Location: Sarasota
Do Not Show Listings
2657 WOODGATE LN #E4, SARASOTA, FL 34231
$189,50092 Days on yellowkey MLS ID: A4686420
REDUCED by $5,500 (2.8%) on 06/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1980Monthly Fee: $563 Tax: $909 (2025)Community: Pinewood Village VCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$909
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Well kept and updated first level condo. The kitchen has been updated cabiinets and countertops. The primary bathroom has been updated as well. This unit come partially furnished. Parking couldn't be easier with a carport parking spot right in front of the unit. The front porch has been screened in for the morning coffee and book. All the kitchen appliances convey including the washer and dryer. This community offers a community pool, community center that offers a pool table and fitness area.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Eric Martin (941-274-8718)
5654 GARDENS DR, SARASOTA, FL 34243
$225,000114 Days on yellowkey MLS ID: TB8479707
REDUCED by $4,500 (2.0%) on 06/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1080 Built: 1985Monthly Fee: $448 Tax: $3,119 (2024)Community: Gardens At Palm-Aire Country Club IiSpa: NoCondo
Taxes:$3,119
Elementary School: Robert H. Prine Elementary
High School: Braden River High
Tax Year: 2024
Middle School: Braden River Middle
Remarks: Breathtaking Lakefront Condo in Gardens at Palm-Aire. Discover serene Florida living in this beautifully maintained second-floor 2-bedroom, 2-bath condo offering unobstructed lake views from your private screened lanai and both bedrooms—an exceptional feature in the highly desirable Gardens at Palm-Aire. Fully furnished and move-in ready, this light-filled home features an open-concept living and dining area designed for comfort and easy entertaining. A convenient kitchen pass-through enhances flow and functionality, while the spacious primary suite includes a walk-in closet for ample storage. In-unit laundry adds everyday convenience. Major system updates provide peace of mind, including a new A/C system (9/24/23) and water heater (10/25). This well-maintained residence allows for true maintenance-free living. Enjoy resort-style community amenities including a heated pool, clubhouse, tennis and shuffleboard courts, sauna, game room, and barbecue area. Ideally located just minutes from I-75 and close to University Town Center, downtown Sarasota, St. Armands Circle, and the Gulf’s world-famous beaches—including Siesta Key, Lido Key, and Longboat Key—this lakefront opportunity blends tranquility with convenience. Now newly priced for improved value, this turnkey lakefront condo offers one of the best opportunities in one of Sarasota’s most established and convenient communities.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: John Nowicki (727-793-5150)
5180 NORTHRIDGE RD #110, SARASOTA, FL 34238
$204,90064 Days on yellowkey MLS ID: A4689937
1 Days Off yellowkey (back on 6/18/2026)
REDUCED by $5,000 (2.4%) on 06/09/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1164 Built: 1999 Tax: $2,444 (2025)Community: Serenade On Palmer RanchCondo
Taxes:$2,444
Elementary School: Ashton Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. Jackpot! Enjoy effortless living in this FIRST-floor 2-bedroom, 2-bath condo with a rare private garage and reserved covered parking. With no elevators in the building, first-floor placement is a true advantage. Both bedrooms are spacious with ensuite baths, and the screened lanai overlooks a peaceful nature preserve—perfect for relaxing or letting your furry pet enjoy easy outdoor access. Serenade offers resort-style amenities including two pools, a refurbished hot tub, fitness center, clubhouse, library, tennis court, BBQ areas, business center, and car wash station. Recent roof replacements and a seller paid special assessment add extra value. Ideally located near shopping, dining, and daily conveniences, with quick access to I-75. Siesta Beach is just minutes away, and the Legacy Trail is nearby for biking and walking. Publics and Bealls is across the street
