Location: Sarasota
Do Not Show Listings
5740 MIDNIGHT PASS RD #307, SARASOTA, FL 34242
$1,399,000119 Days on yellowkey MLS ID: A4680695
REDUCED by $71,000 (4.8%) on 05/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1466 Built: 1986 Tax: $9,646 (2024)Community: Gulf & Bay Club Ph 6Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,646
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: This Gulf-front, resort-style third-floor end unit offers breathtaking beach and Gulf views, abundant natural light, and an open-concept floor plan within an exclusive 24-hour guard-gated community. Luxurious yet inviting, this beautifully updated 2-bedroom, 2-bath condominium is the perfect coastal retreat. Elegant porcelain flooring flows throughout the residence, enhancing the bright, airy ambiance and reflecting the stunning natural light. The spacious designer kitchen is truly a showpiece, featuring custom wood cabinetry, gorgeous granite countertops, and top-of-the-line appliances. Both bathrooms provide a spa-like experience with stylish finishes and fixtures, including a relaxing jetted tub in one bathroom. Designed for effortless resort living, the oversized laundry room offers additional storage and a deep utility sink for convenience. Every window and sliding glass door has been upgraded to impact-rated standards, while the entire interior has been meticulously renovated with timeless coastal elegance. Enjoy spectacular beach views from the comfort of your living room while watching beach volleyball below. Perfectly positioned close to the activity, yet offering exceptional privacy, the expansive impact-rated sliders invite in refreshing Gulf breezes along with panoramic views of the turquoise water, white sand beach, and endless blue sky. Few properties can offer both direct Siesta Key Beach access and true Gulf-front views just steps from your door. Gulf & Bay Club is situated on 32 beautifully landscaped tropical acres along world-famous Siesta Beach and offers an unmatched resort lifestyle with 800 feet of private beach frontage. Residents enjoy an impressive array of amenities, including: Three swimming pools, including one overlooking the beach State-of-the-art fitness center with cardio, strength training, and yoga facilities Eight tennis courts, including a Har-Tru court Pickleball, basketball, racquetball, and shuffleboard courts Six dry saunas and a hot tub Two freshwater lakes Six BBQ areas and a private picnic island Complimentary Wi-Fi at the clubhouse On-site management Electric vehicle charging stations and car wash area This unit also includes a designated covered parking space, expansive grounds to explore, and endless opportunities to stroll the world-renowned white sand shoreline before falling asleep to the soothing sound of rolling waves. Owners also have access to a private guest suite that can be reserved for visiting family and friends. Located just minutes from the charming shops and restaurants of Siesta Village, this exceptional property is ideal as a full-time residence, luxurious vacation getaway, or outstanding investment opportunity. Experience unforgettable sunsets and embrace the ultimate beachfront lifestyle. This rare slice of paradise on Siesta Beach truly has it all.
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Cindy Furtado (808-937-2376)
7607 PRESERVES CT, SARASOTA, FL 34243
$379,00017 Days on yellowkey MLS ID: A4691780
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1515 Built: 1997 Tax: $4,145 (2025)Community: The Preserves At Palm-AireCondo
Taxes:$4,145
Elementary School: Kinnan Elementary
High School: Braden River High
Tax Year: 2025
Middle School: Braden River Middle
Remarks: Welcome to “The Preserves at Palm Aire.” This brightly elegant home has an en-suite master bedroom, a second bedroom, a second bathroom and a den that can be converted into an office or a third bedroom as well as a roomy kitchen with two pass throughs to the living area….. As you enter the home from the brick paved courtyard through the glass inlaid mid-century-modern front door, you will become immersed in the open concept floor plan. Large windows and high ceilings provide an airy experience where one can flow through the living-dining room to the expanded enclosed lanai and out into the spacious grass yard. Hurricane windows and slider door installed in 2022. There is no need for window treatments as