Location: Sarasota
Do Not Show Listings
8341 38TH STREET CIR E #305, SARASOTA, FL 34243
$205,0007 Days on yellowkey MLS ID: A4695738
0 Days Off yellowkey (back on 6/14/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 742 Built: 2005Monthly Fee: $287 Tax: $2,394 (2026)Community: Serenata Sarasota CondominiumCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,394
Elementary School: None
High School: None
Tax Year: 2026
Middle School: None
Remarks: Under contract-accepting backup offers. SERENATA Condominium is a gated community with a resort-style setting, centered around a scenic lake with fountains and walking path. The property offers a 24-hour fitness center a heated swimming pool, lighted tennis courts, a clubhouse, free WIFI and library. Ideally located off University Blvd, it provides convenient access to shopping malls, dinning, SRQ Airport and the beautiful Gulf Coast beaches. This unfurnished 1-bedroom, 1-bath condo is on the third floor and features an open floor plan with 10-foot callings, oversized hurricane-resistance windows, quality appliances, buil-in shelves, laundry room and screened lanai with an attached storage room. The bedroom includes a spacious walk-in closet. It is a great investment opportunity. Downtown Sarasota, St Armand's Circle and Siesta beach are just minutes away.
Listing is courtesy of: IMPULSE REALTY INTERNATIONAL (941-284-4242)
Listing Agent: Marika Kalnoky (941-320-7836)
1300 N PORTOFINO DR #406, SARASOTA, FL 34242
$499,00045 Days on yellowkey MLS ID: A4692022
REDUCED by $26,000 (5.0%) on 05/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 929 Built: 1969 Tax: $2,653 (2025)Community: Siesta Harbor IiSpa: YesCondo
Taxes:$2,653
Tax Year: 2025
Remarks: BEAUTIFUL RENOVQTION ON THE CANAL! WATERVIEWS! Live the Florida dream in this recently remodeled CANAL-FRONT home, designer 2 bedroom, 2 bathroom condo nestled within the coveted Siesta Harbor community, offering private beach access to world-famous Siesta Key Beach just across the street. Situated on the fourth floor with picturesque water views, this beautifully updated unit features gorgeous quartz countertops, gray shaker cabinetry, stainless steel appliances, and brand new ceramic tile flooring throughout. Enjoy peace of mind with the glass-enclosed lanai with sliding glass windows that provides a serene retreat year-round. The open-concept layout flows seamlessly from the modernized kitchen into a bright and welcoming living space, perfect for entertaining or relaxing. Both bathrooms have been tastefully renovated, including a fully remodeled primary and guest bath, and the entire unit was freshly painted. Additional features include a private storage closet, updated lighting, and high-speed fiber optic internet. Siesta Harbor is a vibrant 55+ waterfront community along the Intracoastal Waterway, offering a heated pool, spa, clubhouse, fitness center, shuffleboard, fishing dock, sauna, BBQ area, and boat slips for up to 30’ vessels. Whether enjoying your morning walk to the beach, walking to lunch just minutes away, catching the free trolley to Siesta Key Village, or heading over the nearby bridge to explore downtown Sarasota’s dining, shopping, and cultural scene, this location offers the ultimate in coastal convenience and lifestyle. With monthly rentals allowed 12 times a year, it’s ideal as a personal escape or investment property.