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Kerry Hegarty (941-932-1761)
6401 APPROACH RD #32, SARASOTA, FL 34238
$299,00068 Days on yellowkey MLS ID: A4689670
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1275 Built: 1991 Tax: $3,212 (2025)Community: Westwoods At SunriseCondo
Taxes:$3,212
Remarks: Welcome to 6401 Approach Road, a meticulously maintained villa nestled within the serene, tree-lined enclave of Westwoods at Sunrise. This spacious 1,275-square-foot residence features a thoughtful split-floor plan with two bedrooms and two bathrooms, designed to maximize both privacy and an airy, open-concept feel. Recent professional updates enhance the home’s appeal, including elegant quartz countertops, durable hard-surface flooring throughout, and a brand-new HVAC system installed in March 2026. The versatile, climate-controlled lanai offers the unique ability to function as an extended living area or a traditional outdoor porch. In addition, there is a charming screened breezeway at the front door that is perfect for morning coffee, a meal, or tending to your tropical plants. Storage is a standout feature, from the oversized laundry room and numerous interior closets to the one-car garage with a dedicated storage bump-out. Residents of this active 55+ community enjoy two heated pools, a pet-friendly atmosphere (up to 25 pounds), no CDD fees, a year-round calendar of events, clubhouse, and four premier pickleball courts that residents and friends actively play. Perfectly positioned near I-75 and the world-class sands of Siesta Key, this villa represents the ideal Sarasota lifestyle for year-round residents and seasonal guests alike.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Jill Thomas (941-544-1160)
7193 W COUNTRY CLUB DR N #237, SARASOTA, FL 34243
$244,900140 Days on yellowkey MLS ID: A4680028
REDUCED by $600 (0.2%) on 05/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 909 Built: 1973 Tax: $842 (2025)Community: Palm-Aire Desoto Lakes Country ClubCondo
Taxes:$842
Elementary School: Kinnan Elementary
High School: Bayshore High
Remarks: This is a must see property ~ experience 180 degree gorgeous golf course and lake views.....Beautifully updated 2nd-floor condo in the highly sought-after Palm Aire community, a Golf Community, with optional memberships. This light and bright unit features an updated kitchen, beautiful cabinets, granite countertops, newer appliances and a stylish backsplash, added bonus of IMPACT WINDOWS and sliders, newer hot water heater, newer AC unit, and no carpet! Enjoy peaceful mornings overlooking expansive views and stunning sunsets from your vantage point. Ideally located near shopping, dining, and major roadways. A must-see Palm Aire gem!
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Tony Andrews (941-921-5999)
101 WHISPERING SANDS DR #105, SARASOTA, FL 34242
$699,00090 Days on yellowkey MLS ID: A4686924
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969 Tax: $4,088 (2025)Community: Whispering Sands Sec 3Condo
Taxes:$4,088
Remarks: INCREDIBLE VIEWS!.....INCREDIBLE LOCATION!.....INCREDIBLE COMMUNITY!....You will be Impressed by this Special & Rare Opportunity for TURNKEY FURNISHED Residence with FULL WATER VIEWS throughout all Living Areas!..... Located in the Whispering Sands Community you will be able to WALK to the adjacent Village as well as ENJOY over 800' of PRIVATE deeded "white baby powder quartz sands" Beach Access; (2) Heated Pools; clubhouse, fitness center; beachside tiki and so much more in a true "residential neighborhood" setting. Bright & Spacious Open Floor Plan; Updated Kitchen and Baths with Quartz Countertops & Backsplashes; HURRICANE IMPACT SLIDERS open into an Expansive Lanai with Multiple Living Spaces---Perfect for listening to your favorite podcast or Enjoying Majestic Sunsets with Evening Cocktails----The Ultimate in the Siesta Key Lifestyle!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mike Martino (773-619-8593)
9320 CLUBSIDE CIR #2108, SARASOTA, FL 34238
$315,00079 Days on yellowkey MLS ID: A4688391
