Location: Sarasota
Do Not Show Listings
3332 TALLYWOOD CT #7086, SARASOTA, FL 34237
$150,00038 Days on yellowkey MLS ID: A4692649
1 Days Off yellowkey (back on 5/25/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1109 Built: 1983 Tax: $975 (2025)Community: Tallywood Ph 1 & 2Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$975
Elementary School: Tuttle Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Under contract-accepting backup offers. Welcome to easy Florida living in the desirable 55+ Tallywood community of Sarasota! This charming 2-bedroom, 2-bath condo offers a spacious and comfortable layout designed for relaxed living and entertaining. The home is clean, well maintained, and offers a great opportunity to personalize and update to your own taste and style. Enjoy a bright open living and dining area, a functional kitchen with ample cabinet space, and a private primary suite with en-suite bath and generous closet storage. The second bedroom and bath provide flexibility for guests, hobbies, or a home office. The second bedroom has a built in Murphy bed and built in desk, which both convey. Step outside to enjoy your private outdoor space and experience the lifestyle that makes Tallywood so special. This pet-friendly community offers wonderful amenities including a heated screened-in pool, shuffleboard courts, a dog park, and a welcoming community center where neighbors gather for social activities and events. Beautifully maintained grounds and a peaceful atmosphere create the perfect setting for active living. Conveniently located near shopping, dining, golf courses, medical facilities, and Sarasota’s world-famous Gulf Coast beaches, this villa is ideal as a seasonal retreat or full-time residence. Enjoy low-maintenance living in one of Sarasota’s most established and friendly 55+ communities.
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Jenifer Funk (941-330-3373)
800 BENJAMIN FRANKLIN DR #110, SARASOTA, FL 34236
$695,000133 Days on yellowkey MLS ID: A4680696
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1125 Built: 1978 Tax: $6,728 (2025)Community: Lido AmbassadorCondo
Taxes:$6,728
Elementary School: None
High School: None
Middle School: None
Remarks: It is rare to find a beachfront unit at this price that offers both a "designer" feel and total peace of mind. This ground-floor home stayed bone-dry during the recent storms—not a single drop of water made its way inside—which is a huge testament to the unit's placement. The interior is fully updated and shows true pride of ownership; you really won't have to do a thing here besides pack your bags and move in. The lifestyle here is hard to beat. You are less than 100 feet from the sand and the brand-new pool deck, making the beach feel like an extension of your living room. Because the building is right next door to the Lido Beach Resort, you can wander over for a sunset dinner or a casual lunch and truly feel like you’re living the resort life every day. Note: Unit is being sold mostly furnished. See the attached exclusion list for specific items not included. For those who love being outside, you’re in the heart of it all. You can walk to the boutiques at St. Armands Circle, kayak the mangrove tunnels at South Lido Park, or take the three-mile run over the bridge into downtown Sarasota. Between the "heavenly" sunsets and the unbeatable location, this really is a dream spot for the next owner.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Jessie Hayre (201-723-2847)
2700 COCONUT BAY LN #419, SARASOTA, FL 34237
$174,950373 Days on yellowkey MLS ID: S5127342
INCREASED by $20,000 (12.9%) on 05/25/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 714 Built: 1974Monthly Fee: $299 Tax: $1,696 (2024)Community: Sarasota PalmsCondo
Taxes:$1,696
Tax Year: 2024
Remarks: Welcome to the luxurious gated community of Sarasota Palms! This beautifully updated first-floor condo is a perfect blend of comfort, convenience and elegance. As you enter the home, you will be greeted by the beautiful tray ceilings and the warmth of the solid wood cabinetry and granite countertops in the kitchen, with the same tasteful upgrades carrying on into the bathroom. This home also features updated laminate flooring in the bedroom, recently installed double paned hurricane windows and sliding doors, and a screened in porch for you to sit outside and enjoy your morning coffee. The clubhouse is a fantastic amenity for residents, featuring a fully equipped fitness center, sauna, upgraded theatre room, billiards room, and business center, complete with WiFi throughout the community. You'll also have access to the largest pool and fitness center of any association in Sarasota County. Bring your furry friend to the large fenced dog park or enjoy the playground and tennis courts. Host a barbecue in the grilling and picnic area or take a relaxing walk around the lake. This condo is conveniently located near the Ed