Location: Sarasota
Do Not Show Listings
9150 BLIND PASS RD #206, SARASOTA, FL 34242
$900,00012 Days on yellowkey MLS ID: C7526359
REDUCED by $99,000 (9.9%) on 06/02/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1710 Built: 1975 Tax: $9,204 (2025)Community: Fishermans HavenCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,204
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Some photos have been virtually staged. Welcome to Fishermans Haven on South Siesta Key, where coastal comfort and modern updates come together in this beautifully renovated 3-bedroom, 3-bath waterfront condo. Offering over 1,700 square feet of bright, open living space, this residence has been fully updated from top to bottom with new flooring, a beautifully redesigned kitchen, updated bathrooms, and stylish finishes throughout. Natural light pours into the living areas, creating a warm and airy feel, while the private patio offers peaceful water views that perfectly capture the relaxed island lifestyle. Located right next to Turtle Beach and just a short drive from the world-famous Siesta Key Beach, you’ll enjoy easy access to beaches, boating, kayaking, restaurants, and shopping. The community features great amenities including a heated pool, sundeck, grilling area, kayak and bike storage, and elevator access. Additional updates include a new HVAC system and hot water tank replaced in 2026. Community improvements are also underway and expected to be completed this summer, including pool restoration, exterior painting, and parking lot repairs making this an even more attractive opportunity to own your piece of paradise on Siesta Key.
Listing is courtesy of: RE/MAX PALM REALTY (941-743-5525)
Listing Agent: Taylor Brady (239-896-6433)
3950 ROXANE BLVD #2B, SARASOTA, FL 34235
$99,50096 Days on yellowkey MLS ID: A4683999
REDUCED by $7,400 (6.9%) on 06/02/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 715 Built: 1964 Tax: $1,353 (2025)Community: Strathmore Village GreenCondo
Taxes:$1,353
Elementary School: Glenallen Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Presenting a remarkable opportunity designed for both seasonal and full-time residents! This newly renovated 1-bedroom, 1-bathroom unit provides an affordable living solution, featuring a designated parking space. The residence includes a brand-new stove, microwave, and hot water heater, as well as low-maintenance luxury vinyl flooring throughout. Located within a vibrant 55+ community, residents can take advantage of various amenities, including a swimming pool, clubhouse, and an extensive calendar of daily events. Additional features include on-site laundry (with clothesline), storage options, and guest parking conveniently located across the street. The homeowners association covers water, sewer, basic cable, and trash services. This property is ideally positioned in a central location, close to the University Town Center, downtown, and the airport.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Stephanie Soffer (908-256-1029)
1350 MAIN ST #502, SARASOTA, FL 34236
$487,00093 Days on yellowkey MLS ID: A4684303
REDUCED by $8,000 (1.6%) on 05/27/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 705 Built: 2007 Tax: $5,070 (2025)Community: 1350 Main ResidentialSpa: YesCondo
Taxes:$5,070
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Located at the direct epicenter of downtown Sarasota on Main Street, this 5th-floor residence at 1350 Main Street offers the ultimate turn-key downtown Sarasota condo for sale under $500k. Offering a rare sense of privacy with only three units on the entire floor, this 705 SF layout is perfect for a Florida seasonal retreat, a weekend getaway, or an effortless "lock-and-leave" lifestyle. Expansive North-facing windows flood the interior with natural light, while sliding glass doors open to invite in the city breeze. Motorized sun and blackout shades controlled by a hidden, customizable Lutron shade and lighting system provide quick control over the home’s light and atmosphere. A stackable washer and dryer are in the bathroom closet. The efficient kitchen has a newer refrigerator and a KitchenAid range and dishwasher, opening into a spacious living area. In the primary suite, custom built-in shelving provides an elegant storage solution, and for those seeking an absolute move-in ready condo in Sarasota, the furnishings are negotiable (excluding the display cabinet). This pet-friendly condo in downtown Sarasota serves as a premier secondary sanctuary for those desiring a refined city escape. Ownership includes the "gold standard" of luxury condo amenities and conveniences: a deeded parking space in the private garage and a highly coveted same-floor condo storage unit. Known for its 24/7 concierge service and meticulous cleanliness, the building offers resort-style amenities including secure garage parking, a remodeled fitness center, expansive pool deck, heated lap pool, spa, fire pit, library, and stylish clubroom. Step out of the lobby and into the heart of walkable downtown Sarasota. Directly across Main Street, enjoy immediate proximity to local favorites including Clasico, Cafe Epicure, Selva, OfKors Bakery, Green Zebra, Cafe Amici, and Main Street Creamery. Explore the nearby galleries of Palm Avenue Sarasota, or take a scenic stroll down to Marina Jack and the beautiful paths of Bayfront Park. With the Sarasota Opera House, Florida Studio Theatre, Art Ovation, and local theaters just steps away, this is a rare opportunity to own Sarasota luxury real estate at the intersection of culture and convenience.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: John Forberger (305-905-1842)