REDUCED by $10,000 (3.1%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1398 Built: 1995 Tax: $3,258 (2025)Community: Stoneybrook Clubside 2Condo
Taxes:$3,258
Remarks: Welcome to Stoneybrook Golf & Country Club, where resort-style living meets breathtaking golf course and water views. This beautifully remodeled 2-bedroom, 2-bathroom condominium is offered turnkey furnished and showcases extensive upgrades throughout. The open-concept floor plan features luxury vinyl plank flooring, a stunning chef’s kitchen with white shaker cabinetry, abundant drawer storage, quartzite countertops, a center island, and stainless-steel appliances. The kitchen seamlessly flows into the dining and living areas, creating an ideal space for entertaining while enjoying panoramic pond and golf course views. The spacious primary suite offers private lanai access through sliding glass doors, tranquil water views, a walk-in closet, and a tastefully updated en-suite bath. A split-bedroom layout provides privacy for guests, with a generously sized guest bedroom and nearby full bath. Additional conveniences include an in-unit laundry closet, assigned carport parking, and a private storage unit. Enjoy peaceful mornings and relaxing evenings from the north-facing screened lanai, perfectly positioned to avoid direct afternoon sun while still offering beautiful sunset views. Residents of Clubside enjoy access to a private community pool, tennis and pickleball courts, and a grilling area. As an added value, the seller has paid the 2024 golf course modernization assessment in full, representing a savings of more than $6,000 for the new owner. Stoneybrook Golf & Country Club offers an exceptional amenity-rich lifestyle featuring a recently renovated 18-hole championship golf course, Har-Tru tennis courts, pickleball, bocce ball, fitness center, walking trails, clubhouse, full-service restaurant, bar, and numerous social activities. Ideally located near the Legacy Trail and just minutes from Nokomis Beach, Siesta Key Beach, shopping, dining, and entertainment, this property offers the perfect combination of coastal convenience, active living, and country club luxury. Move right in and start enjoying the Florida lifestyle you've been dreaming of. Nowhere but here, Stoneybrook Golf & Country Club.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Debbie Daviadoff (770-331-9805)
5880 MIDNIGHT PASS RD #511, SARASOTA, FL 34242
$2,490,000110 Days on yellowkey MLS ID: A4684184
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2481 Built: 1982 Tax: $13,010 (2025)Community: CasarinaCondo
Taxes:$13,010
Remarks: You will be WOWED! by this Furnished 2400+ Sq Ft of Elegant BEACHSIDE LIVING with (3) Generously Sized Bedrooms & (3.5) Baths with STUNNING FINISHES THROUGHOUT!.....RARELY AVAILABLE Corner Unit in this Special Boutique Community---a Resort-Style PET FRIENDLY "low density" plush 7 acre residential complex with over 200 feet of Powdery Quartz sand frontage along with "Old Florida" Clubhouse; Courts; Beachside Pool & Cabanas and an Onsite Manager....Upon Entrance you will be Greeted with a Grand Hallway that leads to a BRIGHT & SPACIOUS Floor Plan, reminiscent of a Single Story Home...Each Bedroom is Privately Located, each with it's own Full Baths....ENTERTAINING is "Extra Special" with Expansive Living Areas and Ideally Centrally Located Wet Bar....WELL-APPOINTED INTERIORS, including: Porcelain Tile throughout; Quartz Countertops; Hurricane Impact Windows/Sliders; "Hotel Style" Primary Suite with Seating Enclave & Sumptuous Ensuite Bath; Abundant Storage & Closet Space; In-Unit Laundry and Importantly...ease of Indoor/Outdoor Living with Multiple Sliders leading to "Wrap-Around" Balcony/Lanai--Perfect for Morning Coffees or Indulging your Favorite Cocktails while Watching Majestic Sunsets over the Gulf....*****Deeded Beach Access, convenient for long strolls collecting Seashells or just "Toes in the Sand" relaxing at Top Rated Siesta Key Beach. Dining/Shopping and Nightlife of the main village are just minutes away...GARAGE PARKING...---Ideal as Second Home/Vacation, Investment or Year-Round Residence. Island Living @ It's Finest!