Listing is courtesy of: JUDITH GUZZI & ASSOCIATES LLC (914-490-9032)
Listing Agent: Judith Guzzi (914-490-9032)
1654 STICKNEY POINT RD #54-201, SARASOTA, FL 34231
$299,00048 Days on yellowkey MLS ID: A4691665
REDUCED by $11,000 (3.5%) on 06/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1016 Built: 1975 Tax: $3,415 (2025)Community: Castel Del MareSpa: NoCondo
Taxes:$3,415
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Brookside Middle
Remarks: Bayfront community one block to the south bridge to Siesta Key • Turnkey furnished • 3D walkthrough available Second-floor 2-bedroom, 2-bath condo in Castel Del Mare, a waterfront community on Little Sarasota Bay at the gateway to Siesta Key. Just minutes to Siesta Key Beach at a fraction of island pricing. This 1,016 sq ft turnkey furnished residence features a partially updated kitchen, living/dining combo with ceiling fans, walk-in closet, and a screened lanai with west-facing exposure. Assigned parking included. Settle into the bayside heated pool and watch boats cruise the Intracoastal Waterway, or launch a kayak from the community dock. Castel Del Mare offers two heated pools, tennis and pickleball courts, shuffleboard, fitness center, clubhouse, bayside fishing gazebo, kayak storage with launch access, and a scenic boardwalk along Little Sarasota Bay. Rental minimum 30 days, 3 rentals per year. Near public transit with easy access to Siesta Key Beach, Siesta Village dining, and the Stickney Point Bridge. Nearby dining includes Merci Café and La Dolce Vita. Publix and Detwiler's Farm Market within 1 mile. Red Bug Slough Preserve and Gulf Gate Village nearby. Includes 3D tour for virtual viewing.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Christine Pope (941-685-5565)
1709 N TAMIAMI TRL #416, SARASOTA, FL 34234
$525,00053 Days on yellowkey MLS ID: A4690932
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 855 Built: 2022 Tax: $6,366 (2025)Community: The Strand Of SarasotaCondo
Taxes:$6,366
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Exceptional opportunity to experience a premier waterfront lifestyle in this contemporary condo, located just minutes from the vibrant energy of downtown Sarasota and our award-winning local beaches. Amazing water views from sunrise to sunset right outside your door. This gated community offers a suite of high-end amenities, including a state-of-the-art fitness center, a serene pool, and direct water access—perfect for launching a kayak or paddleboard through Whitaker Bayou into Sarasota Bay. A community dog park and fire pit are also available. The residence itself features modern styling with clean lines and is complemented by practical luxuries such as custom designer shades and curtains throughout and a large organized walk in closet in the owners suite. Additional features of this property include: -Den/Office with built in closet. - Dedicated underground parking space, additional storage, and secure elevator access. - A full-size front-load washer and dryer conveniently located adjacent to the owner's suite walk-in closet. - Significant investment potential, with the rare benefit of permitting weekly rentals. Whether you are seeking a personal sanctuary or a high-performing income-generating property, this residence is an ideal choice.
Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)
Listing Agent: Anne Friedland (941-894-7248)
218 PASS KEY RD #218, SARASOTA, FL 34242
$645,00066 Days on yellowkey MLS ID: A4689143
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1175 Built: 1973Monthly Fee: $1,323 Tax: $5,091 (2025)Community: Sandy Cove IiiCondo
Taxes:$5,091
Remarks: Enjoy the best of Siesta Key living in the highly sought-after Sandy Cove III, an intimate waterfront community of just 16 residences. This beautifully maintained, turnkey-furnished 2-bedroom, 2-bath condo offers comfort, style, and an unbeatable location just moments from Siesta Key Village and the Gulf. The open-concept main living area features tile flooring throughout and a thoughtfully updated kitchen with upgraded cabinetry and countertops, perfect for entertaining. Storm-rated sliding glass doors provide peace of mind while bringing in abundant natural light. An indoor laundry area adds convenience to everyday living. The second level includes a spacious guest bedroom, full bath, and a versatile bonus room currently used as an additional sleeping space—ideal for guests or a home office.Surrounded by lush tropical landscaping, Sandy Cove III offers a true coastal retreat with amenities including a heated community pool, kayak storage, and a charming historic clubhouse. Residents enjoy access to a private fishing pier and shell beach, where you can take in breathtaking Gulf views and unforgettable sunsets.This pet-friendly community is just a short walk to Siesta Key Village, known for its vibrant dining, shopping, and entertainment. Plus, you’re only a short drive to downtown Sarasota and St. Armands Circle for world-class shopping, dining, and cultural attractions. Whether you’re looking for a full-time residence, vacation getaway, or investment opportunity, this property checks all the boxes. Schedule your private showing today and experience the very best of Siesta Key living.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Tim Yocum, Sr (941-915-4545)
4639 CHAPEL HILL DR #2925, SARASOTA, FL 34238
$390,00081 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
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
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!
Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)
Listing Agent: Michael Emery (312-371-9850)
115 PASS KEY RD #115, SARASOTA, FL 34242
$399,00083 Days on yellowkey MLS ID: A4685793
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 656 Built: 1973Monthly Fee: $1,203 Tax: $2,447 (2025)Community: Sandy Cove IiiCondo
Taxes:$2,447
Remarks: Virtually Staged. Welcome to Sandy Cove III, a highly sought-after waterfront community on the pristine Gulf shores of Siesta Key. Ideally located within a short stroll to both Siesta Key Village and the beach, this beautifully renovated ground-floor condo offers the perfect blend of coastal living and convenience. This 1-bedroom, 1-bath unit has been thoughtfully updated with all-new stainless steel appliances, cabinetry, bathroom vanity and shower, water heater, and fresh interior paint. Tile flooring throughout enhances the bright, open living space, while both the kitchen and bedroom provide direct access to a screened side porch perfect for relaxing. The rear patio overlooks a tropical garden creating a peaceful setting for dining and entertaining. Sandy Cove III is a pet-friendly, boutique community of just 16 units featuring a heated pool and a tranquil, park-like waterfront setting. Residents enjoy access to a private clubhouse, fishing pier, kayak storage, and both bay and Gulf water access. Whether you're seeking a full-time residence, vacation getaway, or investment opportunity with monthly rental potential, this property delivers. Experience breathtaking sunsets and the laid-back island lifestyle that make every day feel like a vacation on Siesta Key. Schedule your private showing today.
4220 CENTRAL SARASOTA PKWY #1214, SARASOTA, FL 34238
$295,000121 Days on yellowkey MLS ID: A4682488
REDUCED by $4,000 (1.3%) on 06/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 2001Monthly Fee: $560 Tax: $2,979 (2025)Community: Plaza De FloresCondo
Taxes:$2,979
Remarks: Paradise awaits in this fully updated 2-bedroom, 2-bath condo located in the highly desirable Palmer Ranch. This light and bright ground-floor residence features tile floors throughout—NO CARPET—granite countertops, a smart split-bedroom layout, newer washer, and neutral, timeless finishes that allow you to MOVE RIGHT IN with ease. You’ll love entertaining, relaxing, or simply watching nature from your OVERSIZED screened lanai, complete with tile flooring that extends your living space and overlooks a tranquil pond. Located in the gated community of Plaza De Flores, residents enjoy an active social calendar and resort-style amenities including a sparkling pool, tennis courts, fitness center, and clubhouse. You will find cable, water, trash, and sewer are all included in the monthly fee. New roof, painting, carports, paving and no special assessments outstanding! With close proximity to shopping, restaurants, world-class beaches, and The Legacy Trail, this is the perfect location to embrace the Sarasota lifestyle—whether as a full-time residence or seasonal retreat.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Sabrina Hurt, Pllc (941-413-6099)
111 S PINEAPPLE AVE #601, SARASOTA, FL 34236
$1,999,000148 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
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 is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Emmy Fitzpatrick (608-577-0053)
1257 S PORTOFINO DR #307, SARASOTA, FL 34242
$419,900142 Days on yellowkey MLS ID: A4679704
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 929 Built: 1968 Tax: $4,583 (2025)Community: Siesta Harbor ISpa: YesCondo
Taxes:$4,583
Remarks: PRICED TO SELL! LOWEST PRICE RENOVATED 2 bedroom 2 bath condo is Siesta Harbor! So many upgrades, granite counters, stainless appliances, ceramic tile, impact sliders, turnkey Furnished! Water views from the living room, main bedroom and lanai, screened in lanai, great active clubhouse, heated pool, outdoor spa, out door shower, shuffleboard, barbecue area and outdoor shower. Private Beach access directly across the street. Siesta Harbor is located on the deepest point of the main intracoastal. Deep canal, boat slip up to 30' boat (check for availability, reasonable annual pricing.) Stunning Dock for fishing or relaxing ..... walk to all, restaurants, shops, easy on and off the key, the Trolley and scat right outside your door! One of the best parts being on the intracoastal with Beach Access! This has it all, just bring your toothbrush and be in paradise! Or rent it out, its a 30 day rental 12 times a year!!
