Location: Sarasota
Do Not Show Listings
1309 SIESTA BAYSIDE DR #1309C, SARASOTA, FL 34242
$669,900157 Days on yellowkey MLS ID: A4672436
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1280 Built: 1988 Tax: $4,492 (2024)Community: Gulf & Bay Club BaysideCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,492
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: One of the strongest value opportunities currently available for weekly rentals on Siesta Key, this first-floor 2-bedroom, 2-bath condo at Gulf & Bay Club Bayside offers a rare combination of deeded beach access, a private one-car garage, and one of the lowest price-per-square-foot offerings among active listings. With 1,280 square feet and no unit above, the residence features a spacious living and dining layout, an eat-in kitchen, in-unit laundry, and an enclosed lanai with peaceful partial pond views designed for flexible use throughout the year. This condo presents a compelling opportunity to buy well, update selectively, and capture upside in one of Siesta Key’s established rental communities. Weekly rentals are permitted up to 52 times per year, and optional on-site rental management provides additional convenience. Gulf & Bay Club Bayside is a gated, resort-style community offering two heated pools, tennis and pickleball courts, a fitness center, clubhouse, grilling areas, walking paths, a fishing dock on the Intracoastal Waterway, and direct deeded access to Siesta Key’s world-famous beach. This property represents an attractive entry point for buyers seeking location, rental flexibility, and long-term value on Siesta Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Shane Lewis (941-685-3252)
5320 HYLAND HILLS AVE #2222, SARASOTA, FL 34241
$267,000199 Days on yellowkey MLS ID: A4667444
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1433 Built: 2002 Tax: $3,307 (2024)Community: Veranda 7Condo
Taxes:$3,307
Remarks: Price reduction - motivated sellers, bring offers. Come take a look at this outstanding, second floor "Barrington" veranda in Heritage Oaks Golf & Country Club that is being sold Turn-Key Furnished. This property features some of the best over water and golf course views in the entire neighborhood and is located next door to one of the community swimming pools! With 2 bedrooms, 2 bathrooms, a converted den/study that can double as a third bedroom, and a detached 1 car garage, this property features more than enough space for full time owners or seasonal residents. The owners have taken exceptional care of this property and it shows! As soon as you walk through the front door, you're greeted with soaring vaulted ceilings, many desirable updates, gorgeous furnishings and an abundance of natural light making the home feel bright and open. The kitchen is a chef's dream complete with lovely quartz countertops, stainless steel appliances, and more than enough room for entertaining friends and family. The split layout is perfect for guests as it gives them their own private area of the home complete with a renovated bathroom that features a gorgeous vanity, new countertop and sink, faucet, and mirror. In addition, the previously open concept den has been walled in and a door added providing a more private area for use as a den/study or even as a third bedroom - this is a great feature that is extremely usable! The owners have updated the A/C system with a Carrier unit and a smart Ecobee thermostat allowing remote access and control while away. The water heater was also replaced in 2020 so enjoy peace of mind for years to come. The primary suite is great place to wind down for the evening as it provides enough space for a king bed, night stands, and dressers, and a private ensuite bathroom with dual sinks, new countertops and a sizable shower. As you make your way to the rear lanai, the magic unfolds - the view from this property is simply amazing. With over water views of bridges and the 14th Signature Hole of the golf course, its easy to enjoy a spectacular sunrise over the golf course or even catch one of Florida's best sunsets from the front lanai. Heritage Oaks is known for its pristine 18-hole golf course, har-tru tennis courts, fitness center, 24-hour security, an impressive fully renovated clubhouse with a lovely restaurant and the sensational 19th Hole Lounge, 5 swimming pools, and a calendar of events packed with activities.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Doug Figgins (941-725-1060)
6103 CLUBSIDE DR #6103, SARASOTA, FL 34243
$399,000220 Days on yellowkey MLS ID: A4664991
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1775 Built: 1985 Tax: $3,067 (2024)Community: Clubside At Palm-Aire I & IiSpa: YesCondo
Taxes:$3,067