7839 LIMESTONE LN #12-204, SARASOTA, FL 34233
$279,00052 Days on yellowkey MLS ID: A4691596
REDUCED by $6,000 (2.1%) on 06/18/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1346 Built: 2008Monthly Fee: $318 Tax: $3,638 (2025)Community: Stonehaven Ph 4, 5, 6, 7 & 25Condo
Taxes:$3,638
Remarks: Clean, bright, and move-in ready, this condo offers both comfort and convenience. Recently refreshed with fresh paint and new carpet, it features an attached garage and hurricane-impact doors and windows, including the garage door. The open-concept kitchen boasts granite countertops and a newer Samsung glass-door refrigerator, flowing seamlessly into the light-filled living space. The split floorplan provides privacy, with a spacious primary suite offering an en suite bath and walk-in closet. Ceiling fans throughout and a laundry closet on the main living level add to the home’s functionality. Located in a pet-friendly, gated community, the property also includes access to a nearby pool just down the street. Ideally situated close to restaurants, shopping, and Siesta Key, this home is a perfect choice for a primary residence or second home... Easy to show and it’s priced to sell!
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
5290 HYLAND HILLS AVE #1916, SARASOTA, FL 34241
$315,00058 Days on yellowkey MLS ID: A4691026
REDUCED by $34,000 (9.7%) on 06/18/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 2002Monthly Fee: $383 Tax: $3,963 (2025)Community: Heritage Oaks Veranda 8Condo
Taxes:$3,963
Remarks: Welcome to your private coastal retreat in the highly sought after Heritage Oaks Golf & Country Club. This beautifully renovated Abby floorplan offers the perfect blend of elegance, comfort and Florida lifestyle. This first floor corner unit shows off all of the natural light and lush landscaping throughout the entire day. The open floorplan features an open kitchen with breakfast nook seating, two bedrooms, two bathrooms, a versatile den/office and private garage. Every detail has been carefully curated with a light, elegant coastal design-creating a serene and inviting atmosphere with serene views of the golf course, nature, and water from the private screen lanai. The den provides flexibility for a home office guest space or additional lounge area. Heritage Oaks is a bundled Golf community, where residents can enjoy championship golf, tennis, fitness center clubhouse dining pool and active social lifestyle all within a beautifully maintained gated setting.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Kelli Eggen (941-376-9844)
1280 DOLPHIN BAY WAY #402, SARASOTA, FL 34242
$1,599,000119 Days on yellowkey MLS ID: A4682864
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2042 Built: 1997 Tax: $14,580 (2024)Community: Dolphin Bay-Siesta Key Sec ACondo
Taxes:$14,580
Remarks: VIEWS! VIEWS! VIEWS!---You will be WOWED! by the Incredible WATER VIEWS in this Well-Appointed/Upgraded & Furnished SIESTA KEY residence with a Highly Desired and "Rare" TWO (2) CAR CLIMATE CONTROLLED PRIVATE GARAGE with STORAGE!.....Located in Dophin Bay, a Boutique Gated Dog-Friendly Resort Style Waterfront Community where residents have access to Pool, Tennis Courts, Fitness Center and "across the street" proximity to TOP RATED Siesta Key Beach. This 2000+ sq ft with NINE FOOT Ceilings is a Bright & Spacious Open Floorplan that features: Quartz Countertops, Thermador Appliances, Sumptuous Bathrooms, Hurricane Impact Sliders; Generously Sized Ensuite Bedrooms with Over-sized Walk-in Closets; In-Unit Washer/Dryer, Electric Shades, Built-ins Throughout & 2 outdoor living spaces--perfect for morning coffees and cocktails with evening sunsets. Take the Siesta Key Trolley to the Main Village for Dining, Shopping and all the Joys of Island Living!