Smith Stadium, the spring training home for the Baltimore Orioles. You'll also be just minutes away from downtown Sarasota and the nearby marina. For beach lovers, St. Armand's Circle and Lido Key are only 5 miles away, offering some of the most beautiful powder sand beaches in the world. Plus, the Sarasota/Bradenton International Airport is just a short 5-mile drive away. This condo is perfect for those who value comfort, convenience, and luxury living. Whether it’s a primary residence, second home, or an investment, don't miss out on the opportunity to make this yours! Seller financing and rent-to-own options are available. Seller financing available with 40% down payment, at a 6.9% interest rate with a 1 year balloon period on a 10 year amortization schedule. Other terms can be offered with 20% down.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Amber Koepke (512-630-8394)
2763 WOODGATE LN #307, SARASOTA, FL 34231
$149,9501157 Days on yellowkey MLS ID: S5083103
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 663 Built: 1979Monthly Fee: $490 Tax: $1,424 (2022)Community: Pinewood Village IiCondo
Taxes:$1,424
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Tax Year: 2022
Middle School: Brookside Middle
Remarks: Charming 1 bed/1 bath condo located in Pinewood Village. This 3rd floor unit boasts an abundance of natural light, offering a bright and airy living space that is perfect for entertaining guests or simply enjoying a peaceful afternoon at home. The building itself offers elevators for convenient access, as well as additional secured storage space to hold your belongings. Residents of Pinewood Village have access to a range of impressive amenities, including a heated pool to enjoy all year round, shuffleboard court, clubhouse with kitchen, billiard room, fitness room to keep your workouts on track, and even dry-heat saunas for ultimate relaxation. The community also features laundry facilities for added convenience. This condo is located in a prime location, with Riverview High School just a short half-mile walk away, and Phillipi Shores Elementary School only 1 mile away. For those looking for a beautiful day at the beach, Siesta Key is less than 5 miles away and is known for its stunning powder sand beaches, rated among the most beautiful in the world. This is the perfect opportunity to own a condo in Pinewood Village, offering both comfort and convenience. Whether it’s a primary residence, second home, or an investment, don't miss out on the chance to make this condo yours! Seller financing and rent-to-own options are available.
Listing is courtesy of: LPT REALTY (877-366-2213)
137 AVENIDA MESSINA #1, SARASOTA, FL 34242
$600,000213 Days on yellowkey MLS ID: A4671658
REDUCED by $20,000 (3.2%) on 05/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1966 Tax: $6,247 (2024)Community: Villa NavarraCondo
Taxes:$6,247
High School: Sarasota High
Remarks: Centrally located and fully furnished! Located within the boutique condominium community of Villa Navarra on Siesta Key, this fully updated, turnkey-furnished ground-floor residence offers an exceptional blend of quality, comfort, and convenience. The property is ideally situated one block from Siesta Key Village and approximately two blocks from Siesta Beach, providing easy access to the island’s most popular destinations. Ideal for full time, snow birds or people looking to lease this condo out to renter's for the two month minimum. The residence features two bedrooms and two full bathrooms arranged in an open, functional layout. The spacious living and dining areas flow seamlessly into a thoughtfully renovated kitchen appointed with solid-surface countertops, modern cabinetry, and stainless-steel appliances. Finishes and flooring throughout the home have been carefully selected to create a clean, contemporary aesthetic that complements its coastal setting. The primary suite includes an en-suite bath and generous closet space, while the guest bedroom is conveniently located near the second full bath. The ground-floor design allows direct access to the assigned parking space for added ease. With extensive updates and attention to detail, this residence is move-in ready and designed for practical, comfortable living. Villa Navarra is a well-maintained, low maintenance community of just sixteen units surrounded by tropical landscaping and a relaxed island atmosphere. Residents enjoy convenient access to the free Siesta Key trolley and can easily walk to Siesta Key Village, offering a wide variety of local dining, shopping, and entertainment options. The renowned quartz sands and turquoise waters of Siesta Beach are only a short stroll away. This property is well-suited for a full-time residence, seasonal getaway, or long-term rental investment. Its location, quality, and turnkey condition make it a rare opportunity to enjoy the Siesta Key lifestyle within a private and beautifully maintained setting.