Elementary School: Robert E Willis Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Welcome to this updated residence in Clubside at Palm-Aire. Offering three bedrooms, two baths and spans 1,751 square feet under air. An under-air Florida room overlooking the golf course extends the great room living space, creating a versatile area for relaxation or entertaining. This home has been fully updated to include impact-rated hurricane windows and doors, and the beautiful guest bath with modern finishes is delightful. The owner’s suite includes an en-suite bath with dual sinks, a glass-tiled walk-in shower and a spacious walk-in closet with custom closet and an adjacent room overlooking the golf course, can be used as an office, or serve as a peaceful retreat. The oversized one-car garage features custom cabinetry and an upgraded speckled epoxy floor. Clubside at Palm-Aire is an active community with a pool. Though the community is set along the Palm-Aire Country Club golf course, membership is optional. The location is just minutes from University Town Center, Sarasota-Bradenton International Airport, downtown Sarasota and Lido Key Beach. Owner put nearly $200K in improvements and upgrades in this home. List provided upon request.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Holly Switow (941-735-3186)
1750 BENJAMIN FRANKLIN DR #6F, SARASOTA, FL 34236
$950,000361 Days on yellowkey MLS ID: A4650702
REDUCED by $85,000 (8.2%) on 03/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 2035 Built: 1970 Tax: $10,512 (2024)Community: Key Tower SouthCondo
Taxes:$10,512
Elementary School: Southside Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Lowest price per square foot for a beach condo on Lido Key...and it’s fully remodeled in a tasteful, designer coastal style. This inviting 2,035-square-foot residence lives larger than expected thanks to a full-size den that easily functions as a third bedroom, office or media room. And here’s a subtle luxury you’ll enjoy every day: the home’s orientation helps keep interiors refreshingly cool, even on the sunniest Sarasota afternoons, so you can come in from the beach and relax in comfort. The open floorplan features an expansive Florida room with front-row views of Sarasota Bay, the downtown skyline and golden sunrises. The serene coastal palette, highlighted by seafoam blue walls and engineered hardwood floors, sets a tranquil tone throughout the home. The open-concept layout flows from a solid-wood and granite kitchen with stainless steel appliances and built-in desk, into a gracious dining space anchored by a dry bar. The primary suite is a private sanctuary, complete with a sunroom, dual walk-in closets, and ensuite bath. A separate guest suite with its own walk-in closet ensures space for family and friends. Additional features include impact windows throughout, two coat closets in the foyer, and two hallway storage closets. A shared utility room on the floor has an assigned storage locker, as well as large-capacity washer and dryer. If you prefer to have an in-home laundry, in-unit appliances are allowed. The first-floor community space was remodeled in 2025 and features lobby, fitness room, and social room with kitchen. First-floor amenities also include shower/saunas and bike rack storage. The beach-side pool area features full Gulf views, BBQ grills, kayak/paddleboard racks, and an expansive deck for enjoying the Gulf-front location. Nestled between the Gulf of Mexico and Sarasota Bay, Key Towers South sits on a prime piece of waterfront on south Lido Key. Lido Beach is your back yard. Just a quarter mile south is South Lido Key Park with outdoor activities and mangrove tunnels. One mile north is world-renowned St. Armand’s Circle with posh shopping, dining and nightlife. And four miles over the iconic Ringling Bridge is Downtown Sarasota. The free Sarasota Bay Runner trolley takes you from south Lido to Downtown Sarasota with multiple stops along the way.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Nancy Endara (941-323-1700)
1260 DOLPHIN BAY WAY #203, SARASOTA, FL 34242
$1,175,000647 Days on yellowkey MLS ID: A4616567
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1915 Built: 1997 Tax: $9,753 (2024)Community: Dolphin BayCondo
Taxes:$9,753
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Newly installed white quartz countertops and freshly painted cabinets make the kitchen bright and cheery in this expansive 2-bedroom, 2-bath residence. With breathtaking bay views, the interior boasts an impressive 1,915 square feet of under-air living space, complemented with covered lanais in both front and back and a convenient sunning deck. The interior features both a living room and a family room, a split bedroom plan with ensuites, and hard surface flooring throughout. HVAC and hot water heater replaced in 2024. Rare to properties on the key, there is also a private one-car garage under the building, supplemented by ample open parking. Just a short walk to the public beach, Dolphin Bay offers an array of amenities, including a clubhouse, pool, spa, tennis courts, fitness center and day dock. This gated, pet-friendly community is ideal for those seeking an active waterfront lifestyle in a social and vibrant environment. Take advantage of the trolley stop located right out front, providing easy access to live entertainment and dining options throughout Siesta Key. With exterior painting and elevator renovations complete, now is the time to live your best life at Dolphin Bay!