5300 HYLAND HILLS AVE #U2016, SARASOTA, FL 34241
$274,000188 Days on yellowkey MLS ID: A4673371
REDUCED by $46,000 (14.4%) on 05/24/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 2003Monthly Fee: $901 Tax: $3,405 (2024)Community: Heritage Oaks GccCondo
Taxes:$3,405
Elementary School: Lakeview Elementary
High School: Riverview High
Tax Year: 2024
Middle School: Sarasota Middle
Remarks: This is a first floor, corner unit ABBEY floor plan: the largest of the Veranda Condos at 1684 square feet overlooking the green of the Signature 14th Island Hole. In addition to the standard floor plan, this unit has a wet bar in the Living Room and a built in desk/bookcase/ computer unit in the Den and is offered fully turnkey furnished, just waiting for exactly the right person to come along and upgrade with their own personal touch - a blank slate to make your designer alter ego come to fruition. it's all about Location, Location, Location and in a gated golfing community. Heritage Oaks Golf and Country Club is a 500 acre, Audubon Certified community which features an 18-hole, Azinger-Lewis designed championship golf course, complemented by a Master's style Pro Shop. The recently remodeled clubhouse features the expanded 19th Hole Bar & Grille with several other smaller dining rooms for private parties, a multi-use room, card room, and an outdoor Al Fresco dining area. In addition, the club's extensive amenities include 4 Har-Tru surface, lighted tennis courts, a newly remodeled equipped fitness facility staffed by a full-time director and guest instructors who provide numerous classes. There are five pools, including the main, Jr Olympic pool and Spa, disbursed throughout the community. The condo's one car detached garage, in addition to the car or golf cart, has some extra storage space. Driving to the other venues, Sarasota is usually within twenty minutes: the Siesta Key beach, the downtown area, the Ringling Bridge to St. Armand's Circle, Longboat Key, and Anna Maria Island; Venice to the south and talc, sandy beaches along the entire coastline. This is not just a house on the street: Heritage Oaks has an active lifestyle with a plethora of physical amenities, but also many social activities in which to participate. Come join un in Sunny Sarasota and live the country club experience.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: R Glen Ridgeway (941-302-2376)
100 CENTRAL AVE #H716, SARASOTA, FL 34236
$949,9005 Days on yellowkey MLS ID: A4694485
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1725 Built: 2005 Tax: $12,497 (2025)Community: One Hundred CentralSpa: YesCondo
Taxes:$12,497
Elementary School: Alta Vista Elementary
Remarks: 100 Central Avenue — Where Downtown is Downstairs. Live in the center of Sarasota’s most vibrant luxury lifestyle from this beautifully updated and FULLY FURNISHED residence at one of downtown’s most iconic addresses. Residence H716 offers 1,725 square feet of refined living with 2 spacious en-suite bedrooms, 2.5 bathrooms, a versatile den, and an expansive private balcony showcasing captivating city and bay views. Inside, warm dark hardwood flooring, custom cabinetry, granite countertops, and thoughtfully designed living spaces create a residence that feels both elegant and comfortable. The open-concept layout flows effortlessly for entertaining, while floor-to-ceiling natural light enhances the home’s inviting atmosphere. Recent updates include a NEW 2025 washer and dryer, along with a NEW 2024 refrigerator and water heater. What truly separates 100 Central is the lifestyle. Step downstairs directly into the heart of downtown Sarasota — where Whole Foods, Starbucks, award-winning restaurants, boutique shopping, the Sarasota Opera House, Florida Studio Theatre, and vibrant nightlife are all just outside your door. Marina Jack, Bayfront Park, St. Armands Circle, and Lido Beach are only minutes away. Residents enjoy an impressive collection of resort-style amenities, including a 24-hour concierge and secured access, a heated pool and jacuzzi, a fitness center, a private movie theatre, a resident club room and art studio, guest suite accommodations for visitors, and pet-friendly living. A standout feature rarely found downtown is the inclusion of TWO secure under-building parking spaces located high and dry on the 4th floor, along with additional storage. Whether you’re searching for a full-time residence, seasonal retreat, or luxury lock-and-leave lifestyle, Residence H716 delivers exceptional convenience, privacy, and walkable city living in the cultural heart of Sarasota.
