Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
1705 WISCONSIN LN, SARASOTA, FL 34239
$3,950,00062 Days on yellowkey MLS ID: A4689693
1 Days Off yellowkey (back on 4/15/2026)
Bed: 5 Bath: 6.0 Gar: 5 Liv Area Sq Ft: 4871 Built: 2016 Tax: $39,893 (2025)Community: Acreage & UnrecSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$39,893
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Tucked behind a gate on a quiet, private road in one of Sarasota’s most sought-after neighborhoods, this is the kind of property families wait years for—where space, privacy, and lifestyle all come together just minutes from everything. Located West of Trail, just blocks from Southside Elementary and Southside Village, and a short drive to downtown Sarasota and Siesta Key Beach, this estate offers a rare balance: a secure, expansive family compound in the heart of it all. Set on over half an acre and fully gated, fenced, and lushly landscaped, the property is designed for those who want room to live, grow, and entertain privately—without sacrificing convenience. The main residence spans nearly 4,000 square feet with 5 bedrooms, 4 full bathrooms, 2 half baths, a private office, and a large game room or playroom with its own wet bar—perfect for families who need flexibility in how they live day-to-day. Whether it’s a dedicated workspace, kids’ zone, or media room, the layout adapts to your lifestyle. The kitchen is built for real life and entertaining alike, featuring Viking appliances, generous storage, and an open flow into the main living areas and outdoor spaces. Every bedroom includes an ensuite bath, offering comfort and privacy for family and guests. Step outside and the home truly opens up. A large covered lanai with outdoor kitchen overlooks the heated, self-sanitizing saltwater pool and spa, with a sunken firepit seating area creating a natural gathering space for evenings with friends or family. A dedicated pool bath adds convenience, while the entire outdoor experience is designed for year-round Florida living. For those who need more than just bedrooms, the detached guest apartment above the garage provides over 700 square feet of private living space—ideal for multi-generational living, a nanny suite, long-term guests, a studio, or a secluded home office. And for the car enthusiast or collector, this property stands apart. With 5+ climate-controlled garage spaces—including room for lifts—plus a large all-season carport with motorized louvers, you have the flexibility to showcase, protect, and enjoy your collection. The garages are outfitted with SwissTrax flooring, vacuum systems, and Mitsubishi in-wall AC units—built with intention, not as an afterthought. Beyond comfort and design, the home is equipped for peace of mind. Impact windows and doors, a full CCTV security system, smart home integration, and a Generac generator ensure both safety and ease of living. This is a home for a family who wants it all—space to spread out, privacy to feel secure, proximity to top schools and amenities, and the ability to live an active Sarasota lifestyle, whether that’s golf cart rides to dinner, beach days on Siesta Key, or quiet evenings at home. Because homes that check every box like this—location, land, layout, and lifestyle—are rare. And when they come up, they don’t last.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Mark Coppens (941-444-0436)
546 FREELING DR, SARASOTA, FL 34242
$12,500,00060 Days on yellowkey MLS ID: A4687147
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
Elementary School: Phillippi Shores Elementary
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: PHAM REALTY GROUP LLC (941-260-0709)
Listing Agent: Faith Stutzman (941-260-0709)
105 ISLAND CIR, SARASOTA, FL 34242
$2,680,950422 Days on yellowkey MLS ID: A4647817
0 Days Off yellowkey (back on 4/14/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2750 Built: 1953 Tax: $7,593 (2024)Community: Palm IslandSpa: YesSingle Family
Taxes:$7,593
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Pre-Construction. To be built. IMAGINE a Custom Coastal Contemporary Home on Palm Island, Siesta Key. Picture a thoughtfully designed residence offering 2,750 sf of indoor living space and 3,467 sf of total indoor/outdoor space. E/M Custom Homes is renowned for their impeccable craftsmanship and modern coastal design creating a one-of-a-kind residence to be tailored to your lifestyle. This stunning 4-bedroom, 3.5-bath home includes an open Concept Floor Plan, Gourmet Kitchen with custom cabinetry, luxury appliances, and a walk-in pantry—ideal for entertaining. Enjoy a First-Floor Master Suite with a spa-inspired en suite bath and a large walk-in closet. The Second Floor boasts 3 bedrooms, a second gathering room, an office, a laundry room, and a Balcony to relax and enjoy island breezes and views. Be inspired to grill in your Outdoor Kitchen on the expansive covered lanai, perfect for alfresco dining. Lounge in your Custom Designed Private Pool, appreciating outdoor living. You also have an Oversized 2-Car Garage with easy access to the downstairs Laundry/Mudroom entry. Set on 2 lots, totaling 0.45 acres (19,456 sf), this property offers a rare combination of space and luxury. Just a 2 block stroll to sink your toes into the luxurious quartz sand and sparkling water of our award-winning Siesta Key Beach. The Village is minutes away where you will find fabulous restaurants, live music, specialty shops, night life, Sunday Farmers Market, art festivals and more. Your dream coastal lifestyle awaits!