Listing Agent: Jeffrey Bray, Pllc (941-718-1213)
915 SEASIDE DR #312, Weeks 16-17, SARASOTA, FL 34242
$48,00042 Days on yellowkey MLS ID: A4692319
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1750 Built: 2009 Tax: $321 (2026)Community: Siesta Key Beach ResidencesSpa: YesCondo
Taxes:$321
Tax Year: 2026
Remarks: Fractional Ownership. Experience luxury beachfront living with this Winter Fractional Package offering a 1/16th share of ownership at The Residences on Siesta Key Beach. This is a rare opportunity to own a piece of paradise on one of America’s top-rated beaches while enjoying the comfort, convenience, and services of a luxury resort. This expansive residence features a primary suite, junior primary suite, and guest bedroom, along with beautifully updated custom furnishings valued at more than $150,000. The fully equipped kitchen includes premium Wolf, Sub-Zero, and Fisher & Paykel appliances, complemented by imported linens and thoughtful details throughout. Owners enjoy legendary Hyatt Vacation Club hospitality services, including daily complimentary continental breakfast, beach service, recreation and front desk staff, assistance with local activities, valet parking, and 24-hour security. Enjoy everything you would expect from a luxury Siesta Key beachfront condominium with resort-style amenities and services, all at a fraction of the cost.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
6420 CARRINGTON CIR #35, SARASOTA, FL 34238
$287,00022 Days on yellowkey MLS ID: A4694080
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1388 Built: 1985 Tax: $3,468 (2025)Community: Westwoods At SunriseCondo
Taxes:$3,468
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Welcome to Westwoods at Sunrise, a pet-friendly, well-maintained 55+ community offering a maintenance-free lifestyle with low HOA dues and no CDD fees. This 2-bedroom, 2-bathroom villa stands out with excellent storage, including large walk-in closets in both bedrooms, a linen closet, a kitchen pantry, and a spacious 2-car garage with durable epoxy floors. A screened breezeway connects the garage to the main living area, leading inside to an open floor plan complete with brand-new kitchen appliances and plantation shutters on several windows. The screened-in lanai features windows for added versatility throughout the year. For peace of mind, the association is responsible for roof replacement and exterior maintenance. Residents enjoy access to fantastic community amenities, including two heated pools, a clubhouse, tennis, and pickleball courts. Conveniently located near I-75, local dining, and the beautiful beaches of Siesta Key, this home is perfect for full-time living or a seasonal retreat.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Jill Thomas (941-544-1160)
111 S PINEAPPLE AVE #1204, SARASOTA, FL 34236
$2,950,000311 Days on yellowkey MLS ID: A4660919
2 Days Off yellowkey (back on 5/25/2026)
Bed: 3 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 2845 Built: 2019 Tax: $26,938 (2024)Community: Mark SarasotaSpa: YesCondo
Taxes:$26,938
Elementary School: Southside Elementary
Remarks: Rare penthouse offering at Mark Sarasota. 111 S Pineapple Ave. #1204 is a one-of-a-kind 12th-floor residence and the largest home in the building, offering 2,845 square feet under air and over 3,600 square feet of total living space including a spacious wraparound covered terrace with uninterrupted views of Sarasota Bay. From the moment you go inside, you’re greeted by 11-foot ceilings, double 8-foot entry doors, and expansive 10-foot impact-rated sliding glass doors that blur the line between indoors and out. Gleaming 24-inch white polished porcelain tile floors run throughout the open-concept interior, where a thoughtfully designed layout integrates the living, dining, and family spaces with a chef-caliber kitchen—complete with high-gloss European cabinetry, quartz countertops, and a suite of premium Jenn-Air stainless steel appliances including a 42-inch built-in refrigerator, convection wall oven, and 36-inch induction cooktop. The primary suite is a private oasis, offering panoramic views, dual walk-in closets by California Closets, and a spa-inspired en-suite bath with double vanities, an oversized walk-in shower, deep soaking tub and sleek Grohe fixtures. Two generous guest suites, each with private baths, custom closets and blackout shades, provide comfort and privacy for visitors or family. Additional interior highlights include a convenient and spacious family room/den, automated roller shades throughout with blackout shades in all bedrooms, a full laundry room with custom cabinetry and Whirlpool HE washer and dryer, water filtration and softener systems for the entire residence, and four deeded garage parking spaces plus a same-floor oversized private storage unit. The wraparound covered terrace is an entertainer’s dream with commanding views of the water and city skyline. Enjoy alfresco dining at the built-in outdoor kitchen, equipped with an electric grill, under-counter refrigerator, stone countertops, and durable exterior cabinetry. Residents of The Mark enjoy exceptional lifestyle amenities including 24-hour concierge service, a resort-style heated saltwater pool and spa, state-of-the-art fitness center with a dedicated spin room, a club room with catering kitchen, fireplace and billiards, as well as outdoor lounging areas with fire pits, grills, and dining spaces—all just steps from Whole Foods, Bayfront Park, shopping, dining, galleries and Sarasota’s renowned cultural venues. This rare penthouse opportunity places you in the heart of downtown Sarasota’s most desirable address, where convenience, comfort and coastal elegance converge.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Mike Warm, Llc (941-525-2740)