there are plantation shutters on every window throughout the home…. the attached garage has a terrazzo floor that can easily hold a car/suv, plus a golf cart, boxes of Christmas decorations, tools and a snowblower….. Palm-Aire is a master planned community near the border of Sarasota and Manatee counties. It is well situated to downtown Sarasota, the Sarasota Airport, the UTC Mall and I-75….. The Preserves is a charming neighborhood within the greater Palm-Aire community…..This Villa is a short walk from the Palm-Aire Country Club and Golf Course. Membership in the club is not required. However, several levels of Social Participation are available for those who do not hit the little white (or pink) ball but who want to join in the non-golf activities..........Please see the attached pictures with descriptions to get a better understanding of the features of this wonderful home..........Photos taken with furniture that has since been removed.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Bob Keir (412-977-3064)
1771 RINGLING BLVD #703, SARASOTA, FL 34236
$648,900305 Days on yellowkey MLS ID: A4658164
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1440 Built: 2006 Tax: $8,759 (2024)Community: Rivo At RinglingSpa: YesCondo
Taxes:$8,759
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Offering an unmatched combination of structural peace of mind, a walk-to-everything downtown lifestyle, and rare perks like two secure parking spaces, this meticulously updated residence represents the ultimate value play in Sarasota’s luxury market and demands an in-person tour. DOWNTOWN VALUE & PRIME LOCATION | 2-BR + DEN | SECURE MODERN CONSTRUCTION For the buyer seeking the perfect intersection of strong value, a walk-to-everything location, and the structural integrity of a newer building, Residence #703 at Rivo at Ringling delivers on every front. Built in 2006, this 16-story contemporary tower stands out in downtown Sarasota for its modern concrete construction, excellent building health, and a fully funded reserve—offering rare peace of mind and long-term financial security. Encompassing just 106 residences around a dramatic, light-filled central atrium, Rivo offers an intimate, well-managed community feel with lower fees and better value per square foot than surrounding new construction, all while placing you steps from the city's best dining, theater, and waterfront. Inside, this meticulously updated 2-bedroom plus den, 2-bathroom residence offers an effortless, move-in-ready transition with both bedroom sets fully included in the sale. The bright, open-concept floor plan features a freshly modernized chef’s kitchen with sleek quartz countertops, a full-height seamless backsplash, custom stacked cabinetry, and stainless steel appliances. Expanses of glass open to an impressive, oversized 20x9-foot north-facing terrace, extending your living space outdoors for alfresco dining against a backdrop of the city skyline and a glimpse of Sarasota Bay. This split-bedroom layout ensures maximum privacy for guests, while the flexible custom den easily functions as a home office, media room, or a third sleeping space. Serving as a quiet retreat, the primary ensuite is complete with direct terrace access, a large walk-in closet, and a spa-inspired ensuite bathroom featuring a frameless glass shower and premium modern finishes. Practical efficiency and convenience are woven throughout the property, from the interior peace of an exterior-facing AC closet with a UV air-purifying system to a wealth of rare downtown parking assets. This residence includes an exceptionally rare commodity in downtown living - two oversized, under-building parking spaces in a secure gated garage! Also included is a private storage room, secure bike and kayak storage, and available EV charging stations. Rivo at Ringling further elevates its value proposition with resort-style amenities, including concierge services, a heated pool and spa with a sun deck, a covered grilling terrace, a state-of-the-art fitness center, and a pet-friendly policy with flexible rental guidelines. Combining a high-quality newer build, fully funded financial health, and a partially furnished (bedrooms only) head start in the heart of downtown, this residence represents an unmatched value play in Sarasota’s luxury market. Easy to view and easier to fall in love with Rivo and this 7th floor property.