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Linda Scheller, Llc (941-806-7981)
1636 STICKNEY POINT RD #36-201, SARASOTA, FL 34231
$328,000215 Days on yellowkey MLS ID: N6141400
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1016 Built: 1975 Tax: $3,461 (2024)Community: Castel Del MareCondo
Taxes:$3,461
Elementary School: Gulf Gate Elementary
High School: Riverview High
Remarks: BRING YOUR OFFERS! LOCATION LOCATION LOCATION! Castel Del Mare condominium complex is located just before the south bridge, on the mainland side of Little Sarasota Bay facing Siesta Key in Sarasota, FL. Southbridge's community includes shops, bars, restaurants, boat or bike rentals... Walkability or Trolley ride to the "Powdery Sands of Siesta Key Beach...As one of Trip Advisor's Top 10 Beach & Sun Destinations! This condominium complex is overlooking the "Intercoastal Waterway" with beautiful bayside water views! This 2nd floor, updated two bedroom two bath condo is "TURN KEY FURNISHED" with 2 entrances (front and back) and offers 1,016 sq. ft. of living space. WASHER and DRYER are included in the unit! Hurricane Impact Windows! Rentals of one month or longer are permitted here. The Castel Del Mare community offers two heated pools on the Bayside and Garden, pickleball courts, shuffleboard, boardwalk, bayside gazebo, and clubhouse. Sit back, relax, and enjoy the peace & tranquility while enjoying the Florida sunshine! Live the Florida lifestyle & make this your home! OWN A PIECE OF PARADISE! Check out 3D Virtual Tour #1 & Video #2
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Kristy Heitl (941-539-2458)
6312 MIDNIGHT PASS RD #305S, SARASOTA, FL 34242
$775,000101 Days on yellowkey MLS ID: A4684866
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 894 Built: 1968 Tax: $5,871 (2025)Community: Crescent ArmsCondo
Taxes:$5,871
Remarks: Positioned directly on the sands of world-famous Siesta Key, this 2-bedroom, 2-bath en-suite condominium offers the perfect blend of personal getaway and income-producing investment. Fully furnished and thoughtfully configured for vacation living, this residence is already an active vacation rental with proven historical returns, making it an ideal opportunity for buyers seeking a property that can help offset ownership costs while providing their own beachfront retreat. Inside, tile flooring throughout creates an easy-care coastal interior designed for high-traffic vacation use, while the split layout with two en-suite bedrooms provides privacy and comfort for guests. A large storage closet dedicated to beach gear and recreational “toys” makes it simple to keep everything needed for effortless days on the sand. From the residence, enjoy views of the Gulf of Mexico and the convenience of direct walk-out access to Siesta Key’s powdery white beach, where beach chairs are available for guests, perfect for owners and vacation renters alike. The location places you in one of the most desirable areas of the island, within walking distance to nearby restaurants, shops, and local favorites, or simply hop on the Siesta Key trolley for easy access up and down the island. With its prime beachfront setting, turnkey furnishings, and established rental performance, this property presents a compelling opportunity to own a slice of Siesta Key that can generate income while serving as your personal coastal escape.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Ryndie Brusco (941-809-6913)