7266 ELEANOR CIR #202, SARASOTA, FL 34243
$235,000192 Days on yellowkey MLS ID: N6141781
REDUCED by $14,900 (6.0%) on 06/04/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1212 Built: 1995 Tax: $3,830 (2024)Community: Pinehurst Village Sec 2 Ph BCondo
Taxes:$3,830
Elementary School: Kinnan Elementary
High School: Braden River High
Tax Year: 2024
Middle School: Braden River Middle
Remarks: Location Location Location!! HUGE PRICE IMPROVEMENT (X2)!! Welcome Home to Pinehurst Village II Step into a place where comfort, warmth, and thoughtful design come together to create a truly special home. This inviting residence welcomes your furry friends (up to two dogs, 50 lbs each), making it perfect for those who cherish companionship and community. From the moment you enter, soaring cathedral ceilings and abundant natural light set a peaceful tone. The modern luxury vinyl plank flooring (installed in 2022) and custom window shutters reflect care and pride in every detail. The kitchen, overlooking the open living room and cozy breakfast nook, is a space where memories are made—whether it’s morning coffee or family dinners. Retreat to the spacious master suite, a true sanctuary with a skylit bath and a large step-in shower. The custom walk-in closet by Closets by Design offers room for all your treasures, with adjustable shelving and hanging space to keep life organized. Enjoy the gentle Florida breeze from your private lanai, which opens to a tranquil preserve and is accessible from the master bedroom, second bedroom, and living area. Guests will feel right at home with their own suite and secluded hallway, ensuring privacy and comfort for everyone. Practical touches abound: a dedicated laundry room, ample storage, newer kitchen appliances (2022), ceiling fans throughout, and a newer hot water heater (2020/2021) make daily living easy. The one-car garage with remote access and low HOA fees add convenience and value. With upcoming community updates and a transferable AC warranty through American Home Shield, you’ll have peace of mind for years to come. Minutes away to University Town Center, Siesta Key Voted #1 beach in America, and less than 10 minutes to Sarasota Airport (SRQ). This is more than a house—it’s a place to build your future, share laughter, and create lasting memories. Schedule your private tour today and discover the heart of Pinehurst Village II. ALERT: Also available to RENT!! $2,200/mo three month minimum lease!
Listing is courtesy of: COLDWELL BANKER REALTY (941-493-1000)
Listing Agent: Darryl Wright (443-926-4296)
117 PASS KEY RD #117, SARASOTA, FL 34242
$425,000202 Days on yellowkey MLS ID: A4672470
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 656 Built: 1973Monthly Fee: $1,198 Tax: $4,157 (2024)Community: Sandy Cove IiiSpa: NoCondo
Taxes:$4,157
Remarks: Virtually Staged. Enjoy the best of Siesta Key living in beautiful Sandy Cove 3, an intimate and highly desirable community of just 16 units with a heated pool and exceptional Gulf-side amenities. This fully renovated 1-bedroom, 1-bath residence features all-new stainless-steel appliances, wood cabinetry, quartz countertops, a new bathroom vanity, an updated shower, and fresh interior paint. Tile flooring flows throughout the open floor plan, creating a bright and cohesive living space. Both the primary bedroom and kitchen open to a charming side porch overlooking the pool, perfect for relaxing and enjoying the coastal breeze. The lush, tropical grounds include a kayak rack and a historic clubhouse for residents to enjoy. End each day with magnificent Gulf sunsets from Sandy Cove’s private fishing pier and park-like waterfront setting. This pet-friendly community is within walking distance to Siesta Key Village, offering restaurants, entertainment, shopping, and more. Whether you’re looking for a great rental opportunity or a place to call home, this property invites you to experience the best of Siesta Key. Schedule your showing today!