988 BLVD OF THE ARTS #1816, SARASOTA, FL 34236
$999,900125 Days on yellowkey MLS ID: A4681842
REDUCED by $99,100 (9.0%) on 04/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1555 Built: 1982 Tax: $8,929 (2025)Community: Condo On The BayCondo
Taxes:$8,929
Remarks: With Sarasota’s endless sunshine and breathtaking coastal vistas, the views from this residence truly go on forever. From the 18th floor, enjoy full, unobstructed panoramas of Sarasota Bay stretching all the way to the Gulf of Mexico on the horizon—views attainable only from the 18th and 19th floors, where residences are rarely available. This exceptional home has been completely remodeled to a refined, contemporary living space. The main living areas and kitchen feature select UA Grecian Series Natural Hickory wood flooring, adding warmth and sophistication throughout. The renovated kitchen and two bathrooms showcase soft-close European-hinge cabinetry and granite countertops. The kitchen is equipped with high-end KitchenAid appliances, including a refrigerator, convection oven, microwave, cooktop, vent hood, and dishwasher. A full-size stacked GE washer and dryer are conveniently and discreetly integrated into the kitchen design. Thoughtful upgrades enhance both comfort and wellness, including a REME HALO whole-home air purification system, Everpure commercial-grade water filter in the kitchen, and a Smith Proline commercial-grade water heater. Recently replaced Plaza HBP Low-E sliding glass doors (Miami-Dade rated) frame the spectacular views, while Llumar Vista security window film—with a lifetime guarantee—adds peace of mind in the primary bedroom. Additional custom touches include a floating bar in the living room and elegant Allure window shades, with motorized shades in the primary bedroom. The Condo on the Bay community offers a wide array of amenities exclusively for its residents and guests of both Towers I and II. These amenities include: • 2 Swimming Pools - North and South, • 4 Lighted Pickleball Courts, • Lighted Tennis Courts, • Exercise Facilities & Sauna Rooms, • Boat Docks, Kayak Racks, and Fishing Piers - North and South. This active community also participate in many social events such as Mahjongg & card games, discussion & screening, family/group gatherings and fellowship, and Happy Hour. There is something here for everyone! It is time to experience a luxurious urban life from the 18th floor of Tower II, in the pulsing heart of Downtown Sarasota!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-486-8686)
Listing Agent: Denise Conrad (941-350-4620)
3025 QUAIL HOLW #17, SARASOTA, FL 34235
$169,90050 Days on yellowkey MLS ID: A4691045
REDUCED by $20,000 (10.5%) on 05/24/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 786 Built: 1979 Tax: $2,150 (2025)Community: Quail HollowCondo
Taxes:$2,150
Remarks: This is priced to sell, Motivated seller, first floor unit over looking the golf course. will not last at this price, great location close to everything. HVAC Replaced in 2025
Listing is courtesy of: EDELEN COMPANY INC (941-400-0260)
Listing Agent: Gary Edelen (941-400-0260)
7461 W COUNTRY CLUB DR N #301, SARASOTA, FL 34243
$165,000215 Days on yellowkey MLS ID: A4671681
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1390 Built: 1973 Tax: $3,813 (2024)Community: No 1 Palm-Aire Desoto Lakes Cc Apt CondoCondo
Taxes:$3,813
Remarks: Welcome to 7461 W Country Club Dr N #301, a bright and spacious 2-bedroom, 2-bath condo with a den offering 1,390 sq. ft. of comfortable living in one of Sarasota’s most convenient locations. Step inside to find an inviting open layout filled with natural light and a private balcony overlooking the lush greens of the Palm Aire golf course—perfect for enjoying your morning coffee or evening sunset in peace. This third-floor corner unit delivers exceptional value for its size, with generously sized rooms and abundant storage throughout. The maintenance-free building allows you to fully enjoy the Florida lifestyle without the hassle—just lock up and go. Located minutes from University Town Center (UTC) shopping and dining, the new Mote Marine Aquarium, and Sarasota’s best beaches, this condo offers the ideal blend of tranquility and convenience. Whether you’re a full-time resident or looking for a seasonal retreat, you’ll appreciate the relaxing setting, easy access to everything, and unbeatable price point for this sought-after area.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Schuyler Burke (907-223-8161)