Listing Agent: Veronica Murphy (203-415-5581)
3751 S SCHOOL AVE #11, SARASOTA, FL 34239
$145,000116 Days on yellowkey MLS ID: A4683405
1 Days Off yellowkey (back on 4/23/2026)
REDUCED by $4,900 (3.3%) on 03/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1972 Tax: $1,774 (2025)Community: Sunland AptsCondo
Taxes:$1,774
Elementary School: Southside Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Stunning and move-in ready, this beautifully renovated and fully furnished 2-bedroom, 2-bath condo offers effortless living in an exceptionally convenient central Sarasota location. Perfectly positioned in the heart of the city, you are just minutes from Downtown Sarasota, Sarasota Memorial Hospital, and a straight drive to Siesta Key’s world-famous beaches. Enjoy the rare combination of accessibility and everyday walkability, with popular dining, cafés, and entertainment only a short stroll away. Inside, the condo has been updated to the nines, showcasing a bright, naturally light interior and a complete 2023 renovation including a modern kitchen with quartz countertops and breakfast bar, fully renovated bathrooms, updated flooring throughout, impact (hurricane-rated) windows, and custom window treatments. Offered fully furnished and move-in ready, this residence is ideal for seasonal living, downsizing, or anyone seeking a low-maintenance Sarasota retreat. Ground-floor convenience, a quiet private setting, parking directly outside the unit, and the added benefit of not being located in a flood zone further enhance the appeal. The community pool and laundry facilities are just steps away, adding to the ease of everyday living. Located within a desirable 55+ community, this condo delivers comfort, simplicity, and exceptional lifestyle appeal. Spend your time enjoying Sarasota’s favorite attractions while living in the heart of the city — mornings on Siesta Key’s world-renowned beaches, afternoons exploring local markets and boutiques, and evenings spent dining at the area’s exceptional restaurants. The property can be rented after 1 year of ownership with 4 month lease minimums - no pets allowed. Schedule your tour today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ryan Adamson, Pa (941-713-9234)
2224 BAHIA VISTA ST #E6, SARASOTA, FL 34239
$212,00015 Days on yellowkey MLS ID: A4695961
REDUCED by $3,000 (1.4%) on 06/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 982 Built: 1979 Tax: $2,936 (2025)Community: Cordova Gardens IiCondo
Taxes:$2,936
Elementary School: Alta Vista Elementary
Remarks: Welcome to maintenance-free living the the heart of Sarasota! This beautifully maintained 2-bedroom, 2-bath condominium offers an ideal blend of comfort, convenience and location. The spacious floor plan is light filled and has a great split bedroom floor plan and an ideal blend of comfort, convenience and location. In addition to the bright living areas, a functional kitchen and generously sized bedrooms there is a private primary suite with en suite bath. Enjoy relaxing mornings on one of 2 private lanais and take advantage of the community pool. Located just minutes from downtown and minutes to world class Siesta Key Beach and Village as well as South Side Village with many restaurants and shops as well as Sarasota Memorial Hospital. Whether you're looking for a year-round residence, seasonal retreat, or investment opportunity, this move-in ready condo is a fantastic value in a highly desireable location. New AC
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Lena Oberwetter (608-444-9009)
7280 ELEANOR CIR #101, SARASOTA, FL 34243
$231,00073 Days on yellowkey MLS ID: A4688357
REDUCED by $4,000 (1.7%) on 05/06/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1064 Built: 1993 Tax: $1,570 (2025)Community: Pinehurst Sec ISpa: NoCondo
Taxes:$1,570
Remarks: Welcome to Pinehurst at Palm Aire, This immaculate ground floor end unit that shows like a model! You'll enjoy the open light and bright feeling of this Split Plan bedrooms. Large windows and sliding glass doors make this a light, bright, airy space. Enjoy the privacy of the lush preserve behind the unit while sitting on your screened in lanai, accessible from both the living room and master bedroom. The UPDATED KITCHEN offers ample cabinets and counter space featuring newer granite counter tops and a breakfast bar that opens to the great room. The OPEN CONCEPT features tile flooring throughout the unit in the great room, dining room, kitchen, bedrooms, bathrooms and laundry room. UPDATED BATHROOMS with new countertops, In addition the unit features newer ceiling fans and A/C 2017, ROOF