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Shayla Twit (941-544-7690)
2153 PUEBLO CIR #V14, SARASOTA, FL 34231
$199,000124 Days on yellowkey MLS ID: A4679111
REDUCED by $33,000 (14.2%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 1972 Tax: $2,363 (2025)Community: Woodside Village WestSpa: NoCondo
Taxes:$2,363
Remarks: Located in the heart of Sarasota, this ground floor 2/2 villa is very comfortable, manageable and private. Tucked away in a private courtyard, this villa has been lovingly maintained and upgraded by its owner. The windows and sliding glass door were replaced in 2016 with PGT vinyl frame impact double hung windows and impact sliding glass in the sliding door. The HVAC unit was replaced in 2022. The interior of the entire villa was freshly painted in 2022. The kitchen has cabinets galore and plenty of counter space. The laundry closet has a washer and dryer and storage space. The side door in the kitchen and the slider in the dining area lead to the private patio in the back of the villa. With permission from the Association, this patio can be screened in. There is a large walk in the closet off of the primary bedroom plus an ensuite bath with a large vanity and a step-in shower. Grab bars have already been installed in the shower. There is a full guest bath with tub/shower. More closet space and storage in the second bedroom plus in the large hallway closet. This active 55+ community has a swimming pool. Each unit has its own parking space plus guest spots. There are a total of 48 units in this private enclave. Conveniently located close to shopping, restaurants, medical offices and houses of worship plus only a few miles away from America's #1 Beach at Siesta Key. Being sold turnkey furnished, this villa is move in ready.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Helene Hyland (941-685-2274)
6140 MIDNIGHT PASS RD #904, SARASOTA, FL 34242
$2,450,00052 Days on yellowkey MLS ID: A4682903
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1940 Built: 1967 Tax: $9,709 (2025)Community: Horizons WestCondo
Taxes:$9,709
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Experience the pinnacle of island living in this 9th-floor, west-facing penthouse offering sweeping, unobstructed Gulf and Crescent Beach views from Point of Rocks to iconic Siesta Beach, where nightly sunsets paint the sky. Perfectly positioned above Siesta Key’s crystal-white sands, this spacious residence features 2 bedrooms and 2 baths with the rare opportunity to expand to a third bedroom and bath, allowing you to customize your coastal retreat. Highlights include a full laundry room, impact-rated windows, tankless water heater, dual A/C systems, and a coveted private 2-car garage with direct lobby access—one of only four in the community. Located in the prestigious Horizons West, a gated gulf-to-bay enclave spanning more than seven lush acres, residents enjoy 300 feet of private beachfront, beach cabanas, a Gulf-front pool and spa, grilling areas, a bayside pool and clubhouse, and a private intracoastal park with day dock, kayak launch, and serene mangrove setting. With SIRS and Milestone inspections complete and new landscaping throughout, this exceptional penthouse delivers luxury, privacy, and the ultimate Siesta Key beachfront lifestyle.
Listing Agent: Suki Scollo (941-587-2289)
6140 MIDNIGHT PASS RD #101, SARASOTA, FL 34242
$875,000106 Days on yellowkey MLS ID: A4682618
REDUCED by $24,998 (2.8%) on 04/15/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 1041 Built: 1967 Tax: $8,899 (2025)Community: Horizons WestCondo
Taxes:$8,899
Remarks: Experience the ultimate Siesta Key beach get-away in your TURNKEY FURNISHED, west-facing condo at Horizons West and just steps from your private beach with plenty of beach chairs and five sun cabanas. Enjoy the crystal sands of Crescent Beach where the sand is always cool and you’ll never miss a sunset. This spacious 1-bedroom retreat boasts over 1,000 sq. ft. and has tiered ceilings up to 9 ½ feet. The west facing wall of oversized 6-foot-high impact windows frame breathtaking panoramic Gulf, beach, resort pool and sunsets sunset views, including dolphin sightings. Perched above the lobby and mezzanine, use the elevator to enter this bright and cheerful end-unit with west and south facing windows in the living room. Enjoy an open, airy floor plan with a designer kitchen featuring stone countertops, stainless appliances, and a breakfast bar. The generously sized bedroom has south and east facing windows and an en-suite bathroom with a beautifully tiled walk-in shower. Resort-style amenities abound: 300 ft. of private beach, two pools, spa, cabanas, grills, and a bayside park with day dock. This unit comes with private carport storage for all your beach toys. Hop on the free Siesta Key trolley for world-class dining and shopping. Come see why Siesta Key is ranked the #1 Beach in the USA and #4 in the world—your piece of paradise awaits!