226 GOLDEN GATE PT #32, SARASOTA, FL 34236
$799,000200 Days on yellowkey MLS ID: A4673403
0 Days Off yellowkey (back on 5/24/2026)
REDUCED by $20,000 (2.4%) on 04/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1454 Built: 1968 Tax: $5,507 (2025)Community: Harbor House WestCondo
Taxes:$5,507
Remarks: Renovated waterfront condominium in the sought-after Golden Gate Point neighborhood. Sleek modern design with open kitchen featuring custom cabinets, quartz counters and Kitchen-Aid appliances. Coveted great room design with crown molding, custom built-ins, modern light fixtures and luxury vinyl planking. Owners suite has 2 closets, updated bath with porcelain tile, sliding glass shower door and modern fixtures… both lighting and plumbing. Guest bath has been updated as well. Unit has laundry room with utility sink and more custom storage. All main living areas have picture perfect views from impact windows. Enjoy sunsets over the Ringling Bridge, views of Bird Key, an ever changing array of boats in the Bay, and even an occasional dolphin. The condominium association has done a modernization over the past few years. They have done a remarkable job creating an inviting, modern look to this building. Updated composite dock has room to enjoy the views of Sarasota Bay. Golden Gate Point is a short distance to Marina, The Bay Park, Harts Landing, Lido Beach, St Armands Circle, downtown’s culture district, restaurants and shoppin
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Tammy Garner (941-374-4161)
4438 LONG COMMON LN #52, SARASOTA, FL 34235
$299,00062 Days on yellowkey MLS ID: A4689848
REDUCED by $20,000 (6.3%) on 05/12/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1100 Built: 1988 Tax: $4,069 (2026)Community: Long CommonCondo
Taxes:$4,069
Elementary School: Gocio Elementary
Remarks: ** STANDALONE VILLA IN GORGEOUS COMMUNITY JUST STEPS FROM THE POOL! ** This very rare standalone villa has all the benefits of single family living with the convenience of a condo - it's the best of both worlds! Located on a private cul-de-sac just steps from the pool, it also has GORGEOUS updated cabinetry throughout, a huge private lanai, and has been fully replumbed. Fresh paint and tons of windows make this home light, bright, open, and airy - and fully move-in ready! ** HOME FEATURES: * SUB ZERO REFRIGERATOR * Tiled in Main Living Area * Cul-de-sac Location * Vaulted Ceilings * Fresh Paint * INDOOR LAUNDRY ROOM * Dual Vanity * Two-Car Garage * Association Maintains Roof, Lawn, and Exterior Paint * LOCATION: The Meadows is a perpetual favorite among Sarasota communities! It's located just minutes from the shops and restaurants of UTC and I-75 with miles of sidewalks, lots of great communities, and even has its own 'downtown' area. This is a phenomenal opportunity to own in a great neighborhood!
Listing Agent: Alex Krumm (941-234-3597)
1055 W PEPPERTREE DR #102AA, SARASOTA, FL 34242
$850,000152 Days on yellowkey MLS ID: A4677695
1 Days Off yellowkey (back on 5/23/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1163 Built: 1974 Tax: $4,365 (2025)Community: Peppertree Bay IvSpa: YesCondo
Taxes:$4,365
Remarks: Under contract-accepting backup offers. Rare opportunity to own one of the most resilient and desirable residences on Siesta Key! This 2-bedroom, 2-bath condominium offers 1,163 square feet of living space (1,462 gross square feet) and is ideally positioned on the west side of the building on an elevated first floor, approximately 15 feet above sea level. It is also the closest high-rise condominium to the beach, offering exceptional proximity to the Gulf. One of only six residences in the building with an expansive deck, this sought-after middle-unit location provides a truly rare outdoor living experience. The oversized deck offers ample space for dining, entertaining, or simply relaxing while enjoying coastal breezes and sunsets. The residence has demonstrated remarkable storm resilience, sustaining no damage through three major hurricanes. This is attributed to its elevated positioning, protected west-side exposure, and six hurricane-rated doors installed in 2021. Recent interior upgrades enhance both style and comfort, including luxury vinyl flooring and freshly painted walls completed in 2025. The refrigerator, washer, dryer, and garbage disposal were also replaced in 2025. A dedicated parking space conveys with the unit. Owned by the same family since 1976, the home reflects decades of pride of ownership and thoughtful care. The community features two pools and two clubhouses on both the Gulfside and Bayside, along with a Gulfside fitness center. A well-managed rental program offers flexibility for owners while preserving a relaxed residential atmosphere. Located in one of Florida’s most coveted coastal settings, this exceptional residence offers a rare blend of scarcity, storm resilience, expansive outdoor living, and resort-style amenities—making it an outstanding lifestyle choice and investment opportunity.