4439 WESTWOOD LN, SARASOTA, FL 34231
$2,995,000241 Days on yellowkey MLS ID: A4664741
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3777 Built: 1991Monthly Fee: $25 Tax: $20,186 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$20,186
Remarks: **BRILLIANTLY UPDATED and METICULOUSLY MAINTAINED ESTATE in OYSTER BAY, a Coveted, West of Trail Neighborhood** Situated on a large CORNER LOT, this 4-BED, 3 FULL and 1 HALF BATH residence is being Sold FURNISHED and offers desired privacy and extensive updates. Attention to detail is evident throughout this warm contemporary home featuring an open floorplan and unobstructed views of the Courtyard, Pool & Spa and Garden. For the culinary enthusiast, the impressive Kitchen boasts premium brand appliances including Subzero, Miele and Wolf. Enjoy the warmth of the wood-burning fireplace in the adjacent family room. Flexible Owner’s Suite with either Second or First-Floor possibilities. The second-story primary suite features a balcony overlooking the courtyard and pool, Multiple Walk-In Closets, beautifully update primary bath with dual vanities, custom-tiled shower, soaking tub, etc. In addition to the two guest bedrooms on the first floor, an additional room can also function as a spacious primary bedroom suite with an adjacent, updated Full Bath. NEW HVAC, WASHER & DRYER; WHOLE HOME GENERATOR (2021); NEWER ROOF (2017); HURRICANE IMPACT WINDOWS/DOORS (2018), ETC. Excellent location with easy access to lifestyle amenities — just a half mile to The Field Club… and in close proximity to Southside Village, Sarasota Memorial Hospital, Shopping Centers and Area Beaches including #1 Rated Siesta Key Beach. **Please Enjoy Viewing the 3D Virtual Tour and Aerial Video**
Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)
Listing Agent: Mark Lyda (941-586-2670)
2915 LYNNHURST ST, SARASOTA, FL 34239
$475,00078 Days on yellowkey MLS ID: A4687789
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1632 Built: 1945 Tax: $4,100 (2025)Community: Rio VistaSpa: NoApartment
Taxes:$4,100
Elementary School: Alta Vista Elementary
Remarks: CASH-FLOW OPPORTUNITY! This INCOME-PRODUCING DUPLEX is already done for you and delivering strong returns with a 7% CAP RATE and SOLID ANNUAL TENANTS IN PLACE. The property has been BEAUTIFULLY UPDATED with all major mechanicals handled, including a NEW ROOF (2021), UPDATED AC UNITS (2021 upstairs and 2018 downstairs), and a FULL RE-PLUMB (2019) with PEX, PVC, and NEW SEWER lines. Both units feature UPDATED KITCHENS AND BATHROOMS along with DURABLE VINYL FLOORING THROUGHOUT, while the upstairs unit includes NEW APPLIANCES, CABINETS, AND COUNTERTOPS. Each unit is INDIVIDUALLY METERED, tenants PAY ALL UTILITIES, and both are currently rented at $1,800 per month to excellent tenants. The downstairs unit is being sold TURNKEY FURNISHED and has previously been used as a SHORT-TERM RENTAL, offering additional income potential. The property is ideally located just 2 miles to downtown Sarasota, Right Next to Arlington park and pool, around the corner from Pinecrest and 3 miles to Bayfront Park, with close proximity to public transportation and the Legacy Trail. Additional highlights include a FULLY FENCED YARD, SHADED BACKYARD SPACE, a LARGE COVERED STORAGE SHED, and PARKING FOR UP TO 5 VEHICLES. NO FLOOD INSURANCE IS REQUIRED with NO FLOODING OR STORM DAMAGE!!! This is a rare opportunity to own an UPDATED, STABLE, CASH-FLOWING PROPERTY from day one.
