs, 50 lbs each), making it perfect for those who cherish companionship and community. From the moment you enter, soaring cathedral ceilings and abundant natural light set a peaceful tone. The modern luxury vinyl plank flooring (installed in 2022) and custom window shutters reflect care and pride in every detail. The kitchen, overlooking the open living room and cozy breakfast nook, is a space where memories are made—whether it’s morning coffee or family dinners. Retreat to the spacious master suite, a true sanctuary with a skylit bath and a large step-in shower. The custom walk-in closet by Closets by Design offers room for all your treasures, with adjustable shelving and hanging space to keep life organized. Enjoy the gentle Florida breeze from your private lanai, which opens to a tranquil preserve and is accessible from the master bedroom, second bedroom, and living area. Guests will feel right at home with their own suite and secluded hallway, ensuring privacy and comfort for everyone. Practical touches abound: a dedicated laundry room, ample storage, newer kitchen appliances (2022), ceiling fans throughout, and a newer hot water heater (2020/2021) make daily living easy. The one-car garage with remote access and low HOA fees add convenience and value. With upcoming community updates and a transferable AC warranty through American Home Shield, you’ll have peace of mind for years to come. Minutes away to University Town Center, Siesta Key Voted #1 beach in America, and less than 10 minutes to Sarasota Airport (SRQ). This is more than a house—it’s a place to build your future, share laughter, and create lasting memories. Schedule your private tour today and discover the heart of Pinehurst Village II.
Listing is courtesy of: COLDWELL BANKER REALTY (941-493-1000)
Listing Agent: Darryl Wright (443-926-4296)
5711 BENTGRASS DR #19-203, SARASOTA, FL 34235
$248,000338 Days on yellowkey MLS ID: A4654485
REDUCED by $1,000 (0.4%) on 05/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1246 Built: 2002 Tax: $3,197 (2024)Community: Las Palmas Of SarasotaSpa: YesCondo
Taxes:$3,197
Remarks: Lease to Own available! Two-bedroom two bath townhome in the popular gated community of Las Palmas. The luxury condominium community of Las Palmas has a superior Sarasota location in close proximity to UTC Mall, Benderson Park, popular local golf courses, downtown activities and local beaches! This gated, resort community offers not one but two heated pools, two gyms, a clubhouse, pickleball, tennis, walking trails, dog park, and playgrounds. The two-bedroom townhouse has a beautiful preserve view from the large, screened lanai. There is a one car garage on first level, large enough to store all your toys and car. The second level has the open kitchen, living room and dining room and a guest bedroom and bath. The 3rd floor has the primary suite with the large bath and walk in closet. The kitchen boasts wood cabinets, quartz countertops and new stainless appliances. This community offers an affordable Florida lifestyle for both the first-time buyer or retiree. Large pets are welcome! Why rent when you can own this home for less, call and ask about the affordable terms.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER (941-729-7400)
Listing Agent: Kathy Cahill (941-807-3565)
5275 WILLOW LINKS #50, SARASOTA, FL 34235
$249,900166 Days on yellowkey MLS ID: A4671984
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1145 Built: 1980 Tax: $534 (2024)Community: Willow LinksCondo
Taxes:$534
Remarks: THE BEST DEAL IN THE MEADOWS!! WOW Look NO FURTHER!!! FULLY RENOVATED END UNIT 2 Bed/2 Bath! Welcome to this stunningly beautiful and fully renovated END UNIT 2-bedroom / 2-bathroom condo nestled in the serene and sought-after Meadows community of Sarasota!! With OVER 90k in upgrades this condo offers modern comforts amidst picturesque surroundings. The kitchen has been meticulously renovated, featuring new cabinetry, granite countertops, a spacious island, glass backsplash and top-of-the-line Kenmore Elite appliances! Recessed lighting and elegant fixtures enhance the contemporary feel. Both bathrooms boast granite countertops, new sinks, and modern faucets. Enjoy the warmth of new wood flooring with cork underlayment for sound reduction in the living areas, complemented by plush new carpeting in the bedrooms. The condo has been re-plumbed entirely, ceilings refinished to remove popcorn texture and adorned with new baseboards and crown molding. All switch plates, outlets, and window treatments have been updated, ensuring a move-in-ready experience. Enjoy scenic views while relaxing in the enclosed lanai with water views and views of the golf course! The Meadows community is renowned for its lush landscapes and abundant recreational options, including community pool, nature trails, golf courses and proximity to premiere shopping and dining along the University corridor, Waterside and stunning beaches! Low monthly HOA also allows for access to The Meadows Country Club facilities. Optional golf membership available for additional fee. Whether you are looking for a full time residence, snowbird or investment with monthly rentals, you will fall in love with this beautiful condo the moment you step inside! Motivated Seller, bring all offers!
Listing Agent: Melissa Killion (941-248-6840)
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