6140 MIDNIGHT PASS RD #501, SARASOTA, FL 34242
$1,895,00053 Days on yellowkey MLS ID: A4688820
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1798 Built: 1967 Tax: $16,236 (2025)Community: Horizons WestCondo
Taxes:$16,236
Remarks: Spacious and inviting, this TRUE 3-bedroom, 5th-floor end-unit condominium is located directly on Siesta Key’s world-renowned quartz crystal sand beach and offers sweeping west-facing Gulf and Crescent Beach views from Point of Rocks to northern Siesta Key. Enjoy water views from every room in this updated, move-in-ready residence that comes fully turnkey furnished—just bring your suitcase and start enjoying the beachfront lifestyle. Featuring IMPACT windows and doors for peace of mind, this coastal retreat is nestled within the desirable Horizons West, a Gulf-to-Bay resort set on over 7 beautifully landscaped acres. Amenities include 300 feet of deeded beach access with cabanas, a beachside pool and spa, grilling areas, a second pool by the clubhouse, and a private Intracoastal Waterway park with day dock ideal for fishing, picnicking, or watching boats pass by. Launch kayaks and paddleboards from the bayside to explore the mangroves, or hop on the free Siesta Key trolley to experience the island’s exceptional dining, shopping, and entertainment.
9580 HIGH GATE DR #1822, SARASOTA, FL 34238
$335,000128 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
Middle School: Sarasota Middle
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 Agent: Michael Emery (312-371-9850)
4639 CHAPEL HILL DR #2925, SARASOTA, FL 34238
$390,00066 Days on yellowkey MLS ID: A4687543
REDUCED by $9,900 (2.5%) on 05/21/2026
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
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!
1350 SIESTA BAYSIDE DR #1350B, SARASOTA, FL 34242
$949,000101 Days on yellowkey MLS ID: A4683073
REDUCED by $26,000 (2.7%) on 05/27/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1495 Built: 1988 Tax: $8,303 (2025)Community: Gulf & Bay Club BaysideSpa: NoCondo
Taxes:$8,303
Remarks: Experience turnkey island living in this second-floor, three-bedroom townhome residence at Gulf & Bay Club Bayside on Siesta Key. Offered fully furnished and operating as an active rental with strong income history, this two-story getaway presents an outstanding opportunity for personal enjoyment and investment potential in one of Sarasota’s most desirable beach communities. Spanning nearly 1,500 square feet, the light-filled layout features tile flooring throughout the main living areas, high ceilings, and an open living/dining design ideal for gathering and entertaining. The updated granite kitchen is equipped with stainless-steel appliances, custom cabinetry, breakfast bar seating, built-in planning desk, and a sunny dining nook with additional storage. French doors open to the screened terrace, where added windows transform this space into a true year-round Florida room—an upgrade not commonly found in many Bayside residences. This enhancement expands the usable living area and allows you to enjoy the outdoor setting in every season, whether hosting guests or relaxing after a day at the beach. The primary suite is conveniently positioned on the main level and offers a walk-in closet, granite-appointed en-suite bath, and direct access to the enclosed terrace. Upstairs, a versatile loft provides flexible living space, while two guest bedrooms share a full bath—creating an ideal layout for visiting family or rental guests. This residence includes a deeded garage space and benefits from weekly rental flexibility, further enhancing its income-producing appeal. Unique Opportunity: We also have a second Gulf & Bay Club Bayside residence available in the same building on the first floor. Purchasing both properties would provide a rare chance to own five bedrooms within the same community—perfect for larger family gatherings, seasonal hosting, or multi-generational stays. Owners would enjoy the flexibility to occupy one unit while renting the other or maximize rental income throughout the year. Gulf & Bay Club Bayside is known for its coastal architecture and resort-style amenities. Residents enjoy heated swimming pool, tennis and pickleball courts, fitness center, clubhouse, grilling stations, and a fishing dock on the Intracoastal Waterway. Deeded beach access directly across the street places Siesta Beach’s renowned quartz sands and Gulf waters just moments away. Located in the heart of Siesta Key, this residence offers convenient access to Siesta Village’s restaurants, boutiques, and live music. Boating, paddle boarding, and waterfront dining are close by, while downtown Sarasota—home to the Sarasota Opera House, Selby Gardens, The Bay Park, and St. Armands Circle—is just a short drive away. Whether seeking a beach retreat, a rental investment, or the flexibility of dual-unit ownership on Siesta Key, this Gulf & Bay Club Bayside residence delivers location, versatility, and exceptional lifestyle value.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
