Location: Sarasota
Do Not Show Listings
8735 OLDE HICKORY AVE #8308, SARASOTA, FL 34238
$315,00046 Days on yellowkey MLS ID: A4692728
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1238 Built: 1996Monthly Fee: $571 Tax: $2,986 (2025)Community: Stoneybrook Terrace 1Condo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,986
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Tax Year: 2025
Middle School: Laurel Nokomis Middle
Remarks: Stunningly updated third-floor condo being sold turnkey furnished! This beautifully renovated residence features a completely redesigned open concept kitchen with a wall removed to create seamless flow into the dining and living areas. The kitchen showcases a spectacular 6-foot quartz countertop, all-new soft-close cabinetry, stainless steel LG refrigerator and appliances - perfect for both everyday living and entertaining. Luxury vinyl flooring runs throughout the entire condo, adding style and durability. Both bathrooms have been tastefully updated with new cabinetry and elegant quartz countertops. Relax on the nicely furnished screened lanai while enjoying gorgeous golf course views across the 8th fairway and appreciate the convenience of the community pool located just across the parking lot adjacent to the tennis/pickleball court, and the golf membership is transferable for a fee. Additional highlights include elevator access to the third floor and move-in-ready convenience with turnkey furnishings included, plus a storage shed and one covered parking space. A premier member-owned country club, Stoneybrook of Sarasota, is only a short drive from Siesta Key's sugar sandy beaches and offers easy access to shopping and borders the popular Legacy walking and biking trail. Owners will enjoy an updated clubhouse and restaurant, Har-Tru tennis facility, well-equipped fitness center, and large heated pool and spa. In 2024, the golf course went through a complete redesign and is considered one of the best golf courses on the West Coast, and the owner has paid the assessment so the buyer will not inherit a 10-year loan. This exceptional condo combines modern upgrades, beautiful views, and effortless Florida living.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Vicki Reilly (941-266-5962)
5420 EAGLES POINT CIR #106, SARASOTA, FL 34231
$565,000106 Days on yellowkey MLS ID: A4684787
REDUCED by $60,000 (9.6%) on 06/21/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2165 Built: 1993 Tax: $3,692 (2025)Community: Eagles Point At The Landings 1Condo
Taxes:$3,692
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Virtually Staged. Experience the relaxed elegance of life in Eagles Point at The Landings, where beautiful waterfront surroundings, vibrant amenities, and breathtaking sunsets create a lifestyle that feels like a year-round retreat. Positioned to capture colorful nightly skies and holiday fireworks, this first-floor corner residence invites you to enjoy the view from the comfort of your enclosed Florida Room, complete with hurricane-rated sliders and a western-exposure balcony. Just outside, an open terrace offers additional space for outdoor lounging, morning coffee, or evening gatherings. Inside, the 3-bedroom residence feels light, airy, and inviting, offering spacious living areas and a thoughtfully designed layout. The open dining and living areas flow seamlessly together, creating an ideal setting for entertaining or relaxed everyday living. Elegant touches elevate the space, including Brazilian cherry wood flooring, crown molding, plantation shutters, Luminette drapes, and a striking Swarovski crystal chandelier in the dining room. The well-appointed kitchen blends style and function with a granite-topped island, stainless steel appliances, white raised-panel cabinetry, abundant storage, a reverse osmosis water system, and a cozy eat-in area for casual dining. A convenient pass-through keeps the kitchen connected to the dining space. Privately situated off the living room, the owner's retreat also opens to the Florida Room, allowing you to wake up to peaceful views each morning. The spacious suite includes a walk-in fitted closet, dual-sink vanity, garden tub, and separate shower. Two additional guest bedrooms offer eastern exposures, welcoming the warm glow of the morning sun. Additional conveniences include a spacious laundry room with utility sink and extra storage, an assigned parking space in the secure garage, and a private storage room. Pets up to 25 pounds are welcome. Life in Eagles Point offers more than a beautiful home —it’s a lifestyle. Residents enjoy a private community pool and grilling area, perfect for relaxed afternoons with neighbors and friends. Beyond Eagles Point, The Landings is a gated community known for its vibrant social atmosphere and exceptional amenities. Residents enjoy membership to the Landings Racquet Club, featuring eight Har-Tru tennis courts, pickleball, a resort-style pool and spa, fitness center, library, and community room. Nature lovers will appreciate the scenic trail leading to the fishing pier on the Intracoastal Waterway, along with kayak storage and launch access. Whether you’re seeking a full-time residence or the perfect winter retreat, this home offers the opportunity to embrace The Landings lifestyle—where sunsets, recreation, and coastal serenity become part of everyday living.