replacement 2016 by the condominium association. The Master suite features a large walk-in closet and private master bath with walk-in shower. A large second bedroom accommodates guests well with close proximity to the second full bath featuring a newer vanity with stone counter top and full sized tub. The separate laundry room includes washer/dryer, storage area, and water heater, has tile flooring and is brightened by a window. Your one car GARAGE houses your vehicle and plenty of storage. With only a short walking distance to the community pool, tennis and great walking areas. this Pinehurst condo is also ideally located with a short drive to SRQ International Airport, RSW,PGD, TPA airports an hour away. Some of the best shopping and restaurants are just minutes away. The UTC Mall. Convenient to all the area has, downtown Sarasota or Lakewood Ranch, the Gulf beaches 20-25 mins and easy access to the interstate. You can join nearby Palm Aire Country Club, a full-service country club featuring 36 hole year-round golf, dining, tennis, pickleball, water aerobics, and various social activities and events.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Jonathan Woods (941-356-7583)
6732 SARASEA CIR #104C, SARASOTA, FL 34242
$644,000149 Days on yellowkey MLS ID: A4679214
REDUCED by $5,000 (0.8%) on 05/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 744 Built: 2009 Tax: $5,421 (2025)Community: Beach Club At Siesta KeyCondo
Taxes:$5,421
Elementary School: Phillippi Shores Elementary
Remarks: Reduced over 55K! Excellent resort investment opportunity with a proven rental history at The Beach Club on Siesta Key, located just steps from the world-famous sugar-sand beach. This beautifully maintained residence looks and feels brand new, featuring a functional floor plan, deeded beach access, and a complete 2021 update with elegant sea-inspired décor, flat-screen TVs, free Wi-Fi, and a full kitchen with stainless steel appliances. Owners enjoy up to 120 days of personal use per year while benefiting from professional on-site management or the option to self-manage for added flexibility. TripAdvisor rates the property 4.5 stars with outstanding reviews. Resort amenities include a heated pool, hot tub, and complimentary beach chairs and umbrellas. Built in 2009 on stem walls, the building is elevated and sustained no storm damage. Ideally located mid-island just 1,000 feet south of the Stickney Point Bridge for easy mainland access, and within walking distance to popular restaurants, shops, marinas, rentals, and local favorites such as Captain Curt’s and Daiquiri Deck—making this a true turnkey beach getaway and income-producing investment. Ask your agent for the Rental History attached to the MLS listing too!
Listing is courtesy of: TIDELINE REAL ESTATE BROKERS (941-587-1669)
Listing Agent: Mike Winger (941-228-3390)
33 S PALM AVE #1501, SARASOTA, FL 34236
$3,750,000352 Days on yellowkey MLS ID: A4657527
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3407 Built: 2024Community: DemarcayCondo
Taxes:$0
Middle School: Booker Middle
Remarks: In the heart of Downtown Sarasota, at the coveted corner of Main Street and Palm Avenue, this Penthouse Collection residence on the 15th floor of the newly built DeMarcay rises above the city with sweeping views of downtown, Sarasota Bay, Big Pass, and onward to the Gulf of Mexico. Step outside and walk to art galleries, acclaimed restaurants, boutiques, theaters, the farmers’ market, the city marina, wellness studios and live music. When the beach calls, St. Armands Circle and Lido Beach are just three miles over the Ringling Bridge. DeMarcay elevates downtown living with resort-style amenities crowned by an 18th-floor bi-level terrace featuring 360-degree vistas. Residents enjoy a state-of-the-art fitness center, an owners’ lounge, outdoor kitchen, and an impressive pool terrace designed for sunset gatherings and entertaining, supported by 24/7 on-site staff for personalized service. This is the only condominium in downtown Sarasota with 24/7 valet parking service, offering a distinctive, space-saving parking configuration and the ease of round-the-clock attended vehicle access. Bayside on the 15th floor, this 3,407-square-foot residence offers three private bedroom suites, a separate office/den, powder room, open living and dining, laundry, and a private bayfront balcony. Volume ceilings and expansive windows bring in natural light and frame the water-and-sky backdrop throughout. The chef’s kitchen pairs imported Italian cabinetry with quartz countertops, a Miele five-burner gas cooktop, and integrated Miele appliances. The primary suite is a serene retreat with a spa-inspired bath featuring designer Italian cabinetry, porcelain undermount sinks, a soaking tub, and a generous walk-in shower. An 18-story boutique community of only 39 residences, DeMarcay blends contemporary architecture with Sarasota’s heritage, thoughtfully preserving and restoring the historic facades of the original DeMarcay Hotel (1922) and the Roth Cigar Factory (1923–1938). A rare opportunity to live at Sarasota’s most walkable crossroads—elevated, effortless and distinctly downtown.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Andrew Tanner (941-539-0998)