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Don Uffinger, Iii (941-504-2014)
111 S PINEAPPLE AVE #1021, SARASOTA, FL 34236
$1,299,00056 Days on yellowkey MLS ID: A4688715
0 Days Off yellowkey (back on 4/30/2026)
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1575 Built: 2019 Tax: $18,357 (2025)Community: Mark Sarasota CondoSpa: YesCondo
Taxes:$18,357
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Experience refined urban living in this beautifully updated residence, complete with two dedicated parking spaces, featuring two bedrooms, 2.5 baths, and a versatile bonus room. Thoughtfully designed with an open concept layout, the home seamlessly blends modern style and everyday functionality, enhanced by high end builder finishes and custom upgrades throughout. The flexible den, ideal as a library, media room, or home office, offers endless possibilities. At the heart of the home, the gourmet kitchen impresses with an induction cooktop, quartz countertops, custom backsplash, and under cabinet lighting, perfect for both everyday living and entertaining. The spacious owner’s suite serves as a private retreat, featuring direct terrace access, a large walk in closet, additional custom storage, and a spa inspired bathroom with dual vanities, an oversized countertop, and a glass enclosed walk in shower with a rain showerhead. Each bedroom includes its own en suite bath, and the additional half bath is both stylish and convenient for guests. Storage is thoughtfully maximized with custom built closets, cabinetry, and shelving throughout. Luxury upgrades include porcelain flooring, designer light fixtures, premium wireless ceiling fans, an Ecobee smart thermostat, and remote controlled Hunter Douglas window treatments. Residents also benefit from community EV charging stations. The expansive terrace offers ample room for outdoor dining and lounging, with sweeping views of downtown Sarasota and the bay, perfect for taking in stunning sunsets. Residents of The Mark enjoy exceptional amenities, including a stylish club room and lounge, a state of the art fitness center, and an outdoor entertaining area with grilling stations, fire pit, and a 65 foot heated saltwater pool and spa. Located in the heart of downtown Sarasota’s vibrant arts and dining district, the building offers 24 hour security and on site management. Built in 2019, The Mark is known for its sleek contemporary design and premier location just steps from Main Street’s boutiques, restaurants, and popular farmers market. Schedule your private showing today.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Mairead Smialek (847-334-4848)
9011 MIDNIGHT PASS RD #426, SARASOTA, FL 34242
$569,000230 Days on yellowkey MLS ID: A4668084
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1093 Built: 1974 Tax: $5,686 (2024)Community: Sunrise Cove Sec 4Condo
Taxes:$5,686
Elementary School: Phillippi Shores Elementary
Remarks: Location! Location! Location! Great Investment Property, Rent 12 times a year with a 30 day minimum and an onsite management company! Experience true waterfront living with spectacular views all day long of the Intracoastal Waterway from your Condo and breathtaking sunrises every morning! The grounds are absolutely Stunning! This TURNKEY furnished 2-bedroom, 2-bath condo on the 4th floor of Sunrise Cove offers comfort, style, and convenience. The spacious living room features beautiful Hard wood floors and sliding glass doors that open to a screened-in lanai with remote-controlled blinds, and a spectacular views of the Intercoastal Waterway perfect for relaxing and enjoying the panoramic views. The primary bedroom included Hardwood flooring a walk-in closet, and an en-suite bath with a large walk-in shower. The second bedroom also features wood floors, a walk-in closet, and views of the Gulf of Mexico and beach across the street. The hall bath offers a walk-in shower and tile flooring. The kitchen opens to the dining and living areas, creating an inviting open-concept layout ideal for entertaining. Additional updates include a brand-new air conditioning unit (2025) and new water heater (2025) and Brand new Roof (2025) Community Highlights: Two heated swimming pools, including an Olympic-size pool with restrooms and a covered lounge area Pickleball and tennis courts State-of-the-art fitness center and game room On-site management with 30-day minimum rentals, offering great income potential Turtle Beach is just across the street, and the free Siesta Key Breeze trolley stops nearby every 15 minutes Two popular waterfront restaurants, Turtles on the Bay and Ophelia’s on the Bay, are right next door Extra storage closet conveniently located near the elevators in the laundry room Recent community updates: new roofs, new docks, and nearly completed new carports Enjoy the best of Siesta Key living—whether as a vacation home, income-producing property, or full-time residence, this fabulous waterfront condo offers it all!
