Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
5560 SHADOW LAWN DR, SARASOTA, FL 34242
$1,399,000538 Days on yellowkey MLS ID: A4636955
5 Days Off yellowkey (back on 6/24/2026)
REDUCED by $100,000 (6.7%) on 05/25/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2124 Built: 1970Monthly Fee: $17 Tax: $8,052 (2025)Community: Siesta IslesSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,052
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. One of the lowest priced homes on Siesta Key's deep boating water and only 3 blocks to the white quartz sand and aqua Gulf waters! An inviting opportunity to enjoy relaxed waterfront living on Siesta Key, this well-maintained residence is ideally positioned just minutes from the powdery white sands of world-famous Siesta Beach and the turquoise waters of the Gulf. Set on an oversized 14,000-square-foot corner lot, this four-bedroom, three-bath home blends comfortable coastal living with everyday functionality in a highly desirable island setting. Designed for effortless entertaining and easy living, the open-concept floor plan centers on a spacious island kitchen with generous seating, a breakfast bar, and abundant workspace, flowing seamlessly into the dining and living areas for gatherings both large and small. A thoughtful split-bedroom layout offers privacy for owners and guests alike. The primary suite enjoys peaceful views of the pool and canal, while a secondary bath doubles conveniently as a pool bath—ideal for indoor-outdoor living. Step outside to the covered, screened lanai and unwind beside the sparkling pool, framed by tranquil water views and gentle coastal breezes. Tucked along a quiet harbor just off the Grand Canal, the setting is ideal for kayaking, paddleboarding, or boating, with frequent sightings of manatees and coastal birds adding to the natural charm. Evenings bring glowing “mango sunsets” nearby, while mornings begin with soft sunrises reflected on the water. Additional highlights include an oversized two-car garage and a concrete tile roof. Ideally located near the shops, dining, and energy of Siesta Village—and just 15 minutes from downtown Sarasota’s vibrant arts and cultural scene—this home presents a compelling opportunity to enjoy the best of island living, whether as a full-time residence or a serene coastal retreat.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
8773 MIDNIGHT PASS RD #302G, SARASOTA, FL 34242
$500,00070 Days on yellowkey MLS ID: A4691760
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1303 Built: 1981 Tax: $4,030 (2025)Community: Island Reef Ii Ph 1 2 & 3Condo
Taxes:$4,030
Remarks: Turnkey Furnished residence at Island Reef with two bedrooms and two baths. Laundry in residence. Furnished! Carport! island Reef is a serene waterfront community, one of the few gulf to Bay Community that offers many desirable amenities including: Beach, Boat Docks (lifts allowed), Two lit Tennis Courts, Pickleball, 2 Fitness Rooms, Kayak storage, Library, Billiards, Game room, Clubhouse, two Heated Pools, and Gas grills. PET FRIENDLY! Tropical Gardens add to the appeal of Island Reef and this wonderful community is close to two of Siesta Key's popular restaurants. Complimentary trolley to Siesta Beach, Siesta Village for dining, shopping, ice cream, mini donuts, cute brunch spots and dancing and live music every night of the week.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Marlene Marshall (941-539-8850)
2441 WEBBER ST, SARASOTA, FL 34239
$1,599,00062 Days on yellowkey MLS ID: S5149848
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2726 Built: 2025 Tax: $3,584 (2025)Community: Orange ParkSpa: YesSingle Family
Taxes:$3,584
Elementary School: Southside Elementary
Remarks: Completely reimagined contemporary pool home in the heart of Sarasota offering bold modern design, luxury finishes, and exceptional indoor-outdoor living just minutes from Downtown Sarasota, Siesta Key Beach, Southside Village, and top dining and shopping destinations. This custom-built residence features striking modern architecture with clean flat rooflines, concrete block construction, impact-rated windows and doors, professionally landscaped grounds, and a private resort-style backyard with a heated pool and spa. Inside, the open-concept layout is filled with natural light from oversized sliders and expansive windows, complemented by soaring ceilings, large-format porcelain tile flooring, and designer lighting throughout. The chef’s kitchen showcases premium appliances, sleek custom cabinetry, quartz countertops, and a dramatic waterfall island designed for both entertaining and everyday living. Offering approximately 2,726 Sq Ft under air, the single-story floor plan includes 4 spacious bedrooms and 3.5 bathrooms, including a luxurious primary suite with spa-inspired bath and custom-built walk-in closets. Bedrooms feature custom window treatments, while additional built-out closets throughout the home provide exceptional storage and functionality. A rare opportunity to own a modern luxury home in one of Sarasota’s most desirable locations with no HOA or CDD fees.