33 S GULFSTREAM AVE #404, SARASOTA, FL 34236
$375,0006 Days on yellowkey MLS ID: A4695460
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 754 Built: 1964 Tax: $4,270 (2025)Community: Gulfstream TowersSpa: NoCondo
Taxes:$4,270
Remarks: Discover the ultimate downtown Sarasota lifestyle from this beautifully maintained fourth-floor condominium offering partial Sarasota Bay, Bayfront Park, and Marina Jack views. Perfectly positioned at the coveted corner of Main Street and Gulfstream Avenue, this residence places the very best of Sarasota just outside your front door. Step inside to find expansive living spaces, wood-look tile flooring throughout, abundant natural light, and a warm modern aesthetic that complements the building's timeless mid-century architecture. The spacious primary suite offers comfort and privacy, while the retro-inspired bathroom preserves the character and charm that make this residence truly unique. Enjoy spectacular sunset skies from the comfort of your living room or take a short stroll to Sarasota's vibrant waterfront, renowned restaurants, boutique shopping, theaters, art galleries, farmers market, and year-round cultural events. Whether enjoying morning walks along the bayfront or evenings dining downtown, every day feels like a vacation. This well-maintained community offers exceptional amenities including a resort-style pool and expansive sun deck, social room with kitchen and dining area, refurbished lobby and common areas, updated elevators, impact-resistant windows, and attractive brick paver decking. Ideal as a primary residence, seasonal retreat, or investment opportunity, this is a rare chance to own in one of Sarasota's most desirable downtown locations where waterfront living, walkability, and urban convenience come together seamlessly.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Joseph Mcdonald, Llc (941-375-9646)
1350 5TH ST #402, SARASOTA, FL 34236
$695,00031 Days on yellowkey MLS ID: A4691938
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 784 Built: 2019Monthly Fee: $724 Tax: $5,936 (2025)Community: Risdon On 5ThSpa: NoCondo
Taxes:$5,936
High School: Booker High
Remarks: Stunning one bedroom penthouse in the heart of the Rosemary District, one of downtown Sarasota’s most vibrant and sought after neighborhoods, featuring an exclusive private garage, an exceptionally rare offering in luxury condo living. Positioned on a private penthouse level with only four residences, this sophisticated urban retreat combines privacy, security, contemporary design, and unmatched walkability. Filled with natural light, the residence features soaring ceilings, impact rated windows and doors, electric blinds, and refined modern finishes throughout. The open concept layout is complemented by a beautifully appointed kitchen with a premium appliance package, sleek cabinetry, and an oversized single cell sink designed for both style and functionality. Designed by Halflants + Pichette Studio for Modern Architecture, Risdon on 5th showcases striking contemporary architecture and an elevated downtown Sarasota lifestyle. Step outside your door to enjoy the rooftop pool and observation lounges, offering resort style amenities and an elevated atmosphere perfect for relaxing or entertaining. The gated community provides peace of mind while placing you in the center of downtown Sarasota’s thriving arts and entertainment scene. Residents enjoy unbeatable walkability to the Sarasota Opera House, theaters, acclaimed dining, rooftop bars, art galleries, boutique shopping, coffee shops, nightlife, and waterfront attractions. The private one car garage is a true rarity for downtown Sarasota penthouse living, adding convenience and long term value rarely found in the Rosemary District. Ideal as a full time residence, seasonal retreat, or investment opportunity, this exceptional penthouse offers the perfect lock and leave lifestyle in one of Sarasota’s most desirable urban locations.