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Sheryl O'Keefe (941-376-2112)
5790 MIDNIGHT PASS RD #506, SARASOTA, FL 34242
$1,200,00082 Days on yellowkey MLS ID: A4686142
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1335 Built: 1979Monthly Fee: $1,647 Tax: $10,130 (2025)Community: Gulf & Bay Club Ph 1Condo
Taxes:$10,130
Remarks: Gulf-front views at the Gulf & Bay Club, resort living on Siesta Key! Ideally on the fifth floor of the A Building in Gulf & Bay Club, this expansive two-bedroom residence showcases sweeping Gulf views and the signature lifestyle only Siesta Key ownership provides. With 1,335 square feet of interior living space and private lanai, this property delivers coastal elegance and remarkable comfort in one of Sarasota’s loved beachfront addresses. An open floor plan with tranquil Gulf/beach views. New luxury vinyl wood flooring through main living space and comfortable carpet in both bedrooms. Designed for effortless entertaining, the open living and dining areas connect seamlessly to a stunning Gulf-facing view, ideal for sunset gatherings or quiet mornings with ocean breezes. The new updated kitchen pairs functionality with style, offering solid wood cabinetry, stone counters, a center island and all new stainless appliances. The primary suite is a private retreat, complete with walk-in closet, lanai access, and a luxurious updated en-suite bath featuring dual vanities and a large shower. The guest suite is a generously sized bedroom which provides privacy for family and visitors. An additional feature is a spacious laundry room. The Gulf & Bay Club on Siesta Key delivers unmatched amenity experience. The building boasts an array of amenities designed to elevate everyday living, including on-site management for added convenience. Two electric vehicle charging stations that are available, three large heated pools with Wi-Fi including one lap pool, 800 feet of private soft white sandy beach, six tennis courts including one Har-Tru court, six pickleball courts, basketball/racquetball/pickleball courts, shuffleboard court, organized seasonal golf for men and women, State-of-the-art fitness center, including free weights and yoga room, six dry saunas, hot tub, two clubhouses, library with books, bar, pool table and TVs. Numerous social activities during season, and the world-famous Siesta Key Beach directly on the beautiful Gulf of Mexico, featuring spectacular sunsets. This property serves as a tranquil retreat in an exceptional location whether you're seeking a permanent residence or a vacation getaway.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lisa Gullick (941-364-4000)
9580 HIGH GATE DR #1822, SARASOTA, FL 34238
$335,000131 Days on yellowkey MLS ID: A4679510
REDUCED by $10,000 (2.9%) on 04/14/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1333 Built: 1996 Tax: $3,377 (2024)Community: Stoneybrook Veranda Greens 2Condo
Taxes:$3,377
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Remarks: Live the Dream in Stoneybrook Golf and Country Club on Palmer Ranch. Enjoy incredible fairway and green views of the newly redesigned 17th hole from your private, screened-in back lanai. This second-floor Carlton model condo features vaulted ceilings throughout the living room, dining room, and kitchen—creating a bright, airy space perfect for everyday living and entertaining. The kitchen includes stainless steel appliances, a breakfast nook, and access to the front screened lanai, ideal for enjoying peaceful mornings. The unit comes furnished and new carpet in living areas. The primary bedroom suite offers twin walk-in closets, a great bay window for a dressing table or additional sitting, and a slider out to the lanai. An en-suite bath with a walk-in shower. The split-bedroom layout provides privacy with a spacious second bedroom and adjacent full bathroom. In-unit laundry room with washer, dryer, and more storage. Detached one-car garage. Designer lighting from Venice Lighting Co. The 2024 Golf Course Modernization assessment has been PAID IN FULL by the seller making this a rare opportunity to enjoy a modernized golf experience with no additional expense. Residents enjoy an updated clubhouse and restaurant, 18-hole Arthur Hills–original designed golf course, Har-Tru tennis courts, a state-of-the-art fitness center, resort-style pool and spa, direct access to the Legacy Trail for biking and walking. Stoneybrook Golf and Country Club is a premier member-owned country club community, ideally located between Downtown Sarasota and Downtown Venice, just minutes from Siesta Key Beach. This is the lifestyle you've been waiting for—schedule your private showing today!
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Michael Emery (312-371-9850)
4639 CHAPEL HILL DR #2925, SARASOTA, FL 34238
$390,00069 Days on yellowkey MLS ID: A4687543
REDUCED by $9,900 (2.5%) on 05/21/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1333 Built: 1997Monthly Fee: $35 Tax: $2,526 (2025)Community: Stoneybrook Veranda Greens North 02Spa: NoCondo
Taxes:$2,526
Middle School: Laurel Nokomis Middle
Remarks: Welcome to your dream condo in the highly sought-after Stoneybrook Golf & Country Club! This stunning, renovated 2-bedroom, 2-bath residence offers 1,333 square feet of light-filled living space with soaring cathedral ceilings and an open-concept design. The beautifully updated kitchen features wood cabinetry with crown molding, granite countertops, stainless steel appliances, and modern lighting—perfect for both everyday living and entertaining. Luxury vinyl plank flooring flows throughout the main living areas, enhancing the home’s clean, contemporary feel. Retreat to the spacious owner’s suite, complete with a charming bay window, wood laminate flooring, and a luxurious ensuite bath featuring quartz countertops, dual storage, a sleek square sink, and a custom-tiled walk-in shower with subway tile and mosaic flooring. A split-bedroom layout ensures privacy, with a generously sized guest bedroom and a fully updated guest bath showcasing new cabinetry, quartz countertops, and stylish fixtures. Enjoy the best of Florida living with two private lanais—front and rear—both finished with new ceramic tile. Savor peaceful mornings and alfresco dining on the rear lanai overlooking the golf course and lake, or unwind in the evening on the front lanai with stunning sunset views. Additional highlights include an interior laundry room with ample storage, updated plumbing (re-piped), new AC (2022), and a new hot water heater making it move-in ready. Residents of Stoneybrook Golf & Country Club enjoy access to a premier gated community featuring an 18-hole championship golf course, clubhouse with dining and lounge, tennis and pickleball courts, fitness center, heated pools, scenic walking trails, and a vibrant social calendar. Ideally located just minutes from shopping, dining, and the world-renowned Siesta Key Beach, this exceptional condo offers the perfect blend of luxury, comfort, and lifestyle. Schedule your private showing today!