8370 WINGATE DR #716, SARASOTA, FL 34238
$255,00022 Days on yellowkey MLS ID: A4693098
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1068 Built: 1996 Tax: $3,341 (2025)Community: Pinestone At Palmer RanchCondo
Taxes:$3,341
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: Have you been waiting to find that perfect lakeview condo? This great 2 bed/2 bath condo at Pinestone is the perfect home for nature lovers! From the screened lanai, you can enjoy birdwatching and an occasional alligator sighting! Grilling is allowed on your personal patio. Add some colorful flowers and plants to make it your own outdoor oasis. Enjoy water views from your open plan kitchen, dining, and living areas and your master bedroom as well. This unit is being sold turnkey furnished with fun Florida Style furniture and decor. It is carpeted though out except for the ceramic tile in the kitchen and bathrooms. The current formica cabinets are older but in good condition and several appliances are newer. There are several large closets and a large storage room adjacent to the entry which is great for your beach gear, bikes, and other items. This condo is being sold AS-IS. Pinestone at Palmer Ranch is known for its amenities and social calendar. Enjoy swimming in the Olympic style heated pool, or get active on the tennis and pickleball courts. There is a 32- seat movie theater for private showings of movies and sports. The nearby Legacy Bike Trail is popular with bikers and walkers. Siesta Key and Venice are just 15 minutes- drive time. This location is ideal for quick access to Costco, Kohls, Target, Publix , Lowes and many great restaurants. If you are ready to live the Florida resort lifestyle this community and this condo could be perfect for you. Call for a private showing.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Carolyn Francis (941-400-0083)
4270 CASTLEBRIDGE LN #1723, SARASOTA, FL 34238
$325,00027 Days on yellowkey MLS ID: A4692087
0 Days Off yellowkey (back on 5/23/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1604 Built: 1998 Tax: $3,654 (2025)Community: Pinestone At Palmer RanchCondo
Taxes:$3,654
Remarks: One or more photo(s) has been virtually staged. Welcome to beautiful Pinestone at Palmer Ranch; an active resort style community, complete with all of the amenities that make living there extraordinary! 4270 Castlebridge Ln 1723 is a large 2 story, second floor unit with a one-of-a-kind pool and grounds view. The "Chateau" is an open floor plain in the living areas. There are 2 spacious bedrooms on the main floor and a large primary suite and loft on the second floor. From the second floor you can see the living areas below. The vaulted /cathedral ceilings create an expansive feeling. There are 2 walk-in closets . The new vinyl wood plank flooring throughout is stunning! New lighting fixtures, and a newer refrigerator are a nice addition. Enjoy seasonal or full time living at Pinestone. The beautiful clubhouse is the site of many community parties and other events. There is an expansive heated pool, BBQ grills, a billiard room, spa, basketball, pickleball, and tennis courts, and an onsite 32 seat movie theater. The fitness room, water aerobics program, and chair yoga, line dancing, and other opportunities are popular for staying fit. The Pinestone Patter, a monthly calendar and newsletter, keeps all informed as to all of the events to have fun and meet the neighbors. Pinestone has an on-site manager. Rentals are allowed at a 3-month minimum /4 times a year-see the rental restriction docs. Pinestone is close to the Legacy Bike Trail, YMCA, Costco, Kohls, Target, Publix, and many restaurants. The new commercial complex on 41-Beneva will have many other great offerings. Call today for a private showing. Note: Some photos are virtually staged.