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
5880 MIDNIGHT PASS RD #804, SARASOTA, FL 34242
$1,350,000144 Days on yellowkey MLS ID: A4680425
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1498 Built: 1982 Tax: $11,821 (2025)Community: CasarinaSpa: YesCondo
Taxes:$11,821
High School: Sarasota High
Remarks: An unusual price for an unusual seaside residence. Completely renovated with stunning views from every window. Enjoy your morning coffee on the lanai and relish the downtown skyline as well as the Gulf of Mexico and Siesta Beach. Renovations include completely repainted, impact resistance windows, new interior doors, closet organizers and new front door. Casarina amenities include heated pool/spa, pickle ball/tennis courts, exercise room, gas grills, etc. This is worth a visit to see everything you can bring into your life.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Maurice Menager (941-238-8119)
3332 THORNWOOD RD #3332, SARASOTA, FL 34231
$278,000165 Days on yellowkey MLS ID: A4675963
REDUCED by $10,000 (3.5%) on 05/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1450 Built: 1981 Tax: $3,848 (2025)Community: Crooked Creek Sec 1Condo
Taxes:$3,848
Elementary School: Wilkinson Elementary
Remarks: Hidden Gem Near Siesta Key! Incredible opportunity to own a beautifully UPDATED___TURN-KEY___ FIRST-FLOOR___ 2BR/2BA residence in the highly desirable Crooked Creek community at an exceptional value. Buyers will be hard-pressed to find this level of updates, community financial strength, and Sarasota location at this price point. Backing to the stunning Red Bug Slough Preserve, enjoy peaceful nature views, walking trails, fishing, biking, and tropical surroundings just minutes from Siesta Key Beach, shopping, dining, and downtown Sarasota. MOVE-IN READY with major updates completed from 2021-2025 including NEW A/C, water heater, appliances, impact windows/sliders, recessed lighting, ceiling fans, updated baths, tile flooring throughout, and enclosed Florida Room with floor-to-ceiling impact glass creating additional bright living space. No projects, no deferred maintenance—just move in and enjoy. Crooked Creek is a financially strong, meticulously maintained community of only 78 residences with FULLY FUNDED reserves and HOA fees that have actually DECREASED. Major community improvements already completed include NEW roofs, resurfaced heated pool, replaced carports, paved private roads, painted buildings, and beautifully maintained grounds. Future improvements are already scheduled and paid for. Community amenities include heated pool, tennis/pickleball, gazebo, grilling area, outdoor shower, storage locker, assigned covered carport, and ample guest parking. A rare combination of VALUE, LOCATION, UPDATES, and FINANCIAL STABILITY. This is the kind of property buyers wait for—and at this price, it is truly a MUST SEE.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Phyllis Coviello (941-408-3265)
1250 N PORTOFINO DR #304, SARASOTA, FL 34242
$428,000431 Days on yellowkey MLS ID: A4649477
REDUCED by $10,000 (2.3%) on 04/15/2026
Bed: 1 Bath: 2.0 Liv Area Sq Ft: 780 Built: 1969 Tax: $3,898 (2024)Community: Siesta Harbor IiCondo
Taxes:$3,898
Tax Year: 2024
Remarks: Looking for a home for your boat, a beach lifestyle, or an investment? Enjoy sunrises over the marina, afternoons on Siesta Key Beach, and evenings on your enclosed balcony overlooking the boats and colorful skies. This furnished 1BR/2BA condo in Siesta Harbor is beautifully updated with an open floor plan, luxury vinyl flooring, remodeled kitchen (2022) with white shaker cabinetry, granite counters, glass backsplash, peninsula seating, and stainless appliances. Bathrooms feature quartz vanities and tiled showers; guest bath includes a soaking tub. Impact windows, same-floor laundry, and private storage add convenience. Siesta Harbor, a 55+ community, offers private beach access, heated pool/spa, lush landscaping, fishing pier, and a full calendar of social activities. Dock leases may be available for boats up to 30’. Additional amenities include covered parking, on-site manager, and a new roof (2025). Ideally located off the South Bridge near dining, shops, and the free Siesta Key trolley, this turnkey condo is perfect as a vacation retreat, full-time residence, or investment.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Marci Mcfarland (941-961-3390)