Listing Agent: Mina Johnson (941-404-9347)
1508 PELICAN COVE RD #231, SARASOTA, FL 34231
$225,000160 Days on yellowkey MLS ID: A4672241
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 1099 Built: 1980Monthly Fee: $618 Tax: $2,900 (2024)Community: Pelican Cove XiiiCondo
Taxes:$2,900
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: One or more photo(s) has been virtually staged. Experience the lush, tropical setting of Pelican Cove in this beautifully updated 1 bedroom, 1.5 bath corner unit, one of only nine in the entire community offering high ceilings and exceptional natural light. This corner unit lives larger than expected, featuring fresh paint, new carpet, stainless steel appliances, a full-size high-end stackable washer and dryer, plus a new water heater and new electrical panel for added peace of mind. Multiple balconies overlook vibrant foliage, creating a private and serene atmosphere that makes this home truly special. Conveniently located just steps from the carport and close to the heart of the community, the property offers easy access to Pelican Cove’s unmatched amenities. Set on 75 acres of botanical beauty, this gated waterfront community includes six swimming pools, lighted tennis courts, a fitness center, clubhouse, private harbor, kayak launch, and winding walking paths leading to peaceful views of Little Sarasota Bay. All of this, just minutes to shopping, dining, and Sarasota’s world-famous Gulf beaches.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Steve Abbe (941-400-3969)
1558 4TH ST #216, SARASOTA, FL 34236
$775,000207 Days on yellowkey MLS ID: A4665163
REDUCED by $70,000 (8.3%) on 04/04/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1023 Built: 2024Monthly Fee: $994 Tax: $8,489 (2025)Community: Zahrada 2Condo
Taxes:$8,489
Elementary School: Alta Vista Elementary
Tax Year: 2025
Remarks: **Motivated Seller in the Exquisite Rosemary District!** Experience Sarasota at full speed in this chic, Rosemary District pied-à-terre! Step outside and you’re instantly surrounded by the very best of downtown and the vibrant Rosemary District—art galleries, theaters, boutiques, cafés, waterfront parks, and world-famous Gulf beaches just minutes away. This is the heartbeat of Sarasota, and you’re living right in the middle of it. Be the first to call this brand-new, never-lived-in 2-bedroom, 2-bath modern home your own. Chef’s kitchen with glittering quartz counters, stainless-steel appliances, and designer two-tone cabinetry with lacquered uppers. Slide open the glass doors and step into your private courtyard oasis—the perfect spot to enjoy your morning coffee or cocktails beneath the stars. Head upstairs to your loft bedroom retreat, complete with city views, an ensuite bath, and a custom-built closet. The living space is drenched in natural light thanks to an enormous two-story window, highlighted by a vaulted ceiling. Beautiful tile flooring runs throughout, adding style and easy-care comfort. Enjoy secure, under-building parking for one vehicle, plus abundant street parking right outside your door. This home is the perfect blend of luxury, convenience, and urban excitement!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-748-6300)
Listing Agent: Ian Schmitzerle (734-664-5466)
1249 DOCKSIDE PL #110, SARASOTA, FL 34242
$825,00030 Days on yellowkey MLS ID: A4687526
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1217 Built: 1982 Tax: $7,705 (2025)Community: Harbour TowneCondo
Taxes:$7,705
Remarks: Welcome to your slice of paradise on Siesta Key! This beautifully maintained two-bedroom, two-bath first-floor end unit offers a blend of comfort, convenience and coastal living with no stairs to climb and easy access throughout. Ideally just a short two-block stroll to world-famous Siesta Key Beach, you’ll enjoy powdery quartz sand that stays cool underfoot, even on warmest days. This well-maintained island condominium features a roomy layout and comes fully furnished, making it move-in ready or ideal as an income-producing rental. The generous screened lanai overlooks the peaceful marina, creating a spot to relax with your morning coffee or unwind at sunset. Boating enthusiasts will appreciate the sought-after deeded boat dock, providing direct water access to the Intracoastal Waterway. The private garage with overhead storage offers plenty of extra space for beach, fishing gear and more. Within the desirable Harbour Towne community, residents enjoy a host of amenities including a heated swimming pool, spa, tennis and pickleball courts, plus a welcoming clubhouse known for its friendly, social atmosphere. Whether you're seeking a seasonal getaway or investment opportunity, this condominium checks every box. Enjoy the laid-back Siesta Key lifestyle with dining, shopping and entertainment just minutes away, all while living near one of the world’s celebrated beaches.