Listing is courtesy of: GRAND STATE REALTY (305-781-9202)
Listing Agent: Oleksandr Blekherov (305-781-9202)
617 SIESTA DR, SARASOTA, FL 34242
$949,90021 Days on yellowkey MLS ID: A4697947
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2709 Built: 1939 Tax: $32,740 (2024)Community: Bay IslandSingle Family
Taxes:$32,740
Tax Year: 2024
Remarks: BANK OWNED... Located in Highly desirable Bay Island Subdivision The Gateway to Siesta Key... This 4 Bedroom 4 Bath is located within the City limits Sarasota with allow short term rentals. Upgrades include a Metal roof with solar panels, Crown Molding and Brick paver Driveway. This property sustained damage from the 2024 hurricanes. Great Location to just drive to World famous Siesta Key Beach and Downtown Sarasota. A Great Place to spend the season or a lifetime. Property is being sold as-is . Build your own Equity. WELCOME HOME!!!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Gary Hoskins (941-809-7709)
546 FREELING DR, SARASOTA, FL 34242
$12,500,00021 Days on yellowkey MLS ID: A4694822
Bed: 5 Bath: 6.0 Gar: 10 Liv Area Sq Ft: 4353 Built: 2027 Tax: $17,536 (2025)Community: Bay IslandSpa: YesSingle Family
Taxes:$17,536
Remarks: Pre-Construction. To be built. Discover an extraordinary opportunity to own an expansive double lot of 0.52 acres on North Siesta Key with this single-story, new construction transitional modern-style luxury home by Pham Development. Offering 170 feet of deep-water canal frontage, the residence features 4,353 square feet under air and 15,453 square feet under roof. With 5 bedrooms, 5 full bathrooms, 2 half baths, and a designated private office, the home showcases soaring 17.5-foot vaulted ceilings and a striking glass wine wall, complemented by designer finishes that fill the interiors with natural light and tranquil water views. Across the canal, lush landscaping provides a serene and private backdrop, with flexibility to customize finishes and style. Designed for both comfort and entertaining, the open-concept living spaces flow seamlessly to a resort-style outdoor retreat. The expansive back patio is equipped with remote-controlled electric mosquito screens, allowing you to enclose the space at the touch of a button for year-round enjoyment. Enjoy a spectacular pool with a champagne hot tub spa, a generous patio, and a fully equipped outdoor kitchen perfect for alfresco dining. A scenic path leads to your private dock with a state-of-the-art electric system and space for a boat up to 37 feet, offering smooth access to the bay and Gulf. The primary suite is a private sanctuary with spa-inspired amenities and dedicated quarters. A chef’s kitchen anchors the heart of the home with premium appliances and refined finishes. An elegant circular driveway creates a grand entrance, while the expansive ground level offers room for up to 10 cars, complemented by an impressive 10-car garage—ideal for collectors or additional storage. This exceptional waterfront residence delivers effortless luxury and refined coastal living.
Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
3750 BAYOU LOUISE LN, SARASOTA, FL 34242
$12,900,000119 Days on yellowkey MLS ID: A4686535
Bed: 5 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 5273 Built: 1997 Tax: $61,016 (2025)Community: Siesta Rev OfSpa: YesSingle Family
Taxes:$61,016
Remarks: Tucked on the coveted north end of Siesta Key, this extraordinary double-lot point estate is positioned at the tip of a protected peninsula, offering panoramic water views and unforgettable sunsets. Surrounded by water and set directly across from protected parkland, the setting feels like your own private island. The property features three separate structures: a main residence, a guest house, and a separate waterfront cabana with bath. In total, the compound offers six bedrooms and six bathrooms, with gourmet kitchens in both the main house and guest house — each outfitted with high-end appliances throughout — ideal for multigenerational living, guest accommodations, or an exceptional private retreat. Throughout both residences, the finish detail is exceptional. Designer-selected materials create a cohesive and elevated aesthetic carried seamlessly across the entire compound. Custom wood flooring with intricate stone inlays, handcrafted stairwells featuring wood and stone risers, extensive crown molding, and refined architectural millwork highlight the level of craftsmanship invested in every space. Specialty stonework and thoughtfully curated finishes blend warmth with sophistication, creating interiors that feel timeless, substantial, and unmistakably high-end. Outdoor living is nothing short of spectacular. A dramatic infinity-edge pool with swim-assist system overlooks the water, enhanced by a striking waterfall feature that spills elegantly into the pool. New pool equipment (2025) supports the system. Natural rock waterfront frontage and a sculptural rock formation lead down to the shoreline, creating a one-of-a-kind coastal backdrop. Two docks serve the property — one with a double lift — offering outstanding boating access and rare protection on both sides of the point, with additional lift capacity for multiple watercraft. An outdoor shower provides added convenience after boating or swimming. Perched at the edge of the peninsula, the waterfront cabana and adjacent hot tub create a private, spa-like retreat suspended over the water — an unforgettable setting to take in sweeping sunset views. The residences were renovated separately: main house (2009) and guest house (2012). All A/C units have been renewed recently, along with the electric unit, and a new transformer (2024) services both properties. Sonos surround sound extends throughout all structures. Located on the highly desirable north end of Siesta Key, the estate offers convenient on-and-off island access while remaining just minutes from Southside Village and downtown Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Nora Johnson (941-809-1700)