707 S GULFSTREAM AVE #705, SARASOTA, FL 34236
$750,00014 Days on yellowkey MLS ID: A4696016
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1180 Built: 1974 Tax: $5,680 (2025)Community: Essex HouseSpa: NoCondo
Taxes:$5,680
Elementary School: Emma E. Booker Elementary
High School: None
Middle School: Sarasota Middle
Remarks: Experience breathtaking panoramic views of Sarasota Bay, the Ringling Bridge, Big Pass, the Gulf of Mexico, downtown Sarasota, and spectacular sunsets from this seventh-floor residence. From passing boats to sparkling city lights, the ever-changing scenery provides a stunning backdrop from nearly every room. This 2-bedroom, 2-bath condominium features an open floor plan, a screened balcony, impact windows, in-unit laundry, secure garage parking, and a private storage area. The versatile second bedroom easily adapts to your needs as a guest room, home office, media room, or creative space. The sweeping views are the true centerpiece of this residence, offering a rare opportunity to create a home that is distinctly your own. Residents enjoy a wealth of amenities including a heated saltwater pool, expansive sun deck, grilling area, gazebo, club room, fitness center, workshop, secure building access, and on-site manager. Ideally located in downtown Sarasota, you'll be just moments from restaurants, theaters, art galleries, Selby Gardens, Burns Court, the farmers market, waterfront parks, and vibrant cultural events. A remarkable residence offering captivating views, outstanding amenities, and an exceptional walkable lifestyle.
5780 MIDNIGHT PASS RD #407, SARASOTA, FL 34242
$1,100,0005 Days on yellowkey MLS ID: A4697559
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1979 Tax: $9,178 (2025)Community: Gulf & Bay ClubSpa: YesCondo
Taxes:$9,178
Remarks: Welcome home to a fully updated, fully furnished 2 bedroom 2 bathroom beach oasis! Located in the heart of Siesta Key at the exclusive upscale Gulf & Bay Club. Featuring costal decor with modern neutral colors.This unit is nestled in B Building with direct beach access which is just steps away from your front door. Enjoy breath taking sunsets from your personal balcony or head down to the private beach for an up close view of the #1 beach in the US. The sandy white powder stretches 800 feet across this pristine 32 acre meticulously cared for tropical community. You will be impressed with world class amenities offered at Gulf & Bay Club. Enjoy the comfort of 24 hour gated security, heated pools, a fitness center, dry saunas, hot tub, tennis courts, just to name a few. Multiple barbecues and tiki hut picnic areas are great for entertaining your guests. The amenities don’t stop there, the club house has a library, bar, pool table and TV's all for your enjoyment. Not to mention the electric car charging stations and car wash on grounds. You are moments away from Siesta Village to enjoy alfresco dining with live music, specialty shopping and more! Take a short trip to the mainland and discover theater, art and fine dining. This is the island resort lifestyle you have been looking for, don't let your chance of fine beach living slip away.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Sylvia Wilk (630-863-1825)
5855 MIDNIGHT PASS RD #510, SARASOTA, FL 34242
$689,00012 Days on yellowkey MLS ID: A4696548
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1976Monthly Fee: $750 Tax: $5,794 (2025)Community: Harbor Towers Yacht & Racquet ClubSpa: NoCondo
Taxes:$5,794
Remarks: **Resort Style Living in the Heart of Siesta Key, For Those Who Desire The Active Life Style** Experience the best of Siesta Key living at Harbor Towers Yacht & Racquet Club, a premier waterfront community overlooking Little Sarasota Bay with one of the lowest HOA's on the Key. This beautifully maintained turn-key furnished **2-bedroom, 2-bath residence** features a desirable **split floor plan** and is ideally positioned on the **5th floor**, offering tranquil **Intracoastal Waterway views**. Inside, you’ll find thoughtful updates including **new wood-look vinyl plank flooring in both bedrooms**, along with a **new electric range and microwave** in the kitchen. Enjoy the convenience of a **deeded covered carport**, providing protected parking and added value. Harbor Towers is renowned for its resort-style