5855 MIDNIGHT PASS RD #510, SARASOTA, FL 34242
$689,0004 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
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
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 Agent: Julie Kell (330-309-7022)
9397 MIDNIGHT PASS RD #905, SARASOTA, FL 34242
$729,000239 Days on yellowkey MLS ID: A4669008
REDUCED by $20,000 (2.7%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1348 Built: 1975 Tax: $5,944 (2025)Community: Pointe On Midnight PassSpa: YesCondo
Taxes:$5,944
Remarks: Also available as a seasonal rental! Welcome to 9397 Midnight Pass Rd #905 Sarasota, FL 34242 at The Pointe on Siesta Key, a fully renovated 1,348 SF, 2-bedroom, 2-bathroom luxury condo offering breathtaking Little Sarasota Bay and Intracoastal waterway views from the 9th floor. This stunning residence underwent a complete custom renovation in 2023, setting it apart from every other unit in the building. The open-concept kitchen features quartz countertops, vaulted ceilings with a bold rock-and-metal aesthetic, and a one-of-a-kind handcrafted glass-art backsplash, with bar seating connecting seamlessly to the dining and living areas, a custom layout rarely found at The Pointe. Luxury vinyl plank flooring flows throughout every room including the lanai, while wood acoustical paneling enriches both the living space and primary suite. Additional upgrades include HD-mounted televisions, a 2023 AC system, and a new LG washer and dryer, making this unit nearly turnkey and move-in ready. Step onto your private lanai, protected by hurricane-grade sliders, and take in tranquil water views of Little Sarasota Bay, where dolphins, manatees, and sailboats pass through calm Intracoastal waters daily. As a resident of The Pointe's gated five-acre community, enjoy resort-style amenities including boat docks, kayak and canoe access, a heated pool and spa, sauna, tennis and pickleball courts, BBQ gazebos, a clubhouse, and a fitness center with panoramic Intracoastal views. Located just minutes from Turtle Beach, Siesta Key Village, waterfront dining, local marinas, and coastal cafés, this property is ideal whether you're seeking a luxury Siesta Key waterfront residence, a vacation condo, or a Sarasota investment property. Negotiable furnishings available. Schedule your private showing today.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Emerson Robbins (941-404-0382)
8750 OLDE HICKORY AVE #9305, SARASOTA, FL 34238
$369,00039 Days on yellowkey MLS ID: A4692691
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1238 Built: 1996Monthly Fee: $605 Tax: $2,892 (2025)Community: Stoneybrook Terrace 1Condo
Taxes:$2,892
Remarks: Come and get wowed by this 3rd Floor updated Terrace unit with endless views of the 9th fairway and lakes. Enjoy the endless Florida Sunsets and the High End upgrades, Impact windows and sliders, matching plank tile flooring throughout the Home, Chef's kitchen with exotic Granite Counters, tiled Backsplash, LG Stainless Steel Appliances, Island design with the original kitchen walls removed, coffee bar. Plantation shutters throughout! Offered partially furnished, the Glassed-in Lanai flows right from the living area, Primary Bedroom with walk-in closets, redesigned bath has been opened up and quarts counters. Guest Suite has Granite counters and offer separation from the Primary. The Terraces boasts upgraded and updated Tile Roofs, fresh paint colors and elevator has been updated recently. Each unit has its own carport spot and separate storage space. Community pool, pickleball/tennis court, grill areas and the neighbors almost nightly gather. Love of community and pride in ownership abound at the Terraces. Stoneybrook of Sarasota A premier member-owned country club, is only a short distance from Siesta Key and offers easy access to shopping and borders the Legacy Trail. Ownership in Stoneybrook Golf and Country Club includes a completely updated 18 hole golf course in 2024, clubhouse and restaurant, Har-Tru tennis facility, well-equipped fitness center and additional club pool and spa. Nestled between Downtown Sarasota and Downtown Venice.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kenneth Ipox (941-993-7279)
862 HUDSON AVE #862, SARASOTA, FL 34236
$899,90016 Days on yellowkey MLS ID: A4695298
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1362 Built: 1989 Tax: $10,348 (2025)Community: Hudson LandingsCondo
Taxes:$10,348
Elementary School: Southside Elementary