3061 QUAIL HOLW ## 35, SARASOTA, FL 34235
$219,00047 Days on yellowkey MLS ID: A4690473
REDUCED by $6,000 (2.7%) on 04/28/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 786 Built: 1979Monthly Fee: $82 Tax: $2,437 (2025)Community: Quail HollowCondo
Taxes:$2,437
Elementary School: Gocio Elementary
Remarks: Best Kept Secret in Sarasota:) Great Turn-Key, quaint placement of this one bedroom, one bathroom condo in the Meadows. First floor walkout onto a lovely pathway of old Florida growth trees and just near the excellent pool. Front parking to the unit and covered entry to the front door. Complete tile floors, two window bedroom to fit side desk or sitting chair additional to the bed and dresser. Pocket door from master bedroom into the full bathroom with tiled shower/bath. Main living area has dining area, living room, wonderful kitchen with breakfast bar and island for meal preparation or serving. Four panel sliders looking out through the delightful screened lanai and onto a deep glorious nature view. Pool just outside the unit with a simple walk. Washer/Dryer is stacked and an outdoor closed storage can also be locked. Community is just down the street from the Meadows Country Club, golf and tennis. Additional Olympic pool and fitness center. Many trails of old growth for walking and biking. Excellent location near UTC Mall area, Lakewood Ranch to the east, downtown Sarasota to the SW, Anna Maria Island to the NW and dining/shopping/events abound being central. The coast offers some of the finest beaches on the Gulf Coast of Florida. A lovely unit for living or leasing seasonally.
Listing is courtesy of: COLDWELL BANKER REALTY (941-739-6777)
Listing Agent: Argelia Vidal (734-218-4536)
988 BLVD OF THE ARTS #311, SARASOTA, FL 34236
$899,000510 Days on yellowkey MLS ID: A4634217
REDUCED by $30,000 (3.2%) on 05/15/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1555 Built: 1982 Tax: $11,786 (2024)Community: Condo On The BayCondo
Taxes:$11,786
Remarks: One or more photo(s) has been virtually staged. (To show this unit’s full potential) The Bayfront Horizon is Your Neighbor - Imagine a lifestyle where the sunset never has an expiration date. This isn't just a beautiful condo; it’s a front-row seat to the best of Sarasota. Perched in the iconic Condo on the Bay, this fully renovated 2-bed/2-bath sanctuary offers "forever" views of the Bayfront, Longboat Key, and the Ringling Bridge—views protected by the water, with no future buildings to ever obstruct your peace. The Interior Experience: Step into a Great Room where the boundaries between indoors and out vanish. A massive wall of impact-glass sliders pulls the turquoise waters right into your living space. Underfoot, White Oak engineered hardwoods lead you past a custom dry bar—complete with a wine fridge—toward a kitchen designed for the culinary artist. Featuring Elite Woodwork of Sarasota cabinetry, a Walnut backsplash, and an induction cooktop, this space is as functional as it is beautiful. Your Private Oasis: The master suite is a masterclass in serenity. Wake up to calm water views, adjust your environment with remote-controlled Hunter Douglas shades, and prepare for the day in a spa-inspired en-suite featuring dual floating vanities and a multi-head rainfall shower. Even the secondary bedroom is generously scaled, ensuring guests feel the same level of coastal luxury. The Lifestyle & Amenities: Living here means the best of Sarasota is at your doorstep. Whether you’re launching a kayak from the private docks, playing a match on the lighted pickleball or tennis courts, or socializing at the resort-style pools, the "Tower II" lifestyle is one of effortless sophistication. Peace of Mind: 24-hour gated security, concierge services, and a newer HVAC (March 2023). The Location: A short stroll to the vibrant arts of Downtown Sarasota and a quick hop to the sands of Lido Beach. Ready to live where the city meets the Bay? Welcome home to Condo on the Bay, Tower II #311.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Dana Cook Westmark (941-356-5091)
4655 TOWER HILL LN #2422, SARASOTA, FL 34238
$219,900113 Days on yellowkey MLS ID: A4681979
REDUCED by $20,000 (8.3%) on 06/02/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1163 Built: 1997Monthly Fee: $385 Tax: $2,752 (2025)Community: Stoneybrook Arbor Greens 1Condo
Taxes:$2,752