Listing is courtesy of: FIVE STAR REAL ESTATE OF FLORIDA LLC (904-539-3336)
Listing Agent: Sarah Allbee, Pa (727-285-0843)
9393 MIDNIGHT PASS RD #606, SARASOTA, FL 34242
$649,000132 Days on yellowkey MLS ID: A4679319
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1279 Built: 1975 Tax: $5,523 (2025)Community: Pointe On Midnight PassCondo
Taxes:$5,523
Remarks: Live your dream in this light and bright 6th-floor 2-bedroom, 2-bath condo with spectacular views of both the Gulf and the Bay! This unit is the perfect place to watch a sunrise or a sunset and soak in the beauty of Neville Preserve, Little Sarasota Bay, and the Gulf! Gorgeous bay views are showcased along the back of the unit through floor-to-ceiling sliders that span the entire space. The open kitchen features quartz countertops, white cabinetry, stainless steel appliances, and full Gulf views. The large master bedroom overlooks the Bay and features abundant closet space and an en-suite bath. A second bedroom and hall bath are ideal for family and/or guests. Additional conveniences include a washer/dryer in a closeted utility area and a ground level storage unit—perfect for beach and golf gear. An assigned covered parking space is conveniently located near the building entrance. Furnished and move-in ready!. The Pointe, a unique community located at the southernmost end of Siesta Key, is surrounded by water on three sides. Just south of The Pointe, recently reopened Midnight Pass connects the Bay and Intracoastal Waterway to the Gulf - enhancing boating, estuaries, marine life, and real estate values! A gated property, The Pointe is beautifully landscaped and features every amenity: a heated pool and spa, lighted tennis and pickle ball courts, private boat docks, kayak and paddleboard racks and launch, exercise rooms, men's and women's saunas, a beautiful club house with a fireplace and a full kitchen, a private island with gazebo and grills, and on site management and maintenance. This five plus acre property is conveniently located just a few minute's walk from Turtle Beach and three restaurants. Come live at the less traveled, more tranquil end of the Key and enjoy the walking and bike paths under tree-lined Midnight Pass Road. Boat docks are available!!
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Robert Ruiz (941-544-3299)
2170 ROBINHOOD ST #C1-202, SARASOTA, FL 34231
$998,000148 Days on yellowkey MLS ID: A4677932
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1428 Built: 2026 Tax: $46,289 (2025)Community: Sarasota Bath And Racquet Club, A CondominiumCondo
Taxes:$46,289
High School: Booker High
Remarks: Under Construction. Experience refined luxury living at Bath & Racquet Residences, where modern elegance meets Sarasota’s storied legacy. This thoughtfully designed two-bedroom, 2.5-bath loft-style residence features floor-to-ceiling windows, custom Italian cabinetry, quartz countertops, premium Bosch appliances, and an expansive outdoor patio with built-in planters—perfect for seamless indoor-outdoor living. Ideally situated in a prime location near the club. Beyond your doorstep, enjoy an unparalleled collection of resort-style amenities. The community and club feature a private pool, expansive two-acre park, dog park, playground, and a scenic 1-kilometer walking trail—ideal for an active outdoor lifestyle. Sports and wellness enthusiasts will appreciate 13 tennis courts, 2ipickleball courts, 4 padel courts, a resort-style club pool, on-site restaurant, state-of-the-art fitness center, and a full-service wellness spa. Located just 4 miles from the world-famous Siesta Key beaches and 3 miles from vibrant Downtown Sarasota, this address offers the perfect blend of luxury, convenience, and coastal sophistication. Bath & Racquet Residences presents a unique opportunity for both full-time residents and investors, with short-term rentals permitted (7-night minimum), offering flexibility and income potential. Under the guidance of Tommy Haas, former World No. 2 and official club ambassador, this iconic redevelopment reimagines the historic Bath & Racquet Club, originally founded in 1969. Once the home court of tennis legends such as Chris Evert and Martina Navratilova, the property now enters a new era—honoring its rich heritage while embracing modern elegance, wellness, and active living. Designed by the acclaimed Halflants + Pichette Architects, Bath & Racquet Residences and Club presents 256 luxury condominiums with low HOA fees.
Listing Agent: Cari Miller (203-722-4509)
1508 PELICAN COVE RD #231, SARASOTA, FL 34231
$225,000209 Days on yellowkey MLS ID: A4672241
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 1099 Built: 1980Monthly Fee: $618 Tax: $2,900 (2024)Community: Pelican Cove XiiiCondo
Taxes:$2,900
Remarks: One or more photo(s) has been virtually staged. Experience the lush, tropical setting of Pelican Cove in this beautifully updated 1 bedroom, 1.5 bath corner unit, one of only nine in the entire community offering high ceilings and exceptional natural light. This corner unit lives larger than expected, featuring fresh paint, new carpet, stainless steel appliances, a full-size high-end stackable washer and dryer, plus a new water heater and new electrical panel for added peace of mind. Multiple balconies overlook vibrant foliage, creating a private and serene atmosphere that makes this home truly special. Conveniently located just steps from the carport and close to the heart of the community, the property offers easy access to Pelican Cove’s unmatched amenities. Set on 75 acres of botanical beauty, this gated waterfront community includes six swimming pools, lighted tennis courts, a fitness center, clubhouse, private harbor, kayak launch, and winding walking paths leading to peaceful views of Little Sarasota Bay. All of this, just minutes to shopping, dining, and Sarasota’s world-famous Gulf beaches.