1203 SIESTA BAYSIDE DR #1203-D, SARASOTA, FL 34242
$498,00085 Days on yellowkey MLS ID: A4690769
0 Days Off yellowkey (back on 6/23/2026)
REDUCED by $27,000 (5.1%) on 04/27/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 959 Built: 1988 Tax: $5,340 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$5,340
Remarks: Under contract-accepting backup offers. Sellers Are Highly Motivated! Welcome to your slice of paradise on world famous Siesta Key, just steps from the powdery white sands of Siesta Beach, recently ranked the number one beach in the United States. This beautifully updated one bedroom, one bathroom residence is the perfect blend of comfort, style, and location, ideal as a primary home, vacation retreat, or income producing investment with weekly rentals allowed. From the moment you enter the gated community of Gulf and Bay Club Bayside, you are surrounded by lush tropical landscaping and a sense of pride in ownership that truly sets this community apart. This impeccably maintained residence offers easy single level living with a bright and open layout, finished in a warm neutral palette. The living and dining areas are enhanced with charming details such as wainscoting, while the updated kitchen features stainless steel appliances, beautiful countertops, and well-appointed cabinetry, all flowing seamlessly into the main living space. The oversized primary bedroom offers a peaceful retreat with a large walk-in closet, while the upgraded bathroom features a stunning tile shower, dual sinks with quartz countertops, and excellent storage. A private laundry area adds convenience, and with no carpet throughout, the home is clean, modern, and move in ready. The AC and water heater were both replaced in 2022. Enjoy your morning coffee in the adorable dining nook or unwind in the bright and airy lanai, the perfect place to relax at the end of the day. This residence also includes a rare one car garage and private driveway, making island living effortless. Gulf and Bay Club Bayside offers an exceptional array of resort style amenities including two heated pools, a clubhouse, fitness center, saunas, pickleball and tennis courts, BBQ areas, walking paths, scenic ponds with fountains, and a fishing pier on the Intracoastal Waterway where you can enjoy sunsets, dolphins, and passing boats. Private deeded beach access just across the street makes it easy to enjoy the turquoise waters and world-famous quartz sand whenever you choose. Ideally located between Siesta Key Village and Stickney Point Road, you are moments from top rated dining, boutique shopping, live entertainment, and water activities. The Siesta Key Trolley provides easy access across the island, making every day feel like a vacation. Offered furnished and thoughtfully updated, this residence truly lives larger than expected and is ready for immediate enjoyment. Whether you are looking to relax, entertain, or invest, this is an incredible opportunity to own in one of the most desirable communities on Siesta Key. Schedule your private showing today and experience the coastal lifestyle you have been dreaming of.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Rachelle Golden (941-538-8998)
4660 OCEAN BLVD #Q1, SARASOTA, FL 34242
$525,000327 Days on yellowkey MLS ID: A4659204
3 Days Off yellowkey (back on 6/23/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1971 Tax: $7,101 (2024)Community: Sea VillageCondo
Taxes:$7,101
Remarks: Under contract-accepting backup offers. PRICED TO SELL! NEW impact-rated sliding glass doors were installed in June 2026, providing enhanced storm protection and complementing the home’s existing hurricane-impact windows. Experience million-dollar, direct Gulf views from this ground floor condominium in the sought-after community of Sea Village on Siesta Key. Enjoy sunsets every evening from your private lanai, just steps from the shoreline and minutes from one of the world’s top beaches. This 2-bedroom, 2-bath residence has been thoughtfully updated with a fully remodeled kitchen, tile flooring throughout, and plantation shutters. Hurricane-impact windows provide additional protection and lasting value. Additional features and upgrades include a 2021 water heater, 2022 HVAC, 2023 electrical panel, in-unit washer and dryer, designated parking, storage shed, and bike storage. Sea Village offers residents a true coastal lifestyle with a heated waterfront pool, tropical grounds, and easy access to dining, shopping, and Siesta Key’s vibrant village. Covered parking and generous guest parking make entertaining convenient. Perfect as a primary residence or seasonal retreat, this home blends unmatched views with modern upgrades in one of Sarasota’s most desirable island communities.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Halie Monde (941-735-4707)
2731 RIVERBLUFF WAY #V76, SARASOTA, FL 34231
$229,00032 Days on yellowkey MLS ID: A4696921
0 Days Off yellowkey (back on 6/22/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1480 Built: 1971Monthly Fee: $725 Tax: $3,438 (2025)Community: Strathmore Riverside ISpa: NoVilla