Remarks: If you are seeking a country club lifestyle but are not an avid golfer, this Arbor Greens condo at Stoneybrook Golf And Country Club is the perfect opportunity for you. A social membership is included with ownership, providing access to the clubhouse, tennis courts, swimming pool, fitness center, and all of the social activities that you would expect in a country club community. Limited golf access is available, at guest rates. Additional recreation facilities (pool, tennis court, BBQ grill) are also provided in the Arbor Greens neighborhood. Tucked away in a quiet area away from busy fairways, this turnkey-furnished second floor condo has a peaceful private view of the greenbelt and wooded preserve. You'll enjoy morning sun on your screened lanai, and afternoon sun and sunsets will be viewed from your front porch, where you'll greet your neighbors as they pass by. Inside, you'll find a spacious open floor plan with soaring cathedral ceilings, high quality furnishings,and a comfortable, casual decor. Interior updates include beautiful kitchen counter tops and tile flooring in all rooms. You'll love living in Stoneybrook Golf And Country Club, which is located just minutes from the #1 beach in the USA on Siesta Key, close to shopping, fine dining, and everything that makes Sarasota the jewel of Florida's gulf coast. Sellers are motivated.
Listing Agent: Charlie Offer (941-321-9664)
5260 HERON WAY #202, SARASOTA, FL 34231
$444,900178 Days on yellowkey MLS ID: A4673815
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1899 Built: 1986 Tax: $3,541 (2026)Community: Landings South IiiCondo
Taxes:$3,541
Tax Year: 2026
Remarks: Discover an unparalleled lifestyle at The Landings, a highly sought-after community perfectly positioned just moments from the world-renowned Siesta Key beaches and the vibrant cultural scene of spectacular downtown Sarasota. This exquisite 3-bedroom, 2-bath residence combines low-maintenance condo living with single-family home amenities, featuring an inviting open floor plan and soaring high ceilings. Move-in ready and fully upgraded, the home boasts brand-new luxury vinyl flooring and modern light fixtures. The heart of the home, a chef’s kitchen, is completely new, showcasing extra-tall cabinetry, elegant granite countertops, and a full suite of stainless steel appliances . Guest bathroom has been fully remodeled with high-end finishes. Additional peace of mind comes with a new water heater and a new garage door opener.The Association is well-maintained and financially sound, with no special assessments pending or anticipated. Recent community enhancements completed within the last two years include new roofs and gutters, exterior building painting, and road resurfacing, reflecting the Association's commitment to preserving and enhancing property values. Enjoy leisurely strolls along the brand-new, eco-friendly nature path with Kayak launch to the Intercoastal Waterway, all security gates and security systems upgraded complete with 24 hour gate guard. Further adding to its appeal, this residence experienced no damage from the recent hurricanes, providing buyers with additional confidence and peace of mind. Located close to A-rated school district, this property offers the ultimate Florida lifestyle, blending convenience, luxury, and peace of mind . Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Stephen Clementi (912-704-2116)
101 BENJAMIN FRANKLIN DR #85 & 86, SARASOTA, FL 34236
$3,450,00034 Days on yellowkey MLS ID: A4692002
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2550 Built: 1968 Tax: $26,964 (2025)Community: St Armands Towers SouthCondo
Taxes:$26,964
Remarks: Once-in-a-generation opportunity in St. Armands Towers South: Discover unparalleled Gulf-front living with unrivaled scale in this fully reimagined four-bedroom, four-bathroom, 8th-floor residence. A masterful combination of units #85 and #86, this rare condominium residence features flowthrough sunrise-to-sunset views and creates one of the building’s few true four-bedroom offerings. The expansive, custom footprint spans roughly 2,550+ square feet of prime beachfront real estate. Boasting sweeping, panoramic vistas of the Gulf, Lido Beach, Pansy’s Bayou, and the iconic Sarasota skyline, this sprawling retreat eliminates the space constraints of traditional high-rise living. It offers a single-family home's footprint paired with effortless condominium convenience, perfect for enjoying endless sunrise-filled mornings and stunning sunset evenings. Step inside to find a comprehensive remodel characterized by high-end finishes and an open-concept design that prioritizes the stunning vistas. The beautifully composed living spaces contribute to a refined yet inviting atmosphere, flowing seamlessly to two expansive 45-foot balconies ideal for salt-kissed breezes, sunset soirées, and indoor-outdoor entertaining. The well-appointed chef's kitchen was crafted for high-end living, boasting leathered quartzite countertops, premium custom cabinetry with seamlessly integrated Sub-Zero and Miele appliances, a Samsung range, and elegant recessed and under-cabinet lighting. Directly adjacent, the full-service bar serves as an entertainer's dream, featuring quartzite counters, an integrated Monogram wine sommelier, and a discrete two-drawer Fisher & Paykel dishwasher. This area opens directly to a spacious dining room and lounge area—a grand, cohesive entertaining