9320 CLUBSIDE CIRCLE S #2310, SARASOTA, FL 34238
$299,00046 Days on yellowkey MLS ID: N6144157
REDUCED by $20,000 (6.3%) on 06/09/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1106 Built: 1995 Tax: $3,058 (2025)Community: Stoneybrook Clubside 2Condo
Taxes:$3,058
Remarks: Welcome to your private slice of paradise in the highly sought after Stoneybrook Golf & Country Club. This beautifully maintained turnkey furnished third floor end corner condo offers the perfect combination of comfort, style, and breathtaking waterfront and golf course views. Featuring 2 bedrooms and 2 bathrooms, this light and bright residence is ideal as a full time home, seasonal retreat, or income producing getaway with a strong seasonal rental history. The open concept floor plan flows seamlessly from the moment you enter straight through to the screened lanai, where vaulted ceilings and expansive views create a peaceful and private setting. Updated throughout, this stunning condo features new vinyl plank flooring throughout the main living areas and new carpet in both bedrooms installed just 2 years ago. The beautifully updated kitchen offers new appliances just 1 year ago, a new dishwasher only 1 month ago, gorgeous tropical backsplash, and quartz countertops in both the kitchen and bathrooms. The primary suite is a relaxing retreat with private sliders to the lanai, a walk in closet, and serene views, while the split bedroom design offers privacy for guests. Additional updates include a new washer and dryer 2 years ago, convenient in unit laundry closet, elevator access, and the rare advantage of a third floor end unit location. Residents enjoy a community pool and tennis courts just steps away, while beyond your front door awaits the resort style lifestyle of Stoneybrook Golf & Country Club featuring a recently modernized 18 hole championship golf course, Har Tru tennis courts, pickleball, bocce, fitness center, walking trails, full service restaurant, bar, and endless social activities. Perfectly located near The Legacy Trail, Nokomis Beach, and world famous Siesta Key Beach, this is Florida living at its finest. Privacy, views, updates, and amenities make this exceptional condo a true gem.
Listing is courtesy of: RE/MAX PALM REALTY OF VENICE (941-451-2025)
Listing Agent: Kimberly Eudy (941-882-2666)
5855 MIDNIGHT PASS RD #514, SARASOTA, FL 34242
$438,00013 Days on yellowkey MLS ID: OM724368
REDUCED by $40,000 (8.4%) on 06/15/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 751 Built: 1976 Tax: $3,878 (2025)Community: Harbor TowersCondo
Taxes:$3,878
Remarks: COASTAL RESORT LIVING JUST MINUTES FROM SIESTA KEY BEACH! Enjoy the best of Siesta Key living in this beautifully updated and move-in-ready condominium at Harbor Towers, one of the island's most sought-after waterfront communities. Located just a short distance from the world-renowned Siesta Key Beach, this large one-bedroom, one-bath residence offers beautiful bay and intracoastal water views, exceptional amenities, and outstanding ownership value. **Recent Upgrades & Improvements:** • NEW luxury vinyl flooring throughout • NEW air conditioning system (2026) • NEW hot water heater (2026) • Fresh interior paint • NEW window • NEW screened lanai door • Keypad entry system • All special assessments paid • HOA fees paid through 2026 • No outstanding assessments or fees The spacious floor plan features an oversized bedroom with room for multiple sleeping arrangements, generous closet space, a full-size kitchen with refrigerator and dishwasher, keypad entry, and abundant natural light. Harbor Towers offers an impressive collection of resort-style amenities, including a heated pool and spa, fitness center, marina, fishing pier, boat slips available for lease, tennis courts, clubhouse, walking paths, grilling areas, and secured gated access. A deeded covered parking space is conveniently located near the building entrance. Ideal as a primary residence, vacation getaway, or investment opportunity. Historical rental activity reflects gross rental income of approximately $34,000 annually; future rental income may vary. Ideally situated near Siesta Key Village, residents enjoy convenient access to restaurants, shopping, entertainment, and beach access, with trolley and transportation options nearby. Experience the convenience, amenities, and coastal lifestyle that make Harbor Towers one of Siesta Key's most desirable waterfront communities. With elevator access, a practical layout, convenient amenities, and low-maintenance living, this residence offers comfort and ease of ownership.
Listing is courtesy of: ENGEL & VOLKERS OCALA (352-820-4770)
Listing Agent: Jamie Zeigler (863-969-9145)
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