Listing Agent: Steve Abbe (941-400-3969)
2721 RIVERBLUFF PL #V-50, SARASOTA, FL 34231
$270,000115 Days on yellowkey MLS ID: A4683022
REDUCED by $10,000 (3.6%) on 04/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1140 Built: 1971 Tax: $2,640 (2025)Community: Strathmore Riverside IVilla
Taxes:$2,640
Remarks: Located in Sarasota, Minutes from Beaches, Dinning, and Shopping.First Floor Living. Enjoy the convenience of this centrally located 2-bedroom,2-bath condo in the well established boating community of Strathmore Riverside. Is there a move-in ready 2-bed villa in Sarasota with marina access near Siesta Key? This furnished home in Strathmore Riverside Villas offers updated features, low maintenance living, and boating access with first-come slips, all within a 55+ waterfront community just minutes to Siesta Key Beach. FURNISHED. NEW ROOF. NEW AC. New pavered back lanai. New gutters. This 2-bed villa in Sarasota delivers a rare combination of comfort, boating convenience, and low maintenance living in Strathmore Riverside Villas. Positioned on a quiet interior street just a short walk to the clubhouse, pool, and protected marina, the setting features mature landscaping, manicured green space, and strong pride of ownership. Inside, impact-rated windows provide storm protection and energy efficiency, while elegant shutters offer privacy and light control. The kitchen features stone countertops, solid wood cabinetry, and an open layout connecting seamlessly to the living area and den. Natural light fills the home, complemented by peaceful greenbelt views that enhance privacy. The community marina offers first-come, first-served boat slips with water and electricity at a low annual rate, providing access to Sarasota waterways for boating, fishing, and sunset cruising without the cost of direct waterfront ownership. Additional features include furnished interiors, assigned carport parking, and association-managed exterior maintenance for true lock-and-leave convenience. Residents enjoy an active clubhouse with social events, fitness options, and shared amenities designed to foster connection. Located minutes from Siesta Key Beach, shopping, dining, medical facilities, and cultural attractions, this property supports both seasonal and full-time living. As demand grows for boating-friendly 55+ communities near Siesta Key, this move-in ready villa stands out for value, location, and lifestyle.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Sandravoss Laflamme (941-961-5069)
5012 HIGEL AVE, SARASOTA, FL 34242
$2,249,000323 Days on yellowkey MLS ID: A4658844
REDUCED by $200,000 (8.2%) on 04/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3541 Built: 1959 Tax: $16,035 (2024)Community: Harmony SubSpa: NoSingle Family
Taxes:$16,035
Remarks: One or more photo(s) has been virtually staged. Discover this FULLY RENOVATED four-bedroom, three-bathroom sanctuary spanning 3,541 square feet, where luxury living meets WATERFRONT tranquility. Situated on almost a half acre lot, with rear views facing west for colorful sunsets, this meticulously crafted residence boasts a heated pool, a floating dock and long seawall inviting water enthusiasts to enjoy exploring the canals which lead out to the open waters of Sarasota Bay. The heart of this distinguished home features an expansive open-concept main living area, chef's kitchen and spacious dining space, thoughtfully designed to accommodate family and guests while offering sweeping views of the sparkling pool and canal. The seamless flow of the layout and blending of the outdoor and indoor space creates an entertainer's paradise, perfect for culinary adventures and memorable gatherings. Retreat to the luxurious primary bedroom, where panoramic canal vistas provide a serene backdrop for morning coffee or evening reflection. Unwind in the spa-like bathroom featuring a soaking tub, walk-in shower, dual vanities and frosted sliding glass doors to the outdoor shower. The SPLIT FLOORPLAN ensures ease and privacy for all. Bedroom 2 features an en-suite bathroom and long water views! Bedroom 3 has double doors and can be utilized as a den or office space if desired. Bedroom 4 has a private entrance with sliding glass doors overlooking the sunny front courtyard. This thoughtful layout offers many options for use of the generous space. The coral stone tiled pool and lanai area transforms into your personal oasis, where gentle breezes dance across the water's surface, creating an atmosphere of pure indulgence after sun-soaked beach days. The fully fenced