Listing Agent: Peg Davant (941-356-4552)
707 S GULFSTREAM AVE #802, SARASOTA, FL 34236
$999,00039 Days on yellowkey MLS ID: A4686314
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1419 Built: 1974 Tax: $4,500 (2025)Community: Essex HouseSpa: NoCondo
Taxes:$4,500
Remarks: Luxury renovated corner-unit condo with hurricane impact windows and doors, smart home features, and resort-style amenities. This stunning 2-bedroom, 2-bath condominium has been extensively remodeled with modern designer finishes, an open-concept layout, and abundant natural light. The oversized gourmet kitchen features premium appliances, quartz countertops, and custom cabinetry, while the spacious primary suite offers a spa-like en-suite bath. Brand-new plumbing and electrical systems add peace of mind. The building has recently upgraded its generator following the 2024 storms and offers secure entry, covered parking, a pool, fitness center, and club room. Move-in ready and meticulously updated, this luxury condo combines style, comfort, storm protection, and convenience in one exceptional residence.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
5450 LONGWOOD RUN BLVD #202, SARASOTA, FL 34243
$180,00045 Days on yellowkey MLS ID: A4685859
REDUCED by $15,000 (7.7%) on 04/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 954 Built: 1994Monthly Fee: $434 Tax: $2,087 (2025)Community: Magnolia PlaceCondo
Taxes:$2,087
Elementary School: Emma E. Booker Elementary
Remarks: Locatin, location, location! Come see this spacious condo located in the heart of Sarasota. You are just 2.5 miles from University Town Center, I-75, shopping and dining. Sarasota Bradenton International Airport, downtown Sarasota, and beautiful Sarasota Bay are within 15 minutes. Longwood Park is only 0.4 miles away and here where you can enjoy dog-friendly areas, tennis and pickleball courts, basketball courts, baseball fields, a playground, gymnasium, a recreational building and more. This well-maintained condo offers two bedrooms and two bathrooms. An inviting open floor plan features a spacious great room, kitchen and dining area. Beautiful, engineered wood floors cover the entire condo. No carpet in this property! New water heater was installed in February 2026. You can enjoy scenic view from the covered and screened lanai. The community only has 16 condos. HOA fees cover your water/sewer, cable TV, interior/exterior pest control, exterior power washing/maintenance, irrigation/landscaping maintenance, as well as common area taxes and insurance.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Delia Valente (571-236-7245)
765 JOHN RINGLING BLVD #23, SARASOTA, FL 34236
$379,00058 Days on yellowkey MLS ID: A4683067
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 816 Built: 1963Monthly Fee: $987 Tax: $4,738 (2025)Community: Sarasota HarborCondo
Taxes:$4,738
Remarks: Beautiful views of Sarasota Bay await you from this 2-bedroom, 1.5-bath, second-floor condo. Newer high impact windows installed 2021. Sarasota Harbor is a maintenance-free, 55+ community. Enjoy watching manatees and dolphins from the condo. This unit has the ultimate waterfront lifestyle that offers a leisurely walking path along the seawall, a fishing pier, swimming pool, community room, and more. Launch your kayak onto Sarasota Bay or take advantage of the available boat docks ($1,200 a year)30ft. maximum length. Perfectly positioned between the world-class destinations of St. Armand’s Circle and downtown Sarasota, you can enjoy the five-minute walk to the boutiques and restaurants that line St. Armand’s Circle or the vibrant arts, culture, shopping, and dining of downtown Sarasota across the iconic Ringling Bridge. ***Boat slips, sidewalks, and carports recently damaged from the hurricanes.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Babette Paige (941-587-1045)
3041 QUAIL HOLW #27, SARASOTA, FL 34235
$214,90059 Days on yellowkey MLS ID: A4683616
REDUCED by $14,100 (6.2%) on 04/12/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 825 Built: 1979 Tax: $2,314 (2025)Community: Quail HollowSpa: NoCondo
Taxes:$2,314