9300 CLUBSIDE CIR #1208, SARASOTA, FL 34238
$295,000198 Days on yellowkey MLS ID: A4672094
REDUCED by $10,000 (3.3%) on 04/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1230 Built: 1994Monthly Fee: $605 Tax: $3,487 (2024)Community: Stoneybrook Golf & Country ClubCondo
Taxes:$3,487
Remarks: BEAUTIFUL views offered with this 2-bedroom, 2-bath, corner unit condo in the highly sought-after Stoneybrook Golf & Country Club Situated on the second floor, with natural light filtering through, this updated unit offers 1,230 square feet of airy living space and blends comfort with a coastal feel. Delight in your morning coffee and unwind each evening on your climate-controlled glass-screened lanai, overlooking the lake and lush greens. Enjoy luxury tile flooring with a sound mat beneath, upgraded countertops, and the enhanced glass-enclosed lanai that extends your living space year-round. The unit includes a new HVAC system (2022), newer hurricane-rated windows, and a full-house water filtration system. For your convenience, right outside your front door you’ll find a grilling and gathering area, community pool, and pickleball/tennis court – perfect for relaxing or connecting with neighbors. The condo also includes a covered carport, additional parking for guests, and a private owner's storage closet. Recently painted with a newer tile roof, this condo offers peace of mind and easy living. A short stroll brings you to the Stoneybrook Amenities and Clubhouse, featuring a world-class and newly renovated golf course, tennis courts, biking trails, fitness center, dining, and more. Centrally located, Stoneybrook places you just moments from Downtown Sarasota, world-famous Siesta Key, and charming Venice. When you call this place home, you’re not just buying a condo—you’re buying a lifestyle in Florida paradise. Could be sold TURNKEY if desired
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Debbie Nevadomski (941-894-2515)
4533 CINNAMON DR #2707, SARASOTA, FL 34238
$365,90094 Days on yellowkey MLS ID: A4683875
REDUCED by $14,000 (3.7%) on 05/27/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1638 Built: 2004 Tax: $2,681 (2025)Community: Arielle On Palmer Ranch Sec 1Spa: YesCondo
Taxes:$2,681
Remarks: Welcome to beautiful Palmer Ranch and the highly sought-after Arielle community! This spacious 2-bedroom, 2-bath condo offers the perfect blend of comfort, convenience, and resort-style living — all on one floor with no stairs. The bright, open-concept floor plan features tile flooring throughout the main living areas and carpeted bedrooms and den, abundant natural light, and a well-appointed kitchen with a brand-new dishwasher (2025). Recent upgrades include a brand-new A/C system installed in March 2025, providing peace of mind and energy efficiency. Both kitchen and dining room have tray ceilings. Step out onto your private screened lanai overlooking the community center and heated pool, offering a premium location just steps from the pool, spa, and grilling areas — perfect for relaxing mornings and peaceful evenings. Enjoy lush tropical landscaping, scenic walking trails, views of the pond, and resort-style amenities. Ideally located near the Legacy Trail, UTC, Costco, YMCA, Siesta Key beaches, shopping, dining, and I-75. No CDD and not in a flood zone. Schedule your private showing today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Jeffrey Reali (207-671-4091)
8773 MIDNIGHT PASS RD #102G, SARASOTA, FL 34242
$550,000177 Days on yellowkey MLS ID: A4674136
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1303 Built: 1981 Tax: $3,925 (2025)Community: Island Reef 11 Ph 1 & 2Spa: NoCondo
Taxes:$3,925
Remarks: Welcome to Island Reef, a fantastic Beach to Bay Luxury Resort-Style Complex on South Siesta Key. This rarely available first floor condo offers it's owners the ultimate in convenience with easy parking at the front door. Step out your back glassed lanai to the pool and tennis /pickleball courts, and beautiful courtyard. This 2 bedroom/2 bathroom condo is fully furnished and has been used as a vacation home and part-time rental. There is an open floor plan with split bedrooms, a glassed lanai, kitchen dinette, inside laundry, and a pass-through kitchen to the Living and Dining area. Recent updates include luxury vinyl plank through-out, and tile floors in the lanai. New area rugs and coastal furnishings create a comfortable, easy-care setting. There is ample storage with full-wall closets in the guest bedroom, a walk-in closet in the Master Bedroom, and a linen and entry closet and large storage room off the foyer. Amenities at Island Reef are second to none. Enjoy a swim or aerobics class in a choice of 2 heated pools. The updated clubhouse can be reserved for personal use and is the site of the many social events. Other amenities include; a game room, library, fitness room, dock, beach frontage, pickleball and tennis courts, shuffleboard, kayak and bike storage and an active social program. There is an inhouse rental program and on-site manager. If you want to head to the Siesta Key Beach, the SK Village, and beyond, you can pick up the free Trolley from the Island Reef Entrance. Walk to Turtles Restaurant or Turtle Beach Park or rent a boat from the nearby Marina. If you have always wanted to live in Paradise, here is your opportunity at a great price! This unit is SOLD AS-IS. The dock is in the process of being rebuilt and will be done in June. There is a short waiting list for those who would want to rent a dock.