Remarks: Waterfront elegance meets downtown convenience in Hudson Landings, one of Sarasota's most desirable west of-the-trail enclaves Privately positioned along a tranquil canal with a deeded dock and direct access to Sarasota Bay, this exceptional ground-floor residence presents a rare opportunity to enjoy an effortless boating lifestyle just moments from the city's vibrant cultural and culinary offerings. Spanning 1,362 square feet, the thoughtfully curated interior features three bedrooms and two baths, blending timeless coastal sophistication with modern comfort. The open-concept design is filled with natural light and anchored by a beautifully updated kitchen appointed with granite countertops, stainless steel appliances and casual seating that flows seamlessly into the living and dining spaces. Elevated ceilings enhance the sense of openness, while expansive windows invite the waterfront setting indoors. The serene primary suite overlooks the bayou and pool, creating a peaceful retreat framed by water views and lush tropical surroundings. Two additional guest bedrooms offer flexibility for visiting family and friends.
Listing Agent: Roberta Tengerdy, Pa (941-321-2292)
6144 MIDNIGHT PASS RD #3N, SARASOTA, FL 34242
$1,385,0006 Days on yellowkey MLS ID: A4696434
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1376 Built: 1967 Tax: $16,658 (2025)Community: Island HouseCondo
Taxes:$16,658
Remarks: Under contract-accepting backup offers. Island House Dream Condo on Siesta Key! Experience the best of beachfront living at Island House on world-famous Siesta Key, where breathtaking Gulf views, unbeatable location, and effortless island living come together. Perfectly positioned in one of the most desirable beachfront buildings in the community, this second-floor condo offers truly unobstructed beach and water views with no other condo or building standing in your way. From the moment you arrive, the view takes center stage. Enjoy stunning beach views from all living areas, including the living room, guest bedroom, and master bedroom. New hurricane-impact windows and expansive glass bring the beauty of Siesta Key inside, creating a bright, open, coastal retreat from every angle. This is as close to the sand as it gets—literally beachfront and just steps from the world-famous powdery sand and warm Gulf waters. The elevated second-floor setting gives you the privacy and peace of mind you want, with no past water intrusion or storm damage to the unit, while still offering easy access to the beach and a convenient ramp for luggage. Inside, the condo is move-in ready and designed for easy beach living, featuring tile flooring throughout, an updated kitchen with solid-surface/granite counters, and beautifully updated bathrooms with elegant tiled showers. Whether you are looking for your own Siesta Key escape or an income-producing investment, the flexible 3-night minimum rental policy makes this an outstanding opportunity. Island House offers everything you need for the perfect beach lifestyle, including on-site management, refreshed landscaping, outdoor dining and game areas, beach chairs, chaise lounges, shaded beach cabanas, shuffleboard, cornhole, a heated community pool, and a clubhouse with billiards, foosball, board games, and puzzles. When you are ready to explore, hop on the free trolley or local ride-share vans to Siesta Key Village for shopping, dining, and nightlife, or venture to Turtle Beach, downtown Sarasota, restaurants, boating, fishing charters, performing arts, museums, parks, and the Legacy Trail. This is more than a condo—it is your front-row seat to Siesta Key’s legendary beach lifestyle. Bring your toothbrush, swimsuit, and love for sunsets, because this one is ready to enjoy!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Christine Walker (941-779-4342)
5571 RIVERBLUFF CIR #V1, SARASOTA, FL 34231
$127,500223 Days on yellowkey MLS ID: C7517249
0 Days Off yellowkey (back on 5/12/2026)
REDUCED by $12,400 (8.9%) on 05/07/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1971 Tax: $2,543 (2024)Community: Strathmore Riverside ICondo
Taxes:$2,543
Remarks: WELCOME HOME to your 55+ community with your end unit Villa that offers you water/boating access to Philippi Creek then on to Bay, Intracoastal and Gulf if you so choose, as well as community pool, clubhouse and more all in the heart of Sarasota where you'll find so much to do. This unit is waiting for you to make it sparkle once again. One car carport offers storage room behind which houses your laundry area too. The primary bedroom has en suite with tub/shower combo and walk in closet. You'll enjoy the easy flow floorplan too. This is worth your time to look, just might be what you have in mind!