Remarks: Enjoy a relaxed Florida lifestyle in this updated end unit condo in the heart of The Meadows, a calm oasis of acres of green space and nature preserves. This Quail Hollow home makes the perfect vacation getaway or a full-time residence in this maintenance-free community which enjoys some of the lowest HOA fees in the entire area! Surrounded by walking paths, mature trees, ponds, lakes and golf courses with all the exterior work taken care of for you. Entering this first-floor unit, you are greeted by the warmly updated space with wood-look flooring and gorgeous treed and green views from the living room sliding doors. The primary bedroom has a large closet and pocket door to the adjacent bathroom. The well-appointed bathroom enjoys a new quartz vanity, sink, lighting and step-in shower. Smartly designed, the shower has the water control located so you don’t have to reach through the spray to adjust. A fully updated kitchen which has been opened up to the living space makes for easy entertaining. The extended quartz counter creates a cozy breakfast bar including load of under counter storage, new white shaker cabinetry, white dimensional subway tile backsplash, and new appliances create a home cook’s happy place with an end unit window for extra natural light. Convenient interior laundry closet with stackable washer and dryer. HVAC with humidistat 2017, water heater 2017, roof 2014. Step into the spacious screened lanai with verdant green and towering tree vistas, with room for al fresco dining and lounging with beautiful sunsets and an added bonus of a locked storage closet. A private garden area allows for extension of the living area with lovely views. Quail Hollow has a heated neighborhood pool, for a cooling dip or a festive beverage with neighbors. Whether you are strolling across the street to pickleball, basketball, and fitness trails, or biking to the newer fitness center, additional pickle ball courts, top Har-Tru tennis facility, Jr. Olympic pool and spa or the golf courses, this condo provides the perfect Florida lifestyle, carefree and activity-filled. Private dog park and free lending library. The convenient Village Shops less than a mile away offers a charming collection of restaurants, neighborhood pub, bank, dentist, massage, salon, market and day spa. The Meadows is just minutes by car to The Mall at University Town Center, Nathan Benderson Park for water sports and outdoor festivals, a weekly Famer’s Market, and world-class athletic competitions, Mote SEA Aquarium, Whole Foods and Trader Joe’s for fun grocery shopping, and endless dining options. A short drive to the world class beaches of Siesta Key and Lido Key and the vibrant art, culture, dining and nightlife of downtown Sarasota. Flood zone X above flood plain for peace of mind.
Listing Agent: Terry Hayes (941-302-3100)
1260 DOLPHIN BAY WAY #403, SARASOTA, FL 34242
$1,299,90081 Days on yellowkey MLS ID: A4680107
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1915 Built: 1997 Tax: $7,394 (2025)Community: Dolphin BaySpa: YesCondo
Taxes:$7,394
Remarks: Experience coastal luxury in this beautifully updated 2BR/2BA condo in the gated, waterfront community of Dolphin Bay on Siesta Key. This exceptional 4th floor residence blends modern sophistication with breathtaking Intracoastal Waterway views, creating a serene yet elevated island lifestyle. A charming front porch welcomes you—perfect for relaxing with a favorite beverage while grilling and enjoying city views. Inside, the spacious open-concept floor plan is thoughtfully designed for both comfort and style. Extensive kitchen and bath renovations completed in 2020 showcase contemporary finishes and high-end fixtures throughout. The chef’s kitchen features shaker-style cabinetry, quartz countertops, reverse osmosis system, and a built-in desk area with additional storage—both functional and elegant. The adjoining den, filled with natural light from sliding glass doors, offers a peaceful spot to read or work while taking in tranquil outdoor views. Immaculate hardwood floors flow through the living areas, adding warmth and timeless appeal. The dining room is enhanced by a custom built-in dry bar, ideal for entertaining. Expansive windows and sliding glass doors frame stunning southern views of the Intracoastal Waterway, where boats pass by, dolphins play, and coastal breezes set the mood. The enclosed, tiled lanai extends the living space and provides a perfect setting for gathering with friends and family while enjoying the scenery. The primary suite is a private retreat with its own lanai access, a spacious walk-in closet, and a luxurious en-suite bath featuring a soaking tub and tiled walk-in shower. The guest bedroom offers a private entrance to the front patio, generous storage with two closets (including a walk-in), and direct access to the guest bathroom. Additional features include an interior utility room with cabinetry, a newer hot water heater (2024), newer HVAC system (2018), and washer and dryer (2019)—making this a truly move-in-ready home. Private under-building garage parking and additional storage provide convenience and peace of mind. Dolphin Bay is a pet-friendly community offering resort-style amenities, including a pool & spa, fitness center, clubhouse, three Har-Tru tennis courts, fishing pier, and scenic walking paths. Enjoy an easy stroll or trolley ride to world-famous Siesta Key Beach, renowned for its powdery white sand, Pickleball courts, and laid-back island vibe. Schedule your private showing today and discover the best of Siesta Key living—no hurricane damage from any storms.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Stacey Andrews (941-504-1649)