4096 CENTER POINTE PL #20B, SARASOTA, FL 34233
$299,000138 Days on yellowkey MLS ID: A4676704
REDUCED by $26,000 (8.0%) on 05/27/2026
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 Agent: Mark Quire (941-993-5706)
5207 WILLOW LINKS #34, SARASOTA, FL 34235
$223,00041 Days on yellowkey MLS ID: A4689155
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1145 Built: 1980 Tax: $572 (2025)Community: Willow LinksSpa: NoCondo
Taxes:$572
Elementary School: Gocio Elementary
High School: Booker High
Remarks: Outstanding unit in the Meadows. Enjoy the view every day! Wonderful view of Golf Course and pond, just outside your window. The Meadows offers loads of activities and this unit has a Wonderful Water View/Golf Course View from this second floor end unit condo. This condo has been well maintained and lovely cared for by its long time owner. Enjoy your morning coffee from your second floor enclosed lanai overlooking the well maintained 18 hole golf course, managed by Benderson Properties. Lanai has A/C vents for heating and cooling. Stack washer/dryer is in the unit. A/C is well maintained with Ultra Violet light. Super clean and easy to maintain with tile throughout. (NO Carpet). The kitchen has been updated with lots of pull out storage. This end unit is light and bright with morning sun shine. One assigned parking space but many guest spaces available. The Meadows is a fantastic community featuring an exceptional 1,600 acres offering miles of walking and bike paths, shopping steps from your door featuring Spas, Salons, Pub, Restaurant, Dental Services and so much more. Your quarterly condo fee includes a Health & Wellness Center membership. The Renaissance card entitles you to participate in a selection of activities including an Olympic Size Pool, Pickle Ball & Tennis Courts, Aerobics Classes and numerous social activities including Ice Cream Social, Art Show, Photo Show, Arts & Craft events, Special Lectures on popular topics and so much more. Never a dull moment in Season when you visit the Farmers Market on Sundays. This beautiful Community boasts of abundance of canopied oaks, over 85 lakes and waterways, 14 miles of walking and bike trails and 54 holes of Golf. The Meadows is conveniently located close to I-75, University Town Center, Nathan Benderson Park and a short drive the SRQ Airport. Contact The Meadows for information about joining.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kim Klee (941-400-8922)
6703 MIDNIGHT PASS RD #208, SARASOTA, FL 34242
$299,999223 Days on yellowkey MLS ID: A4669017
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 702 Built: 1974 Tax: $3,626 (2024)Community: Sea WindsCondo
Taxes:$3,626
Remarks: LOWEST PRICE ON SIESTA KEY FOR A ONE BR CONDO OFFERING SHORT TERM RENTALS! Siesta Key Beach is calling you…experience the allure of coastal living at the quaint Sea Winds complex, conveniently located along Midnight Pass Rd., just a short walk to the world-renowned Siesta Key beach! This prime beach investment offering the opportunity to rent with a 2-week minimum and also use for yourself. This condo has an excellent rental history with bookings in place currently and into high season 2026. Average gross rental income is $20K/year with more upside potential. This delightful 2nd floor, generously sized 1 bedroom condo sustained NO damage from storms and comes fully furnished turn key offering desirable features such as a fully updated & equipped kitchen in on trend design, updated bathroom with new granite top vanity, tub/shower with new high end glass door, tile flooring, fresh bright paint colors, room for guests with convertible sofa, inviting dining space, open floor plan, AC 5 years new, H2O heater 2 years new, well maintained and move in ready! Easy parking with your own assigned space in front of your condo, plus guest parking. The Sea Winds is a small community of 35 units with amenities designed for year-round enjoyment, including bicycle rooms, a social room, shared laundry, pet friendly, and a heated pool complete with lounge chairs, umbrellas, and convenient bathroom facilities. Community pool had a complete upgrade in summer 2025. All buildings had new roofs in 2024 and experienced no major storm damage. The vibrant South Village is nearby, offering a variety of restaurants, boutiques, lively beach bars, ice cream shops, groceries, pharmacies and rental options for everything from fishing and boating to biking and kayaking. Plus, a daily trolley service stops right in front of the Sea Winds Condominium complex, providing easy access to all of Siesta Key's attractions. See this well priced condo today that is ready to go and a great investment on the Key!