amenities, including **two heated pools**, a clubhouse with outdoor grilling patio, and a **state-of-the-art fitness center** with cardio equipment, free weights, and sauna. Tennis enthusiasts will appreciate the meticulously maintained **Har-Tru courts**, serviced daily for optimal play. The in house Rental Agency is there to help you rent, with a 2 week minimum rental policy. For boating and water lovers, the on-site **marina with 40 slips equipped with water/electric available on first-come, first-served basis**, along with kayak storage and launch, offers direct access to the Intracoastal Waterway. Residents can relax along the scenic waterway, enjoy shaded seating, or unwind in the waterfront gazebo. Additional perks include bicycle storage and **complimentary access to the Siesta Key Open-Air Trolley**, making it easy to explore the island. You’re just moments from **world-famous Siesta Key Beach**, known for its powdery quartz sand and breathtaking sunsets, as well as Siesta Key Village with its vibrant dining, shopping, and entertainment. The community has recently undergone significant upgrades, including **new stucco exterior, impact-resistant windows, and sliding glass doors**, offering enhanced beauty and peace of mind.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Julie Kell (330-309-7022)
850 S TAMIAMI TRL #801, SARASOTA, FL 34236
$325,00019 Days on yellowkey MLS ID: TB8515223
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 980 Built: 1998 Tax: $4,584 (2025)Community: Central Park Sec 2 Ph 1Condo
Taxes:$4,584
Elementary School: Southside Elementary
Remarks: Seller is Agent/Broker
Listing is courtesy of: BAILEY AND ASSOCIATE (951-741-5626)
Listing Agent: Katherine Bailey (951-741-5626)
1280 DOLPHIN BAY WAY #504, SARASOTA, FL 34242
$1,500,00092 Days on yellowkey MLS ID: A4686981
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1840 Built: 1998 Tax: $11,483 (2025)Community: Dolphin Bay-Siesta Key Sec ACondo
Taxes:$11,483
Remarks: At the pinnacle of an intimate, gated community on world-renowned Siesta Key, this penthouse condominium offers a rare opportunity to enjoy sweeping bayfront living with breathtaking views stretching across the water to the skyline of Sarasota. Offered turnkey furnished, this beautifully maintained residence is ready for immediate enjoyment, whether as a full-time home or a luxurious island retreat. Inside, vaulted ceilings and tile floors enhance the light-filled interior, while plantation shutters add timeless coastal elegance throughout. The thoughtfully designed layout features two bedrooms with walk-in closets and two baths, including an oversized primary suite that provides a spacious and relaxing retreat. Near the dining area is a private den with sleeper sofa for extra guests. The kitchen features white wood cabinets with solid surface countertops and eat-in dining space. A wet bar just off the kitchen can be used as a dedicated coffee station or wine bar. The sunroom extends the living area, inviting you to unwind while enjoying spectacular sunset views over the bay. Go outside to enjoy one of the two covered front patios, ideal for morning coffee or evening breezes. The residence also includes the convenience of a private single-car garage, a desirable feature for island living. With only 50 residences, this gated waterfront community offers a rare sense of privacy and exclusivity. Residents enjoy an exceptional collection of amenities, including a resort-style pool and spa, three desired Har-Tru tennis courts, fitness center and community grilling area, all supporting the vibrant and social lifestyle the community is known for. The day dock and kayak launch provide direct access to the bay for fishing, paddleboarding, kayaking, or simply docking and enjoying the waterfront setting. Experience the best of Siesta Key penthouse living, where panoramic bay views, resort-style amenities and an active waterfront lifestyle come together in one extraordinary residence.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Robert Sherman (941-313-1301)
111 S PINEAPPLE AVE #601, SARASOTA, FL 34236
$1,999,000156 Days on yellowkey MLS ID: A4678825
REDUCED by $250,000 (11.1%) on 06/03/2026
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2112 Built: 2019 Tax: $20,731 (2025)Community: Mark SarasotaSpa: YesCondo
Taxes:$20,731
Elementary School: None
Middle School: None