Listing is courtesy of: REALTY HUB (407-900-1001)
Listing Agent: Tanya Stutzman (941-504-8785)
1215 S PORTOFINO DR #406, SARASOTA, FL 34242
$435,00033 Days on yellowkey MLS ID: A4691798
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 929 Built: 1968 Tax: $4,559 (2025)Community: Siesta Harbor ICondo
Taxes:$4,559
Remarks: Escape the winter chill and step into your endless summer at this meticulously maintained, fully turn-key furnished 2-bedroom, 2-bathroom condo in the desirable Siesta Harbor community on Siesta Key. This 4th-floor gem has been lovingly cared for by the owners and offers charming peek-a-boo ocean views along with direct canal frontage — perfect for morning coffee with a waterfront breeze or romantic sunset dinner. This active 55+ community delivers the true Siesta Key lifestyle with outstanding amenities: deeded beach access via Crescent Arms, a fishing pier on the Intracoastal Waterway, a heated community pool, boat docks, onsite management, and a vibrant calendar of social activities. You’re just minutes from downtown Sarasota’s top restaurants, shops, and cultural attractions.Enjoy low HOA fees, worry-free maintenance, and peace of mind knowing the property has sustained no storm damage. This turn-key condo is your opportunity to own a slice of the laid-back tropical dream on Siesta Key.
Listing Agent: Miao Whiteside (941-263-9898)
1155 N GULFSTREAM AVE #1107, SARASOTA, FL 34236
$1,899,00054 Days on yellowkey MLS ID: A4689252
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1580 Built: 2017 Tax: $22,657 (2025)Community: Vue Sarasota BaySpa: YesCondo
Taxes:$22,657
Remarks: Indulge in bayfront life at The VUE, a landmark of modern luxury where worldly architecture meets vibrant cultural allure of downtown Sarasota. Poised for effortless walkability, this home places near fine dining, upscale boutiques, art galleries, performing arts venues and renowned Saturday farmer’s market. Savor sweeping, unobstructed vistas of Sarasota Bay, barrier islands, Big Pass, Marina Jack and the Gulf beyond, while capturing breathtaking sunrises, glowing sunsets, and tranquil moonlit evenings through expansive floor-to-ceiling glass and desirable southern exposure. On the 11th floor, upon arrival, a semi-private elevator opens directly into this exceptional residence's private, dedicated foyer, through the entry door into 1,580 square feet under air, 1,930 square feet total. Encompassing an open, split floor plan, two bedrooms, 2.5 baths and soaring 11-foot ceilings, creating a light-filled and refined interior. A full-length terrace spanning over 400 square feet with shaded overhang, extending the living space outdoors, ideal for lounging or entertaining while immersed in dramatic water and city vistas, with direct access from the main living area and primary suite. The modern kitchen features stylish Nolte cabinets, cement quartz countertops, custom full glass tile backsplash, Grohe fixtures and high-end JennAir appliances. The living and dining areas, featuring imported, large format, porcelain flooring, seamlessly connect to this space. The primary suite is a serene retreat with captivating bay views, a spacious walk-in closet with a custom built-in contemporary closet, and a spa-inspired bath featuring dual vanities, quartz countertops and a walk-in shower. Additional features include designer light fixtures and fans throughout, Crestron motorized solar shades with blackout shades in the bedrooms to ensure seamless comfort and privacy at touch of a button throughout, walk-in laundry room with stackable washer/dryer, utility sink, storage cabinetry and a climate-controlled storage unit. Two VIP parking spaces, side by side on the ground level, exclusively the only residence in the 07 stack with this premier positioning, access with seamless entry, exit, and direct access to the residence. Residents also enjoy exceptional, resort-style amenities. Indulge in the elevated resort-style pool and spa with private cabanas, visit one of two rooftop dog parks with a grooming station, or maintain your wellness regimen at the state-of-the-art fitness center overlooking the pool. The residents club lounge, complete with a catering kitchen and entertainment bar, sets the stage for elegant gatherings, while the boardroom and social lounges provide thoughtful spaces to work or unwind. Additional offers include a fire pit with dual gas grills, valet parking, 24-hour concierge service, and exceptional onsite management. Just moments from Sarasota’s world-class beaches, including Lido Key and St. Armands Circle. Embrace Sarasota’s arts and culture through the Sarasota Opera, Sarasota Ballet, West Coast Symphony and John Ringling Museum. Front row view to New Year's Eve and July 4 fireworks display. Whether you are seeking a seasonal escape or a full-time waterfront haven, The VUE delivers a lifestyle of elegance and convenience, without parallel.