Taxes:$3,438
High School: Riverview High
Remarks: TURN-KEY OR UNFURNISHED | FULLY RENOVATED | 55+ WATERFRONT COMMUNITY Less than 18 minutes to Siesta Key Beach, this renovated 2 bedroom, 2 bath villa with two bonus rooms offers the Florida lifestyle many buyers are searching for. Residents enjoy a heated and chilled waterfront pool overlooking the marina, clubhouse, fitness center, residents' library, shuffleboard courts, and marina access. Boat slips are available for rent, providing direct boating access through Phillippi Creek to the Gulf of America. This home offers more usable living space than many comparable units in the community, with two bonus rooms ideal for a home office, hobby room, reading area, or guest space. Major updates include impact windows (2020), newer roof, 2022 A/C, updated plumbing and electrical systems, a whole house surge protector, fresh insulation, laminate flooring, sliding barn doors, granite countertops, under-cabinet lighting, and modern finishes throughout. Offered turn-key, furnished or unfurnished, this move-in-ready home is conveniently located near shopping, dining, medical facilities, downtown Sarasota, St. Armands Circle, and Siesta Key Beach. A rare opportunity to enjoy boating, resort-style amenities, and a renovated home in one of Sarasota's desirable 55+ waterfront communities.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: David Valencia (941-223-3621)
1780 SPRING CREEK DR, SARASOTA, FL 34239
$1,445,000154 Days on yellowkey MLS ID: A4681932
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1595 Built: 1954 Tax: $5,650 (2025)Community: Shoreland WoodsSpa: YesSingle Family
Taxes:$5,650
Remarks: Architectural character, curated design, and resort-style outdoor living define this exceptional Sarasota residence at 1780 Spring Creek Drive. Privately positioned behind a gated entry and surrounded by lush tropical landscaping, this distinctive home offers a refined Florida lifestyle with thoughtful upgrades, timeless style, and true peace of mind. Located in one of the the location that Sarasota has to offer. Inside, the home welcomes you with soaring ceilings accented by exposed beams, expansive windows, and an open, light-filled layout that blends modern design with everyday comfort. Warm wood tones, clean architectural lines, and carefully selected finishes create a sophisticated yet relaxed ambiance throughout the main living spaces. The updated kitchen is designed for both beauty and function, featuring luxury appliances, sleek cabinetry, stone countertops, and a statement glass-topped bar, ideal for entertaining or casual dining. The kitchen flows seamlessly into the living and dining areas, creating an inviting environment for gatherings large and small. The primary suite serves as a private retreat, offering tranquil garden views, direct access to the outdoor living area, and a spa-inspired bath adorned with striking mosaic tile, modern fixtures, and a glass-enclosed walk-in shower. Additional bedrooms are thoughtfully arranged to provide flexibility for guests, a home office, or creative space. Step outside to the screened lanai and resort-style pool and spa, where privacy and lush landscaping create a serene oasis. Recent upgrades include a new pool filter, enhancing efficiency and ease of ownership, while covered seating areas invite year-round outdoor enjoyment. Beyond its aesthetic appeal, this home is equipped with premium infrastructure upgrades designed for long-term comfort and reliability. A Generac natural gas generator powers the entire home and pool, providing seamless backup during outages. The roof is approximately six years old, plumbing lines have been professionally blown out and cleaned, and the property is located in a no flood zone for added peace of mind. The home is serviced by city water, complemented by a deep water irrigation well that keeps the lush landscaping thriving while helping reduce utility costs. Aerial views highlight the home’s generous lot, mature greenery, and prime Sarasota location—just minutes from downtown Sarasota, world-renowned beaches, shopping, dining, and cultural attractions. Distinctive, upgraded, and effortlessly livable, 1780 Spring Creek Drive delivers a sophisticated Sarasota lifestyle without compromise.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
6140 MIDNIGHT PASS RD #606, SARASOTA, FL 34242
$1,279,00051 Days on yellowkey MLS ID: A4694184
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1521 Built: 1967Monthly Fee: $1,354 Tax: $13,588 (2025)Community: Horizons WestSpa: YesCondo
Taxes:$13,588
Remarks: Nestled on the renowned shores of Siesta Key, Horizons West offers a truly exceptional waterfront living experience where breathtaking panoramic views and unforgettable sunsets become part of everyday life. This meticulously cared-for two-bedroom, two-bathroom residence, elevated on the sixth floor, delivers unparalleled luxury and privacy in a home that has never been in a rental program, resulting in exceptionally minimal wear and tear. Following a comprehensive top-to-bottom renovation that stripped the unit to its concrete box, every inch of this residence reflects the pride of true ownership with timeless, sophisticated design. The gourmet kitchen and bathrooms feature custom Harlan solid wood cabinetry sourced from Indiana, sleek granite countertops, and a premium suite of KitchenAid stainless steel appliances. Modern infrastructure is seamlessly integrated throughout, including Cat 6 data outlets, a commercial-grade PakEdge Wi-Fi