Remarks: Welcome to The Mark, a contemporary residence in the heart of downtown Sarasota. This sixth-floor corner condominium spans 2,112 square feet of interior living space with an additional 170-square-foot terrace offering panoramic city views. The open-concept floor plan integrates the kitchen, dining, and living areas, all framed by 10-foot ceilings, motorized shades, ceiling fans, and custom porcelain tile flooring. The kitchen features an induction cooktop with a hood, a convection oven, a microwave, a tiled backsplash, an RO drinking water system, a French-door refrigerator with an ice and water dispenser, and a large island for entertaining. Each of the three bedrooms includes a private en-suite bath, with the primary suite offering two closets (including a walk-in), a ceiling fan, and a spa-inspired bath with dual vanities and a multi-head walk-in shower. A powder room, a dedicated laundry room with full-size appliances and cabinetry, and a den designed for work or leisure complete the interior. This 2019-built residence includes Cat-5 impact windows, Cat-5 ethernet wiring throughout and a secured storage space on the same floor. One reserved parking space is on the third level of the secured garage. The building is outside a designated flood zone. Amenities at The Mark include a 60-foot resort-style pool with an infinity edge, swim lane and full-length bench seating, a spa, two gas grills, a gas firepit with lounge seating, a fitness center with a spin/Pilates room, a clubroom with full bar, large TVs and a pool table, a business center and conference room for resident use. Residents benefit from 24/7/365 front desk staff, secured lobby access and overnight roving security. Enjoy immediate access to Sarasota’s renowned restaurants, shopping, arts venues and the harbor. The Mark, where downtown is downstairs.
Listing Agent: Emmy Fitzpatrick (608-577-0053)
3700 S OSPREY AVE #219, SARASOTA, FL 34239
$209,000129 Days on yellowkey MLS ID: A4682528
REDUCED by $15,900 (7.1%) on 04/29/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 991 Built: 1979 Tax: $2,688 (2025)Community: Plaza GardensCondo
Taxes:$2,688
Remarks: West of the Trail location perfect for going to the beach or Downtown. Perfect for a winter getaway or full time living. 2nd floor unit with enclosed patio. Beautiful gardens and trees surround the property. 2 bedroom 1 bath (room for another 1/2 bath), dual sinks, on-site laundry, elevator and pets are welcome! A Washer & Dryer may be installed in the unit.One designated parking spot and guest parking available. Water and basic cable included.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Kelly Anderson (941-320-6115)
5551 BENTGRASS DR #11-117, SARASOTA, FL 34235
$299,00016 Days on yellowkey MLS ID: A4696165
REDUCED by $6,000 (2.0%) on 06/19/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1395 Built: 2002Monthly Fee: $656 Tax: $3,109 (2025)Community: Las Palmas Of SarasotaSpa: NoCondo
Taxes:$3,109
High School: Booker High
Middle School: Booker Middle
Remarks: Virtually Staged. Welcome to Las Palmas, a gated community where convenience meets resort-style living in one of Sarasota’s most desirable locations. Ideally situated just moments from Benderson Park, UTC Mall, I-75, and dining, with a short drive to world-famous Gulf beaches, downtown Sarasota, hospitals, and the airport. This beautifully updated second-floor end unit offers 3 bedrooms, 2 bathrooms, and an attached one-car garage. Additional windows fill the home with natural light, creating a bright and airy atmosphere. A private entrance and staircase lead to an inviting open-concept layout featuring a desirable split-bedroom floor plan, newly installed flooring, fresh interior paint, updated lighting, upgraded kitchen cabinetry, and elegant quartz countertops in both the kitchen and bathrooms. The screened lanai overlooks a tranquil nature preserve, providing exceptional privacy and peaceful views. A full-size laundry room and generous closet space add everyday convenience. Major updates include a new roof (2024), A/C (2020), and water heater (2022). Residents enjoy an impressive array of resort-style amenities, including two swimming pools, a hot tub, a fitness center, a clubhouse, tennis courts, a playground, a dog park, an outdoor grilling area, a car wash station, and more. Affordable on-site RV and boat storage is also available. Whether you're a first-time homebuyer, investor, or seasonal resident, this exceptional property offers the perfect blend of comfort, style, and location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Keiko Donnelly (941-544-4664)
9320 CLUBSIDE CIR #2209, SARASOTA, FL 34238
$329,00020 Days on yellowkey MLS ID: A4695689
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1106 Built: 1995 Tax: $3,022 (2025)Community: Stoneybrook Clubside 2Condo
Taxes:$3,022
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)
33 S GULFSTREAM AVE #404, SARASOTA, FL 34236
$375,00010 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)