Listing is courtesy of: OCEAN PARTNERS REAL ESTATE (941-627-6232)
Listing Agent: Bradley Geddeis (941-627-6232)
540 N TAMIAMI TRL #804, SARASOTA, FL 34236
$2,500,00020 Days on yellowkey MLS ID: A4691950
REDUCED by $400,000 (13.8%) on 06/08/2026
Bed: 3 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3676 Built: 2020Monthly Fee: $4,332 Tax: $40,630 (2025)Community: The Blvd SarasotaSpa: YesCondo
Taxes:$40,630
Remarks: Welcome to BLVD Sarasota. This exceptional 8th-floor residence offers nearly 3,700 square feet of open living space with three bedrooms and four-and-a-half baths, while a private elevator opens directly into the residence. Floor-to-ceiling glass, expansive sliding doors, and 11-foot ceilings fill the home with natural light and create an open, inviting atmosphere throughout. The spacious living and dining areas flow seamlessly to a large wraparound terrace overlooking the downtown skyline. The kitchen is equipped with professional-grade appliances, custom cabinetry, and a large island with seating. Porcelain flooring, modern finishes, and thoughtful design details give the residence a clean, contemporary style. The primary suite features terrace access, dual owner-suite baths, a soaking tub, walk-in shower, and generous closet space. Each guest bedroom includes an ensuite bath and access to outdoor living areas. Residents at BLVD Sarasota enjoy two levels of luxury amenities, including a rooftop pool deck with cabanas and fire pits, fitness center, golf simulator, wine storage, pet grooming station, two assigned parking spaces, and concierge services. Ideally located just moments from The Quay Sarasota, Ocean Prime, Sarasota Bayfront Park, shopping, dining, theaters, and Sarasota’s vibrant arts scene. Call the listing agent for your private showing.
Listing Agent: Keith Kleppinger (941-525-2937)
8377 38TH STREET CIR E #106, SARASOTA, FL 34243
$285,00047 Days on yellowkey MLS ID: A4691814
REDUCED by $2,000 (0.7%) on 05/07/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 742 Built: 2005Monthly Fee: $287 Tax: $2,729 (2025)Community: Serenata SarasotaCondo
Taxes:$2,729
Remarks: FIRST FLOOR. NO STAIRS !!! LOW HOA FEE !! LAKE VIEW condo in RESORT STYLE SETTING being sold FULLY FURNISHED. Complex has new roofs on all buildings. Welcome to this beautifully updated 1-bedroom, 1-bathroom condo perfectly located just off University Parkway and Tuttle Avenue. Situated in the gated community of Serenata Sarasota close to downtown Sarasota and Bradenton, this property offers convenience to shopping, dining, entertainment, and the world-renowned Gulf beaches. Inside, you’ll find a spacious open floor plan with high ceilings, luxury vinyl flooring FRESH NEW PAINT, NEW HVAC installed in 2024. The unit also features a private screened-in lanai with extra storage. This well-designed layout is ideal for comfortable and low-maintenance living. Residents enjoy resort-style amenities including a RESORT STYLE swimming pool, tennis courts, fitness center, and walking paths around the community. This pet-friendly community offers ample parking with boat parking also available, secure gated entry, making it a fantastic choice for a primary residence, investment property, or second home. Don’t miss the opportunity to enjoy the Florida lifestyle in one of Sarasota’s most convenient and desirable locations.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Scott Curtin (941-756-7727)
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