router, and a whole-home surge protector. Comfort is guaranteed with a brand-new HVAC system installed in July 2025, complete with an air scrubber for active air purification. The home is an audiophile’s dream with a built-in multi-zone sound system featuring Vienna Acoustics speakers and a Marantz receiver. Elegant touches abound, from recessed LED and runway lighting to motorized Hunter Douglas window treatments and custom California Closets. Offered turnkey and fully furnished, the residence includes high-end pieces like an American Leather sofa and Westin Heavenly Bed® mattresses, along with the rare convenience of a roughed-in space for an in-unit washer and dryer. Horizons West spans 11 acres with over 300 feet of deeded beach access, a beachside pool and spa, and a serene bay-side park with a day dock. This is a rare opportunity to own a residence finished to the highest standard on the world-renowned shores of Siesta Key. Welcome home.
Listing is courtesy of: ENGEL + VOELKERS SARASOTA (941-388-9800)
Listing Agent: Brian Partie, Jr, Pa (941-544-8298)
19 WHISPERING SANDS DR #204, SARASOTA, FL 34242
$995,000157 Days on yellowkey MLS ID: A4681694
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1282 Built: 1973Monthly Fee: $1,440 Tax: $8,669 (2025)Community: Whispering SandsCondo
Taxes:$8,669
Remarks: Embrace the rare opportunity to own a GULF FRONT residence in the coveted Siesta Key community of Whispering Sands – where breathtaking FULL GULF views, an unbeatable location, and endless potential come together. This 2 bed/2 bath 2nd floor tower unit showcases panoramic vistas of the shimmering Gulf, on 800’ of your own PRIVATE quartz sand beach, and the nightly spectacle of vibrant symphonies of colorful sunsets from your expansive 24’ open-air balcony. Offered in largely original condition, this residence is a true blank canvas—an exceptional value in today’s buyer’s market and the perfect chance to design and remodel from top to bottom in your own personal style. Create the coastal retreat you’ve always envisioned while investing in a premier Gulf front address known for its timeless appeal and strong long-term desirability. Reputable contractor names are available to help bring your vision to life. Life in the sought after 55+ community of Whispering Sands is peaceful and resort inspired. Enjoy two heated, fenced pools with new travertine decks, beach loungers for the exclusive use of owners and their guests, beachside Tiki Hut, gas grills, shuffleboard, canoe/kayak storage, and a beautifully soon to be remodeled clubhouse and Tower Lounge—the latter of which is reserved for the exclusive use of tower residents outside community events, and conveniently located on your floor. You’re also just an elevator ride down to the sparkling Gulf side pool and powder soft sand. Ideally positioned just moments from Siesta Key Village, you can leave your car behind and stroll to charming boutiques, live music, and an array of dining options. End each day with your toes in the sand or on your private balcony, savoring the tranquil rhythm of the waves and the company of friends as the sun melts into the horizon. This is more than a condo—it’s a lifestyle, a legacy of memories in the making, and a chance to secure your own piece of world class Gulf front paradise.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
199 WHISPERING SANDS DR #204, SARASOTA, FL 34242
$609,000136 Days on yellowkey MLS ID: A4684412
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1970Monthly Fee: $1,579 Tax: $5,538 (2025)Community: Whispering SandsCondo
Taxes:$5,538
Remarks: Welcome to effortless coastal living in this beautifully UPDATED second floor midrise residence in the premier GULF FRONT property of Whispering Sands! Designed with an OPEN CONCEPT floor plan, this light-filled condo showcases a bright, sophisticated 2023/2024 REMODELED kitchen featuring quartz countertops, stainless Samsung appliances, an impressive 8' breakfast bar with seating for 3, soft close cabinetry, and recessed lighting—all complemented by an elegant uplit tray ceiling. A true highlight is the expansive 29' x 8' lanai stretching the full length of the residence—offering an inviting extension of the living space ideal for relaxing, dining, or working from home, complete with hurricane impact sliders for total peace of mind. Both bathrooms have been tastefully updated with granite countertops and tiled, glass-enclosed walk-in showers, while ceiling fans and crown molding add comfort and sophistication throughout the unit. Beyond the residence, Whispering Sands offers true resort-style living in a premier Gulf front setting. Spend your days lounging on your private beach, taking a refreshing swim in one of two heated pools, an invigorating workout in the gym, or enjoying the vibrant social atmosphere of the clubhouse just steps from your door. Whether it’s a peaceful morning walk along the shoreline or a sunset gathering with neighbors, every day feels like a vacation. Perfectly positioned just steps from the clubhouse—currently undergoing complete remodeling in 2026—and pool, and a short stroll along the sidewalk to your 800' of your own private beach, this residence embodies the very best of resort style living. Ideally located just around the corner from the boutiques and restaurants of Siesta Key Village, you'll enjoy the perfect balance of relaxed beachfront living and easy access to dining, entertainment and island charm. Move right in and start enjoying the easy island lifestyle you’ve been dreaming of!