8764 MIDNIGHT PASS RD #A306, SARASOTA, FL 34242
$1,300,00089 Days on yellowkey MLS ID: A4679889
REDUCED by $200,000 (13.3%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1883 Built: 1975 Tax: $10,952 (2025)Community: Island Reef ICondo
Taxes:$10,952
Remarks: FULL WATER VIEWS FROM GULF FRONT RESIDENCE. TILE FLOORING! Kitchen with Granite countertop, Stainless appliance.Laundry in Residence. New HVAC 2025. Two spacious bedrooms and Den. Furnished! First carport off elevator. Island Reef is a serene waterfront community, one of the few Gulf to Bay community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed) two lit tennis courts, pickleball, 2 fitness rooms, Kayak Storage, Library, Billiards, game room, clubhouse, two heated pools and Gas Grills, PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key’s popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cut brunch spots and dancing and live music every night of the week!
Listing Agent: Marlene Marshall (941-539-8850)
761 JOHN RINGLING BLVD #5, SARASOTA, FL 34236
$349,00092 Days on yellowkey MLS ID: A4679138
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1963Monthly Fee: $987 Tax: $3,780 (2025)Community: Sarasota HarborCondo
Taxes:$3,780
Remarks: Beautiful views of Sarasota Bay await you from this 2-bedroom, 1-bath, first-floor condo. Newer high impact windows installed 2016, and exterior doors being replaced by association. Sarasota Harbor is a maintenance-free, 55+ community. Enjoy watching manatees and dolphins from the condo. This unit has the ultimate waterfront lifestyle that offers a leisurely walking path along the seawall, a fishing pier, swimming pool, community room, and more. Launch your kayak onto Sarasota Bay or take advantage of the available boat docks ($1,200 a year)34ft.maximum length. Perfectly positioned between the world-class destinations of St. Armand’s Circle and downtown Sarasota, you can enjoy the five-minute walk to the boutiques and restaurants that line St. Armand’s Circle or the vibrant arts, culture, shopping, and dining of downtown Sarasota across the iconic Ringling Bridge. ***Boat slips, sidewalks, and carports recently damaged from the hurricanes. Boatslips/docks currently being replaced.
5740 MIDNIGHT PASS RD #104F, SARASOTA, FL 34242
$1,375,00091 Days on yellowkey MLS ID: A4679012
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1449 Built: 1986 Tax: $9,698 (2025)Community: Gulf & Bay Club Ph6Spa: YesCondo
Taxes:$9,698
Remarks: Incredible Gulf-front first-floor residence (10’ elevation) within the amenity-rich 32-acre campus of the Gulf & Bay community on Siesta Key. This 2-bedroom, 2-bath furnished condominium is ideally positioned in the highly desirable F Building and offers direct walk-out access to the beach with unobstructed views of 800 feet of private shoreline and the expansive Gulf of Mexico. Just steps from the sand, this exceptional location delivers the ultimate Gulf & Bay lifestyle—blending convenience, privacy, and breathtaking coastal scenery. This unit did not flood during recent storms. The remodeled kitchen features abundant cabinetry, a beverage cooler, and a comfortable eat-in area with a built-in desk. The primary suite captures beautiful Gulf views and includes a walk-in closet plus an additional wall closet. The en-suite bath has been tastefully remodeled with a frameless travertine shower, dual vanities, and a dedicated makeup area. The spacious guest bedroom offers two full Murphy beds, providing flexible sleeping accommodations. Additional highlights include a new A/C system (2025), 20" x 20" tile throughout the main living areas, and smooth ceilings—no popcorn. Gulf & Bay is truly one of the best resort complexes on Siesta key featuring: 2 clubhouses, 3 heated pools, pickleball courts, tennis courts (1 HarTru), well equipped fitness center, hot tub, multiple grill areas all leading out to World Famous, gorgeous Siesta Key Beach!