Listing Agent: Karen Nasello (727-421-0308)
6287 MIDNIGHT PASS RD #103, SARASOTA, FL 34242
$685,00082 Days on yellowkey MLS ID: A4685468
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1550 Built: 1982 Tax: $7,057 (2025)Community: Excelsior Beach To Bay 6Condo
Taxes:$7,057
Remarks: Welcome to your sunny slice of paradise on Siesta Key. This bright and inviting south-facing condominium offers a great opportunity to enjoy island living just near the world-famous white quartz sand of Siesta Beach. This generously sized two-bedroom, two-bath residence has been well maintained by its original owner and occasionally occupied. The desirable southern exposure fills the condominium with natural light throughout the day, creating an open and welcoming atmosphere. The interior has been recently painted, giving the home a fresh, clean look ready for your personal touches. The unit includes several updates, including a newer stack washer and dryer, newer air-conditioning system, plus energy-efficient LED lighting. The spacious layout provides comfortable living and dining areas along with a generously sized main bedroom en suite, making it ideal for year-round living, seasonal use or take advantage of the Excelsior on-site rental program with a two-week rental minimum. Convenience is key with under-building assigned parking as well as a private storage closet for beach chairs, umbrellas and other beach essentials. This bay-to-beach complex offers an easy distance across the street to the powdery sand and turquoise Gulf waters of internationally recognized Siesta Key Beach. Residents and renters enjoy an impressive array of resort-style amenities. The property features tennis and pickleball courts, beautifully maintained grounds, bayside grilling areas, and bayside and Gulf-side swimming pools. Whether you prefer relaxing by the water, enjoying sunset walks along the beach or staying active with outdoor recreation, this community offers something for everyone. With its prime location, bright southern exposure and access to outstanding amenities, this Siesta Key condominium presents a wonderful opportunity to own a piece of Florida’s sought-after coastal lifestyle.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Peg Davant (941-356-4552)
3269 BENEVA RD #102, SARASOTA, FL 34232
$155,000171 Days on yellowkey MLS ID: A4674580
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1979Monthly Fee: $438 Tax: $1,484 (2025)Community: Village Brooke Sec 3Spa: NoCondo
Taxes:$1,484
Elementary School: Wilkinson Elementary
Remarks: If you have been searching for a home that offers both comfort and a true feeling of community, this one stands out from the rest. Welcome to this inviting first-floor condo in the well-established community of Village Brooke. The home features an alluring kitchen with stunning counters and a pass-through bar top to the adjacent dining room, durable ceramic tile flooring, a generously sized bedroom with a walk-in closet, an assigned on-site storage unit, and a private, south-facing screened lanai that provides cool shade in the summer and gentle warmth in the winter. In addition to the full-scale updates made by the previous owner, the current owner has recently replaced the air conditioning system and dishwasher. Located just across from the Village Green public golf course, the Village Brooke community is appreciated for its beautifully maintained grounds and friendly atmosphere, and offers an active social calendar for residents, featuring weekly gatherings, seasonal events, and community activities designed to foster connection and engagement within the neighborhood. The association's reasonable monthly fee includes water/sewer, basic cable, trash, pest control, grounds maintenance, and on-site management, making everyday living simple and convenient. In addition, the association's fee also covers the outstanding recreation facilities, which include two heated pools, tennis courts that also accommodate pickleball, shuffleboard, and serene ponds with shaded gazebos outfitted with BBQ grills & picnic areas; As well as a clubhouse that offers billiards, a library, a gathering room, and a kitchen for events. Whether you are buying your first home, planning to downsize, wanting a lock-and-leave seasonal retreat, or adding a reliable long-term rental to your portfolio, this condo offers a carefree lifestyle in a welcoming community just minutes from Sarasota’s best shopping, dining, golf, and the world-famous white sand beaches and warm Gulf waters of Siesta Key. A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Domanic Calamese (941-914-0038)
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