7689 COVE TER, SARASOTA, FL 34231
$3,499,00077 Days on yellowkey MLS ID: A4691515
REDUCED by $196,000 (5.3%) on 05/27/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4564 Built: 1964Monthly Fee: $25 Tax: $18,202 (2025)Community: Southpointe ShoresSpa: YesSingle Family
Taxes:$18,202
Elementary School: Gulf Gate Elementary
Remarks: Just three homes in from the open waters of Little Sarasota Bay, this beautifully updated waterfront residence in Southpointe Shores offers a rare combination of location, scale, and immediate livability. Positioned on a quiet cul-de-sac with nearly 100 feet of Intracoastal frontage, the property captures wide water views and direct boating access in one of Sarasota’s most desirable neighborhoods. Spanning more than 4,500 square feet across two levels, the home is designed for both everyday comfort and entertaining. An open layout defines the main level, where wood-grain tile flooring connects the primary living spaces and walls of pocketing sliding glass doors open fully to the outdoor living areas—creating a seamless indoor-outdoor experience. The recently reimagined pool deck serves as the centerpiece of the home’s outdoor setting, featuring a covered lounge area, summer kitchen with built-in grill, and a resort-style heated pool and spa with sun shelf and waterfall features. The expansive patio overlooks peaceful waters, offering a dynamic waterfront backdrop from morning through sunset. Inside, the new chef’s kitchen has been thoughtfully updated (in 2024) with custom contemporary cabinetry, quartz countertops, high-end appliances—including a built-in Miele coffee station—center island with breakfast bar, and a full-sized wine cooler. The adjacent family room offers vaulted ceilings, water views, and a well-appointed wet bar with built-in shelving, creating a natural gathering space. Two guest suites with updated en-suite baths are located on the main level, along with a dedicated laundry room. The second floor is reserved for privacy, featuring an expansive primary suite with sweeping water views, fireplace, custom walk-in closet, and a marble en-suite bath. A study and additional bedroom on this level provide flexibility for a home office, fitness space, or nursery. Recent upgrades enhance both comfort and peace of mind, including impact windows and sliding glass doors (2020), a new seawall (2019), tile roof (2016), updated electrical wiring, modernized baths, and newer HVAC and water heater systems. Set on an oversized waterfront homesite with direct access to the Intracoastal Waterway, this boater’s sanctuary includes a newer private dock with 27,000-pound lift, accommodating a variety of boating needs. Southpointe Shores is a quiet, tucked-away waterfront community known for its proximity to Sarasota’s best coastal destinations. Siesta Key Beach and Crescent Beach are just minutes away, along with marinas, parks, and everyday conveniences. Downtown Sarasota’s cultural attractions—including The Bay Park, Selby Gardens, the Van Wezel Performing Arts Hall, galleries, and dining—are easily accessible, offering a lifestyle that balances privacy with connectivity.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Roger Pettingell (941-387-1840)
2907 MARSHALL DR, SARASOTA, FL 34239
$675,000263 Days on yellowkey MLS ID: A4669618
INCREASED by $75,001 (12.5%) on 06/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1138 Built: 1954 Tax: $6,643 (2025)Community: Orange ParkSpa: YesSingle Family
Taxes:$6,643
Remarks: Investor Alert! Rare opportunity to own a turnkey income-producing property in a prime location! This fully furnished gem features a brand-new pool, all-new impact windows, and a strong rental history with future bookings already in place, cash flow from day one! Don’t miss your chance to add this high-performing asset to your portfolio. Schedule your showing today, opportunities like this don’t last!