yard, greenspace, winding walkways, outdoor shower, 2 car garage with extended driveway and parking space complete this comfortable retreat. The property's exceptional LOCATION places you moments (just .6mi) to the vibrant Siesta Village, where boutiques and acclaimed dining establishments await your discovery. (Just .7mi) to the nearest beach access! The main entrance to World-renowned Siesta Beach, celebrated for its powdery white sands and crystal-clear waters, beckons just over a mile away. This remarkable residence represents more than mere accommodation; it embodies a lifestyle where every detail has been carefully considered. From the quality construction evident throughout to the thoughtful integration of indoor and outdoor living spaces, this home promises years of comfort in one of Sarasota's most coveted waterfront communities.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rachelle Tirey (941-301-9187)
915 SEASIDE DR #606, Weeks 12-13, SARASOTA, FL 34242
$59,000240 Days on yellowkey MLS ID: A4668668
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1780 Built: 2009 Tax: $321 (2026)Community: Siesta Key Beach ResidencesSpa: YesCondo
Taxes:$321
Tax Year: 2026
Remarks: Fractional Ownership. Winter Fractional Package – 1/16th Share of Ownership-Your dream of owning a luxury home on Siesta Key Beach can now be a reality! Experience an enviable lifestyle on America’s #1 rated beach through this exclusive Winter Fractional Ownership Package at The Residences on Siesta Key Beach, Hyatt Vacation Club. Enjoy all the benefits of luxury beachfront living without the full-time cost or commitment. This expansive and elegantly appointed residence features a primary suite, junior suite, and a guest bedroom, providing plenty of space for family and guests. The entire property has recently undergone a full furniture and furnishings update, giving every residence a fresh, modern coastal look—with no special assessment passed along to owners. Each residence features custom furnishings valued at over $150,000, a chef’s kitchen with premium Wolf, Sub-Zero, and Fisher & Paykel appliances, and imported linens throughout. As an owner, you’ll enjoy the legendary Hyatt Vacation Club experience, including full-service concierge and recreation staff, valet parking, 24-hour security, housekeeping services, and assistance with local activities. Ownership also includes access to the exclusive Cabana Club, which provides beach access 365 days a year, subject to availability. All the resort-style services, amenities, and comforts of a world-class beachfront property—at just a fraction of the cost.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
915 SEASIDE DR #607, Weeks 14-15, SARASOTA, FL 34242
$59,000240 Days on yellowkey MLS ID: A4668669
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2255 Built: 2009 Tax: $321 (2026)Community: Siesta Key Beach ResidencesSpa: YesCondo
1560 INGRAM AVE, SARASOTA, FL 34232
$475,000205 Days on yellowkey MLS ID: A4672743
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1739 Built: 2009 Tax: $2,466 (2024)Community: Bahia Vista HeightsSingle Family
Taxes:$2,466
Remarks: BACK ON THE MARKET! BUYER'S FINANCING FELL THROUGH. PINECRAFT, SARASOTA BEAUTIFUL 3 BEDROOM 2 BATH CUSTOM BUILT HOME. KEY FEATURES: Amazing open concept floor plan, with an inviting, multiple-spaces-to-eat-in kitchen with built in china cabinet and pantry, custom beam with elevated ceiling and ceramic tile flooring in living room with built in desk and extra large storage closet plus custom wood trim throughout. Sliding doors in dining room lead out to enclosed Sunroom. Escape to the Master Bedroom suite featuring HIS & HERS walk-in closets, jacuzzi soaking tub in the bathroom, along with built-in floor to ceiling cabinetry with a vanity counter and a private entrance to the Sunroom. Split floor plan detailed for optimal privacy. OUTDOOR LIVING & ENTERTAINMENT: Enjoy the enclosed Sunroom out back as well as a covered & pavered back porch - ideal for relaxing and entertaining al fresco year-round. No HOA fees and no deed restrictions. Side yard can accommodate RV or boat parking hassle free. Legacy Trail is just steps away for walking or biking to Yoder’s, Der Dutchman, Siesta Key or downtown Sarasota. Just minutes to world famous beaches of Sarasota! SELLER IS OFFERING A $10,000 CREDIT TOWARDS CLOSING COSTS, PREPAIDS, UPGRADES, OR RATE BUY DOWN. INQUIRE WITHIN TO FIND OUT THE DETAILS ON THAT! ALSO, CHECK OUT THE MATTERPORT LINK AND ATTACHED FLOOR PLAN AND SCHEDULE YOUR SHOWING TODAY!