6420 CARRINGTON CIR #35, SARASOTA, FL 34238
$287,00031 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
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 Agent: Jill Thomas (941-544-1160)
9320 CLUBSIDE CIRCLE S #2310, SARASOTA, FL 34238
$299,00050 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)
9320 CLUBSIDE CIR #2108, SARASOTA, FL 34238
$315,00083 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
6650 SCHOONER BAY CIR #6650, SARASOTA, FL 34231
$439,000114 Days on yellowkey MLS ID: A4683877
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1206 Built: 1983Monthly Fee: $850 Tax: $5,462 (2025)Community: Schooner BayCondo
Taxes:$5,462
Elementary School: Gulf Gate Elementary
Remarks: Salt Water Canal Front - West of the Trail - Walk or Bike to Siesta Key Beach... Experience the best of coastal living in this sun-filled, spacious 2-bedroom, 2-bath residence nestled within the highly sought-after, gated boating community of Schooner Bay—just minutes from Siesta Key. Gentle coastal breezes flow through the home, while the expansive screened lanai offers an inviting setting for morning coffee or evening cocktails at sunset. Priced to allow Buyer to fully remodel to their desires without concerns of over investing.. This exceptional waterfront property includes a rare deeded boat slip.. with water and electric, providing direct access to the bay with no bridges—an ideal arrangement for boating enthusiasts. A private 1-car garage adds convenience and security. Inside, the thoughtfully designed split floor plan offers generous living spaces, in-unit laundry, and outstanding flexibility for comfortable everyday living or seasonal use. The primary suite features a spacious en-suite bath and private access to the lanai, creating a serene retreat. Notably, the residence remained unaffected by the 2024 storms, with no water intrusion or damage, offering additional peace of mind. Residents of Schooner Bay enjoy access to a heated community pool and clubhouse, all in a prime location near world-renowned beaches, shopping, dining, healthcare, and downtown Sarasota. The HOA provides a truly maintenance-free lifestyle, covering roof, sidewalks, gutters, flood insurance, and landscaping. An exceptional opportunity to personalize and enhance a waterfront property in a premier location—this is coastal living at its finest. *Property is currently located in FEMA Flood Zone X according to available public records; Buyer to independently verify.
Listing is courtesy of: SHOWTIME REALTY (941-822-0890)
Listing Agent: Robert D. Bevington (412-671-3142)
3685 SQUARE WEST LN #28, SARASOTA, FL 34238
$465,000144 Days on yellowkey MLS ID: A4680387
REDUCED by $30,000 (6.1%) on 06/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2741 Built: 2005 Tax: $4,290 (2025)Community: Palmer Square WestCondo
Taxes:$4,290
Remarks: Well-maintained and beautifully designed, this spacious three-bedroom elevated condominium lives like a single-family home, featuring high ceilings, an open, airy floor plan throughout with easy access from the front staircase or elevator. The living and dining areas flow seamlessly into the family room and breakfast area, all centered around an open kitchen that is easily accessible. The generous sized primary suite offers tray ceilings and a large sitting area with serene park-like views. Oversized, multiple closets provide no less than 11 feet of double-hanging space, several shelving levels and a separate shoe closet. The sun-filled primary bath includes a water closet, step-in tub, separate shower, dual sinks plus private utility closet. The spacious guest suite features its own private bath and closet, offering comfort and privacy for visitors. The third bedroom is used as a home office, providing flexible living space to suit a variety of needs. The ground level features an oversized garage with 11 feet of linear storage, separate workroom with workbench, refrigerator, additional storage area and direct elevator access. The garage is also equipped with 220-volt service for electric vehicle charging. Enjoy indoor-outdoor living on the 19-foot screened lanai, accessible from the primary suite, guest suite and family room. Relax on the porch swing while overlooking the tranquil pond with fountain and lush landscaping. The Square West community amenities include a pavilion for social gatherings, pool and spa, making this well-maintained neighborhood a peaceful and enjoyable place to call home. New hurricane impact resistant windows installed 2015, new hurricane resistant sliding glass doors installed 2019.
Listing Agent: Peg Davant (941-356-4552)
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