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Inbal August (917-957-8111)
2706 WHITE SANDS DR, SARASOTA, FL 34231
$414,50049 Days on yellowkey MLS ID: A4694861
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1600 Built: 1961Monthly Fee: $6 Tax: $3,654 (2025)Community: Gulf GateSingle Family
Taxes:$3,654
Remarks: Don't miss your chance to own a beautifully remodeled home in Gulf Gate, one of Sarasota's most sought-after locations. This 1600 Square Foot home on a quiet street is move in ready with nothing to do but sit back & enjoy. As you approach the home along the paver walkway & covered porch, you step through an impact rated door to a modern open-concept layout with elegant new luxury vinyl plank flooring. Large windows in the Living Room flood the room with light, and a wall of windows in the Family/Dining Room brightens every meal. The large updated white kitchen has newer appliances, tile backsplash, and a breakfast bar. Oversized sliding glass door opens to a large backyard deck for entertaining and a paver patio perfect for a firepit and grilling. Mature trees and palms abound and set the tone for relaxing on a private lot with room for a pool. Split floorplan has two bedrooms and a tile bath with a tub down a short hallway from living areas at one end of the home. At the rear of the home, the primary bedroom has a vaulted ceiling with walk-in closet, en-suite updated tile shower, chair height toilet and sliding glass door that opens to the deck. Laundry and storage shelves in 1 car garage. Hot water heater replaced in 2026, Roof in 2025, and the Central Heat & Air (with insulated ductwork) and R-32 Attic Insulation in 2020. Professionally painted inside & out in 2026. Modern 6 panel doors with new hardware, 4 ceiling fans and wide window blinds on replacement double pane windows throughout. Lovingly owned and updated by long term owners. Great schools, shopping, and Gulf Gate Village restaurants within easy walking distance. Area beaches, churches, and vibrant arts and culture a short drive away.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Bob Moffatt (941-232-3370)
5408 EAGLES POINT CIR #302, SARASOTA, FL 34231
$329,000174 Days on yellowkey MLS ID: A4678903
REDUCED by $10,900 (3.2%) on 06/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1768 Built: 1990Monthly Fee: $167 Tax: $6,133 (2025)Community: Eagles Point At The Landings, Bayview Homes ISpa: NoCondo
Taxes:$6,133
Remarks: THIS IS THE LOWEST PRICE UNIT BY A STAGGERING $100,000, making it the clear standout for buyers who understand value. BRING THE OFFERS. SELLER FINANCING AVAILABLE. SELLER OFFERING HOA FEES TO BE PAID AT CLOSING. Discover your slice of Sarasota paradise with panoramic Intracoastal Waterway views and unforgettable sunsets from every room of this beautifully updated third-floor condo in Eagles Point at The Landings, one of Sarasota’s most desirable West of Trail, gated communities, just minutes from world-famous Siesta Key Beach and downtown. This light-filled residence showcases brand-new, top-of-the-line impact windows and an expansive triple-glass impact sliding door, offering both peace of mind and stunning views over mangroves toward Siesta Key and the Gulf beyond. The building’s common areas have also been upgraded with impact windows for added security and value. Step inside to an inviting open-concept great room, ideal for entertaining. Features include luxury vinyl plank flooring, fresh neutral paint, and designer lighting throughout. The chef’s kitchen is a standout with quartz countertops, designer tile backsplash, newer stainless steel appliances, abundant cabinetry, and an oversized island with wine and beverage refrigerator, perfect for gatherings. Double glass doors lead to the spacious primary suite, complete with a private sitting or office niche, dual walk-in closets, and a spa-inspired bath featuring double vanities and a large walk-in shower. A generously sized guest bedroom and bath are thoughtfully positioned for privacy, with gulf-facing views sure to impress visitors. The sun-drenched flex space/sunroom off the kitchen offers the home’s best view and is ideal as a breakfast café, dining nook, or serene retreat. Additional highlights include a full indoor utility room, new washer & dryer (2021), new A/C with humidistat (2021), and water heater (2020). The unit includes under-building parking, extra storage locker, kayak or paddleboard storage, bike room access, and ample guest parking. Eagles Point residents enjoy a private pool and grill area, plus membership in The Landings Racquet Club, featuring Har-Tru tennis courts, pickleball, junior Olympic lap pool, spa, fitness center, library, and an active social calendar. Enjoy a waterfront lifestyle with mangrove-lined walking paths, fishing gazebo, kayak launch on the Intracoastal, and lush tropical surroundings, all just minutes from downtown Sarasota, fine dining, shopping, and cultural attractions. Luxury, location, and lifestyle converge here. Schedule your private showing today before this opportunity is gone!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joey Lamielle (941-350-0016)
1200 SIESTA BAYSIDE DR #1200G, SARASOTA, FL 34242
$400,000119 Days on yellowkey MLS ID: A4685175
REDUCED by $25,000 (5.9%) on 06/13/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 845 Built: 1988 Tax: $4,441 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$4,441