space that comfortably hosts a full dining table and a separate standalone table, with four club chairs in a conversational arrangement, perfectly transitioning the living room to the dining spaces. Designed to balance leisure with productivity, the updated floor plan also includes a quiet, dedicated private office. The residence features four bedroom sanctuaries, each with direct balcony access through sliding glass. Dual primary suites ensure a private experience with dedicated ensuite baths, while the remaining two bedrooms enjoy convenient access to full bathrooms just across the hall. For ultimate convenience, the property includes two assigned covered parking spaces and two private storage lockers perfect for beach gear. Enjoy complete peace of mind in a building that features resort-caliber amenities, including a newly modernized lobby, a heated pool, a fitness center, on-site management, and a welcoming, pet-friendly policy. Embrace island life from this iconic location situated directly across the street from the powdery white sands of Lido Beach. Enjoy a two-block stroll to upscale boutiques, sidewalk cafes, galleries, and award-winning dining on St. Armands Circle. Located just 3 miles from the mainland, the theaters, opera, and museums of Florida’s "Cultural Coast" are right at your fingertips.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Doug Parks (941-400-9087)
5800 HOLLYWOOD BLVD #214, SARASOTA, FL 34231
$217,0006 Days on yellowkey MLS ID: TB8510864
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 679 Built: 1976Monthly Fee: $500 Tax: $2,332 (2025)Community: Baywood Colony Garden AptsCondo
Taxes:$2,332
Remarks: Located in the highly desirable Baywood Colony community, this rare ground-floor condo offers the perfect blend of convenience, comfort, and Sarasota lifestyle. Just minutes from world-renowned Siesta Key Beach, this 1-bedroom, 1-bath residence is one of the only units in the community featuring a private in-unit washer and dryer - a highly sought-after upgrade. Enjoy easy first-floor access, an open and bright layout, open concept living, and your own private exterior storage unit for bikes or beach gear. Ideally situated West of the Trail and adjacent to Phillippi Estate Park, residents enjoy quick access to waterfront dining, shopping, downtown Sarasota, the Farmers Market, and endless outdoor activities. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this move-in ready condo delivers location, lifestyle, and rare added conveniences in one of Sarasota's most desirable areas.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-828-8615)
Listing Agent: Tara Kurtz (904-894-3399)
4625 OAK HILL TER #31, SARASOTA, FL 34232
$180,00043 Days on yellowkey MLS ID: A4690804
0 Days Off yellowkey (back on 6/2/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1024 Built: 1985Monthly Fee: $559 Tax: $2,668 (2025)Community: Village Oaks Sec ACondo
Taxes:$2,668
Remarks: Welcome to the quiet, secluded community of Village Oaks which offers beautiful grounds, lakeside heated pool, tennis courts w/pickleball. Close to Siesta Key Beach, Downtown Sarasota, shopping, UTC Mall, dining, Legacy Trail and Sarasota hospital. This home features vaulted ceilings in living/dining areas, split-bedroom floor plan, eat in breakfast nook in kitchen, screened in large porch in the rear lanai. Needs some updating and TLC.
Listing is courtesy of: SPECIALIZED REAL ESTATE LLC (941-966-6836)
Listing Agent: Otto Hajek (941-966-6836)
3231 BENEVA RD #103, SARASOTA, FL 34232
$175,000131 Days on yellowkey MLS ID: A4678445
REDUCED by $14,900 (7.8%) on 04/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1978 Tax: $2,164 (2025)Community: Village Brooke Sec 3Condo
Taxes:$2,164
Elementary School: Wilkinson Elementary
Remarks: Welcome Home to this beautifully updated 2-bedroom, 2-bath first floor condo located in the highly desirable Village Brooke community. This move-in-ready residence has been thoughtfully renovated with brand new bathrooms, a stunning updated kitchen, and new appliances, offering a fresh, modern feel throughout. Enjoy the convenience of ground-floor living and unwind on your private screened-in back patio, perfect for relaxing or entertainment. Village Brooke is a well maintained, pride-of-ownership community featuring two community pools, tennis courts, and shuffleboard, all set among lush, beautifully cared-for grounds. Ideally situated, this condo offers central Sarasota living with easy access to shopping, dining, and everyday conveniences. I-75 is just minutes away, making commuting a breeze, and you’re perfectly positioned between Downtown Sarasota and UTC Mall, giving you the best of both worlds. Whether you’re looking for a primary residence or a seasonal retreat, this beautifully updated condo checks all the boxes! Don’t miss your chance to own a slice of comfort and convenience in Village Brooke!