Listing Agent: Moriah Taliaferro (941-504-9910)
5740 MIDNIGHT PASS RD #403, SARASOTA, FL 34242
$1,950,00058 Days on yellowkey MLS ID: A4686166
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1449 Built: 1986 Tax: $12,418 (2025)Community: Gulf & Bay Club Ph 6Spa: YesCondo
Taxes:$12,418
Remarks: A rare and exceptional offering within Building F at Gulf & Bay Club on Siesta Key, Unit 403 presents a truly one-of-a-kind coastal retreat. Completely taken down to the studs and reimagined in 2023, this residence showcases a meticulous, high-end renovation where no detail was overlooked. From the moment you enter, you’re welcomed by a light-filled, open-concept design with sweeping direct Gulf views that immediately set the tone. The chef’s kitchen is the centerpiece of the home, anchored by a stunning 12-foot oversized island with seating for six. Featuring eco-friendly PaperStone countertops and backsplash, a full suite of premium Thermador appliances, and seamless custom finishes, the space is as functional as it is striking—all complemented by breathtaking water views as you cook and entertain. Offered turnkey furnished, the interiors are thoughtfully curated with pieces from Arhaus, Restoration Hardware, and other luxury brands, creating a cohesive and sophisticated aesthetic. The open layout flows effortlessly from kitchen to dining to living, enhanced by custom built-ins that provide both style and smart storage, including a paneled wine refrigerator. Wake up to the Gulf from your private primary suite, a serene retreat designed for both comfort and elegance. This space features a dedicated vanity area, custom walk-in closet, and a beautifully appointed en-suite bath, offering a spa-like experience within your own home. Additional highlights include engineered hardwood flooring throughout, hurricane-impact windows and sliders, solid-core doors, and extensive custom storage solutions—all contributing to the home’s elevated design and livability. This two-bedroom, two-bath residence is set within the highly sought-after Gulf & Bay Club, where residents enjoy an unmatched, resort-style lifestyle across 32 acres of lush, manicured grounds. Indulge in 800 feet of private, powdery white sand beach, three heated pools, tennis and pickleball courts, a state-of-the-art fitness center with yoga studio and saunas, and multiple clubhouses featuring lounges, billiards, and social spaces. Additional amenities include barbecue and picnic areas, freshwater lakes, and EV charging stations. Ideally located just moments from the dining, shopping, and vibrant energy of Siesta Key Village—including the iconic Sunday Drum Circle—this residence offers the perfect blend of privacy, luxury, and convenience. Unit 403 is more than a home—it’s a rare opportunity to experience the very best of Gulf-front living on Siesta Key.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Drew Jacobsen (941-253-6309)
1155 N GULFSTREAM AVE #802, SARASOTA, FL 34236
$2,250,000100 Days on yellowkey MLS ID: A4684831
REDUCED by $50,000 (2.2%) on 05/16/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2040 Built: 2016 Tax: $25,314 (2025)Community: Vue Sarasota BaySpa: YesCondo
Taxes:$25,314
Elementary School: Alta Vista Elementary
Remarks: Indulge in Bayfront Luxury at The VUE, a landmark of modern luxury where worldly architecture meets the vibrant cultural allure of downtown Sarasota. Poised for effortless walkability, this home places you near fine dining, upscale boutiques, art galleries, performing arts venues, and the renowned Saturday farmers market. Savor sweeping, unobstructed vistas of Sarasota Bay, Marina Jack and the Gulf of Mexico. Upon arrival, the elevator opens directly into your residence's private, dedicated foyer. As you then continue through the front entry door, you are immediately drawn to the dramatic expanse of 10-foot, floor-to-ceiling impact-rated glass that frames breathtaking water views and floods the open-concept interior with abundant natural light. This exquisitely refined residence features two bedrooms and two and a half baths, among 2,040 heated square feet and 2,250 total square feet. Designed with grand entertaining and quiet retreat in mind, the spacious living and dining areas flow gracefully onto a generous private terrace with mesmerizing water views, an ideal setting for evening cocktails as the sun dips into the horizon. The chef’s kitchen is a masterclass in contemporary elegance, featuring quartz