Listing Agent: Tony Andrews (941-921-5999)
707 S GULFSTREAM AVE #505, SARASOTA, FL 34236
$799,000130 Days on yellowkey MLS ID: A4675101
REDUCED by $50,000 (5.9%) on 04/05/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1240 Built: 1974 Tax: $6,333 (2024)Community: Essex HouseSpa: NoCondo
Taxes:$6,333
Remarks: Be prepared for the breathtaking, UNOBSTRUCTED BAY VIEWS from this exquisite condominium in the Essex House – one of downtowns most coveted addresses and among the few residences untouched by neighboring development. Exquisitely positioned showcases breathtaking vistas of Siesta Key, Sarasota Big Pass, Marina Jack and Downtown Sarasota. From dramatic floor-to-ceiling windows, enjoy a front-row seat to Sarasota's legendary sunsets every evening. This thoughtfully updated 2+ bedroom, 2 bath residence blends sophistication with comfort. Coffered ceilings with recessed lighting and a built-in electric fireplace create an inviting ambiance - perfect for relaxing as the sun dips into the Gulf. The contemporary kitchen is as functional as it is stylish, featuring stainless steel appliances, open shelving, and expansive quartz countertops ideal for entertaining. The redesigned primary suite offers a serene private retreat, complete with a custom closet, built-in desk area, bench seating with additional storage, dual vanities with quartz countertop, and a beautifully appointed walk-in shower. You will appreciate the clean lines of wood imprinted porcelain tile flooring throughout, additional storage, built-in bookcases and washer/dryer. A true showpiece of the home is the fully enclosed glass Florida Room - an airy and seamless extension of the living space accessible from the living area and both bedrooms. Surrounded by glass and equipped with screens, it is the perfect setting for morning coffee or evening cocktails while soaking in the ever-changing, memorizing views. Located in the vibrant heart of downtown, you are just steps from award-winning dining, theatres, galleries, boutique shopping, and Whole Foods. Residents of the Essex House enjoy premier amenities include a fitness center, pool deck, security, covered garage parking with an assigned space, and pet-friendly living. This is a rare opportunity to own unobstructed water views paired with refined downtown luxury - plus the added peace of mind that all assessments have been paid.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Scott Rickards, Pa (941-356-7040)
5242 PARISIENNE PL #201B30, SARASOTA, FL 34238
$599,000135 Days on yellowkey MLS ID: A4673992
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2288 Built: 2005Monthly Fee: $15 Tax: $5,944 (2025)Community: Botanica At Palmer RSpa: NoCondo
Taxes:$5,944
Remarks: For the most discerning of homebuyers, we offer this exquisite and elegantly remodeled LAKEFRONT, 2ND FLOOR, end-unit home in the highly desirable GATED community of Botanica at Palmer Ranch! Showcasing 2-ensuite bedrooms, a 3rd bedroom/den with a double glass door entry, an additional flex space, screened lanai, and 2 ½ bathrooms, this property is 2,288 sq. ft. of pure luxury! With the “Wisteria” plan, the largest floor plan offered in Botanica at Palmer Ranch, the two-car garage also houses your PRIVATE ELEVATOR that brings you to the 2nd floor living space! Your bathrooms have been lovingly updated with custom marble countertops, new plumbing fixtures, new lighting, custom Amish-made cabinetry and custom mirrors, while also paying attention to safety precautions such as roll-in showers and grab bars! There is neutral-colored tile flooring in the main areas and new wood plank porcelain floors in the bedrooms and den, and a unique slate-look porcelain tile on the screened lanai. All of the lighting, plumbing fixtures, and ceiling fans throughout the home have been upgraded, sparing no expense! There are Plantation shutters throughout and custom blinds in the primary bedroom. The timeless Ray Routh kitchen hosts large pantries and drawers with pull-outs, a cook top, stainless steel appliances and extremely exotic granite counters with more of the granite for the pass-through to the flex space at the top of the stairs. This stunning home lives like a single family home and not a condo! With a great room layout along with a separate breakfast area, all the main living areas, the lanai and the primary bedroom showcase amazing lake views! With the unsurpassed, additional landscaping at this home, and one of the 2 community pools just around the corner, it is truly a private and unique offering in Botanica! Community amenities include a Clubhouse with a meeting area, card and game area, catering kitchen, and fitness center. Additionally, the Clubhouse pool is a lap pool! Make this incredible home your next home before someone else does!