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Andrea Capek (941-497-6060)
1200 E PEPPERTREE LN #307, SARASOTA, FL 34242
$669,00096 Days on yellowkey MLS ID: A4683608
REDUCED by $30,000 (4.3%) on 04/20/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1466 Built: 1973 Tax: $7,547 (2025)Community: Peppertree Bay IiCondo
Taxes:$7,547
Remarks: Set within Peppertree Bay on Siesta Key, 1200 E Peppertree Lane #307 offers a well-proportioned, turnkey, move-in ready two-bedroom, two-bath residence encompassing 1,466 square feet. The interior presents a bright, open layout anchored by a spacious great room, where crown molding, tile flooring throughout, and an expansive wall of impact glass windows create an airy, light-filled living environment. The adjoining dining area flows seamlessly into the kitchen, reinforcing the home’s functional, connected design. The kitchen features a tray ceiling with inner crown molding, recessed lighting, abundant wood cabinetry, granite countertops, a tile backsplash, and a full suite of stainless-steel newer Whirlpool appliances. A breakfast bar provides additional prep and serving space, supporting both everyday living and casual entertaining. The primary bedroom is generously scaled and benefits from strong natural light, crown molding, a walk-in closet, and direct access to the enclosed sunroom. The primary bath includes a granite-topped vanity, glass-enclosed walk-in shower, linen storage, and updated fixtures. A well-sized guest bedroom with an oversized window alcove and a nearby full bath maintains privacy and flexibility for visitors. An enclosed sunroom lined with windows extends the living space, offering versatility as a lounge, office, or secondary sitting area. A stacked washer and dryer are conveniently positioned within a dedicated closet. Newer HVAC system (2024) and Water heater (2025). Peppertree Bay is a Gulf-to-Bay community providing private deeded beach access, a fishing pier, two resort-style heated pools, clubhouses, a fitness center, saunas, tennis and pickleball courts, covered under building assigned parking with this unit that provides a bicycle rack and unit storage, and multiple outdoor gathering areas. This building has newer elevators along with stairwell access, with the building roof being replaced in 2020. The location places residents directly on Siesta Key, home to Siesta Beach, consistently ranked the #1 beach in the United States by TripAdvisor, further underscoring the appeal of both the setting and lifestyle offered by this residence.
Listing Agent: Sharon Chiodi (941-809-0380)
5345 LAKE ARROWHEAD TRL #12, SARASOTA, FL 34231
$299,00078 Days on yellowkey MLS ID: A4686634
0 Days Off yellowkey (back on 5/1/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1103 Built: 1981 Tax: $1,413 (2025)Community: Lake ArrowheadCondo
Taxes:$1,413
Remarks: Under contract-accepting backup offers. Welcome to your beautifully reimagined home in the highly sought-after Lake Arrowhead community, where modern design meets effortless Florida living. Completely renovated from top to bottom, this stunning residence showcases thoughtful upgrades, contemporary finishes, and a bright open layout designed for both everyday comfort and entertaining. Step inside to discover an inviting floor plan filled with abundant natural light, fresh designer paint, and stylish new flooring that flows seamlessly throughout the home. At the heart of the residence is a brand-new chef’s kitchen, beautifully updated and perfectly positioned to overlook the open living space—creating an ideal setting for hosting gatherings or enjoying quiet evenings at home. Both bathrooms have been tastefully remodeled with sleek, contemporary fixtures and elegant finishes, giving the home a fresh, spa-inspired feel. The spacious primary suite offers a relaxing retreat, while the additional bedrooms provide flexibility for family, guests, or a private home office. Major upgrades throughout the property provide peace of mind and years of worry-free living, making this truly a move-in ready opportunity. Step outside and unwind in your private patio retreat, surrounded by lush landscaping and highlighted by a beautiful water view—the perfect backdrop for enjoying Sarasota’s year-round sunshine. Ideally located just minutes from shopping, dining, I-75, and Sarasota’s world-famous beaches, this exceptional home delivers the perfect balance of convenience, comfort, and lifestyle. Homes this beautifully updated in Lake Arrowhead rarely come available. Schedule your private showing today and experience this Sarasota gem for yourself.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
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