Remarks: Welcome to the world-famous Siesta Key! Now available a second-floor one-bedroom, one-bath condominium in the desirable Gulf and Bay Club Bayside. This particular condo had zero flood or storm damage. This home is just waiting for your personal touch! Enjoy direct deeded beach access just across the street to Siesta Key Beach and live a true resort-style life with wonderful amenities at your fingertips. An open floor plan greets you with tile on the diagonal, a spacious living/dining area, and a balcony overlooking the community pool. The unit is complete with a private one-car garage, indoor laundry with a brand-new stackable washer and dryer, and turnkey furnished and ready for you or your guests. Gulf and Bay Club Bayside features: Two resort-style pools Tennis and pickleball courts Newly renovated fishing dock Walking paths, boat loading zones, and four BBQ areas Clubhouse for private parties and events. This weekly-rental-friendly community also offers onsite management (directly below the unit), making it a great income opportunity for investors or those seeking a snowbird property. Location cannot be beat you just cross the road for beach access or take the free trolley to explore Siesta Key Village or South Siesta! Live the island lifestyle at Gulf and Bay Club Bayside. Tenant occupied best showing time Saturday but with enough notice we can manage a showing. Must be scheduled and approved by tenants.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Jessica Ross, Pa (941-321-9000)
3230 VILLAGE GREEN DR #1032, SARASOTA, FL 34239
$180,000144 Days on yellowkey MLS ID: A4683197
1 Days Off yellowkey (back on 6/22/2026)
REDUCED by $9,000 (4.8%) on 05/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1419 Built: 1971 Tax: $3,030 (2025)Community: South Gate Village Green 10Condo
Taxes:$3,030
Elementary School: Wilkinson Elementary
Remarks: Under contract-accepting backup offers. Welcome to a classic Florida home that perfectly blends comfort, style, and functionality. With its solid construction and timeless character, the home blends classic design with the potential for modern updates, making it perfect for buyers looking to personalize their space. Spacious living areas, abundant natural light, and a functional layout create an inviting atmosphere ideal for both relaxing and entertaining. The open-concept layout creates a seamless flow between the kitchen, dining, and living areas, making it all the more inviting. Village Green is a 55+ community that has a ton of amenities. Right on the other side of the neighborhood is even an executive golf course that can meet all your golfing needs.
Listing Agent: James Graves (678-817-8166)
1610 N LODGE DR, SARASOTA, FL 34239
$11,500,000246 Days on yellowkey MLS ID: A4671493
Bed: 5 Bath: 6.5 Gar: 6 Liv Area Sq Ft: 7110 Built: 2024Monthly Fee: $29 Tax: $33,292 (2024)Community: Cherokee LodgeSpa: YesSingle Family
Taxes:$33,292
Remarks: Stunning waterfront three story, coastal modern, single-family waterfront home is the perfect blend of comfort and luxury located in the treasured Cherokee Park neighborhood. Nestled on a street adorned with majestic oak and canopy trees, this exceptional property offers both privacy and grandeur. As you approach this generous lot, you'll be greeted by an electric gate entryway. Choose to park in either the detached two-car garage beneath the guest house or the hidden 6-8 car garage on the side of the house. The garage level features a private gym with a bathroom and an extraordinary outdoor living space that includes both covered and uncovered areas, a stainless steel outdoor kitchen, and a fire pit. Entering the home, you're captivated by a glass box foyer entryway with a custom staircase and state of the art glass elevator. There is also an entryway through the 6+ car garage leading to the elevator. The spacious second-floor living area boasts an open floor plan perfect for any event. The elegant great room features a custom glass floor and firebox, leading to a beautiful open kitchen with custom cabinets, waterfall stone countertops, and Subzero and Wolf appliances. Adjacent to the kitchen is a bonus room and an open yet private dining room, ideal for a wine collector with its floor-to-ceiling glass wine cellar that doubles as an art piece. Behind the kitchen cabinetry, you'll find a separate sizable pantry and laundry room. This floor also features a beautiful balcony accompanied by a glistening hot-tub/dipping pool that waterfalls into your main pool. Make your way to the third story to find 4 on suite bedrooms and a second laundry room. The primary bedroom offers an expansive layout that seamlessly blends comfort and elegance. The true highlight is the gorgeous balcony overlooking the pool that leads to a staircase up to the breathtaking rooftop. From here, you will enjoy panoramic views of the spectacular Sarasota. Whether you’re hosting a sunset soiree or savoring peaceful morning coffee, this rooftop oasis provides an extraordinary vantage point. This seamless indoor-outdoor flow and the captivating scenery make this property a true gem for those seeking both luxury and tranquility in a prime location.
Listing Agent: Kelly Gettel (941-315-2525)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.