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Karen Falconer (941-650-9729)
6790 SARASEA CIR #6790, SARASOTA, FL 34242
$675,000162 Days on yellowkey MLS ID: A4671923
REDUCED by $44,900 (6.2%) on 04/12/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1446 Built: 1981 Tax: $5,650 (2025)Community: Midnight SeaCondo
Taxes:$5,650
Remarks: Just steps from Point of Rocks Beach! This 3BR/2.5BA townhouse with a garage at 6790 Sarasea Circle offers the best of coastal living in an exclusive 12-residence community. Enjoy direct access to Siesta Key’s world-famous beaches and village. The 1,446 sq. ft. interior features wood flooring, a cozy fireplace, and a screened lanai overlooking the pool. The bright kitchen includes white cabinetry, generous counter space, and a pass-through breakfast bar. Upstairs, 2 inviting bedrooms each feature private balconies, ample closets, and abundant natural light. Bathrooms are thoughtfully designed for comfort and convenience one on each floor, including en-suite and Jack-and-Jill layouts on the third floor. An oversized one-car garage provides direct access to a versatile lower-level bonus space, 3rd bedroom and laundry room. With up to 12 rentals allowed per year, this property offers excellent income potential in a prime island location close to dining, shopping, and downtown Sarasota.
Listing is courtesy of: GOOD LIFE REALTY LLC (941-342-9889)
Listing Agent: Raffilena Hamilton (941-685-2441)
5300 OCEAN BLVD #301, SARASOTA, FL 34242
$1,375,00092 Days on yellowkey MLS ID: A4679017
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1446 Built: 1973 Tax: $12,324 (2025)Community: Terrace EastCondo
Taxes:$12,324
Remarks: The ultimate beach condo with sunrise and sunset and 270-degree views. Priceless. This beachy 1,446 square-foot 2-bedroom 2-bath corner residence with extra space for a den offers a unique sunny, oversized corner, south-facing wraparound balcony with views of the beach, Gulf of Mexico, pool and Siesta Village. Priceless. The unusual 1,130 square foot terrace adds extra space and is very useful for romantic alfresco dining, entertaining family and friends, special parties, kid's play space, put-put golf, shuffleboard, Florida sunning and more, which is not available in other condos. From this incredible Siesta Key location, you just walk out to the sugar-white sands of #1 Siesta Key beach for a relaxing swim in the azure-blue Gulf of Mexico or get some exercise walking the 3 miles of beachfront, snorkel, paddleboard, or take your beach bike for a spin on the beach. Enjoy your morning coffee or a cocktail from your extensive terrace balconies while watching the colorful hues of the Florida sunrise and sunset without having to leave your condo. For a more lively experience, you are steps from quaint Siesta Village to indulge in fun shopping, dining and live music. The floor plan flows from the balcony on the beachside through to the back of the building with views looking east over Siesta Village and west over the Gulf of Mexico. This delightful light & bright larger corner residence features tile throughout perfect for beach living, a covered parking space and is just waiting for your personal touch. The elevator serves only two condos per floor with an updated private foyer and private laundry facilities shared by two condos. Private & exclusive Terrace East has a modern updated lobby and social room, newly refinished pool with new grills & refrigerator, new pool furniture, new roof in 2025, and equipped fitness center. All the fixed windows in all the condos will be replaced by the association by January 2028. This is a secure gated building with onsite full-time manager and maintenance man, very well-run association with active board and no current special assessments, and secure surveillance system. Amenities include a heated pool for laps, a tennis court, pickleball, active fitness center, beautifully landscaped garden and grounds, and bicycle & paddleboard storage. Priceless!
Listing Agent: Carolyn Donnelly, Pa (941-350-9900)
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