countertops, a waterfall island with breakfast bar, premium stainless-steel appliances, induction cooktop and bespoke Nolte Kitchen European cabinetry, crafted to inspire culinary creativity and conversation alike. The owner’s suite is a tranquil sanctuary, complete with breathtaking bay views, custom-designed closets and a spa-like en-suite bath with dual vanities, soaking tub and glass enclosed walk-in shower. A split-bedroom layout ensures the utmost privacy for guests, with a secondary en-suite bedroom positioned thoughtfully on the opposite side. Additionally, a den/office with a built- in pocket door, may also be used as a third bedroom or other flexible living options, such as a library or media lounge. With abundant natural light, it can even serve as an inspiring artist’s studio. Additional features include LED lighting, premium designer finishes and fixtures, and motorized shades ensure seamless comfort. A dedicated, spacious walk-in laundry room with ample storage and cabinetry and a side-by-side washer and dryer. There are two secure garage parking spaces, one is premium plaza level, near entry/exit gate to parking, two is valet level EV personalized/dedicated to unit and climate-controlled storage unit. Residents will enjoy a collection of exceptional lifestyle amenities. Indulge in the elevated resort-style pool and spa with private cabanas, unwind at one of two rooftop dog parks with a grooming station, or maintain your wellness regimen at the state-of-the-art fitness center overlooking the pool. The residents’ club lounge, complete with a catering kitchen and entertainment bar, sets the stage for elegant gatherings, while the boardroom and social lounges provide thoughtful spaces to work or unwind. Additional offerings include a fire pit with dual gas grills, valet parking, 24-hour concierge service, exceptional onsite management and attentive on-site staff devoted to providing a seamless living experience. Positioned just moments from Sarasota’s world-class beaches, including Lido Key. This iconic residence offers a rare blend of urban sophistication and coastal tranquility. Whether you’re seeking a seasonal escape or a full-time waterfront haven, delivering a lifestyle of elegance and convenience without parallel.
2767 HORSESHOE CT #Q-3, SARASOTA, FL 34235
$209,000220 Days on yellowkey MLS ID: A4670247
REDUCED by $10,000 (4.6%) on 05/20/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1498 Built: 1979 Tax: $2,967 (2024)Community: Meadowlake VSpa: NoCondo
Taxes:$2,967
Remarks: Welcome to The Meadows in Sarasota! This 3-bedroom and 2-bath bright and spacious two-story condominium features an open layout with cathedral ceilings and abundant natural light. The primary bedroom is conveniently located on the ground floor, while the two upstairs bedrooms provide great extra space for guests, a home office, fitness, or hobbies. Enjoy two spacious patios — a screened front patio for morning coffee and a relaxing garden-style patio in the back to unwind at sunset. This unit offers plenty of storage, including a walk-in attic, under-stair storage, and a covered carport with its own storage area. Living in The Meadows feels like being at a resort all year long — with miles of walking and bike trails, lakes, lush mature landscaping, tennis courts, a pickleball complex featuring 8 new courts, a clubhouse, a fitness center, a playground, and a golf course throughout the community. The heated community pool is a few steps from the back porch. Take a short drive to UTC Mall, Benderson Park, Whole Foods, I-75, restaurants, shopping, Downtown Sarasota, St. Armand’s Circle, Siesta Key, or the stunning Gulf beaches. Country Club membership is optional. This is Sarasota living at its best — comfortable, stylish, and ready for you to enjoy.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Tetyana Hanna (970-765-5107)
8779 MIDNIGHT PASS RD #401H, SARASOTA, FL 34242
$595,000310 Days on yellowkey MLS ID: A4661131
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1485 Built: 1980 Tax: $4,969 (2025)Community: Island Reef Ii Ph 1 2 & 3Spa: NoCondo
Taxes:$4,969
Remarks: ENJOY THE BAY VIEWS FROM THIS UPDATED HOME! Kitchen with Granite countertop, Laundry in Residence, office space off foyer. Partially Furnished! Carport! 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 is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Marlene Marshall (941-539-8850)
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