Listing Agent: Anna Martin (941-539-6601)
3954 HAMILTON CLUB CIR #14, SARASOTA, FL 34242
$1,200,000348 Days on yellowkey MLS ID: A4656944
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2798 Built: 1997 Tax: $12,009 (2025)Community: Hamilton ClubCondo
Taxes:$12,009
Remarks: A $100,000 price improvement! A unique opportunity to renovate and create your dream coastal retreat in one of Siesta Key’s sought-after gated enclaves, Hamilton Club, an exclusive boating community on North Siesta Key. Rarely available, this spacious, elevated townhome is one of only 18 residences in a private, pet-friendly, deep-water boating community offering a deeded dock with sailboat water access—no fixed bridges to Sarasota Bay and direct access to the Intracoastal Waterway and the Gulf. Bring your vision and design ideas—this property is ready for a full renovation and offers incredible potential. Generous square footage, soaring ceilings, and an open floor plan provide the canvas. The main level features a welcoming foyer, expansive living and dining areas, a large eat-in island kitchen, a spacious bedroom/den with a full bath, a laundry room, a pantry closet, and a powder room. Go out to the screened lanai overlooking lush, tropical landscaping, a tranquil lagoon and fountain, and the community pool, complete with spiral stair access to the lower level. Upstairs, a bonus room is flanked by two bedroom suites. The oversized primary suite offers a walk-in closet and a large bath with a soaking tub and a separate shower. A second en-suite guest bedroom and bath ensure comfort for family and guests. The elevator services all three levels, though it is not operational and not warranted. Downstairs, the ground floor offers flexible bonus space—ideal for an exercise room, game room, or hobby area—along with a screened lanai, two-car garage, and additional storage room. Residents enjoy maintenance-free living, a heated community pool, and access to tennis and pickleball courts. On the north end of Siesta Key, just minutes to the Shell Road Beach, quaint Siesta Village, and the powdery white sands and aqua waters of world-famous Siesta Beach. Only 10 minutes by car to downtown Sarasota's shopping, dining, vibrant nightlife, and cultural amenities. Rarely does a home in Hamilton Club become available—this is a must-see opportunity to create something special.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
6275 MIDNIGHT PASS RD #6275, SARASOTA, FL 34242
$1,195,000119 Days on yellowkey MLS ID: A4682650
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2200 Built: 1981 Tax: $6,153 (2025)Community: Excelsior Beach To Bay 3Spa: YesCondo
Taxes:$6,153
Remarks: New price - $100K less! Offered for the first time, this rare three-bedroom, three-bath waterfront villa at Excelsior’s coveted Beach-to-Bay community presents an exceptional opportunity to own one of only eight residences of its kind. Positioned on Sarasota Bay and the Intracoastal Waterway, the villa enjoys extraordinary privacy, peacefulness, and sweeping 180-degree water views from the expansive 36-foot lanai and most principal rooms. This light-filled corner residence lives beautifully like a single-family home, elevated above a private two-car garage and framed by windows on three sides. The open floor plan is spacious and airy, enhanced by vaulted ceilings in the living room, primary suite, and guest bedroom, hardwood flooring, and sliding glass doors that invite the waterfront setting indoors. A wood-burning fireplace adds warmth and character, while ceiling fans, custom window treatments, and 3M hurricane film on windows provide comfort and peace of mind. The updated kitchen opens seamlessly to the main living areas, creating an ideal space for entertaining or relaxed island living. The primary suite features a walk-in closet, a walk-in shower, and an updated bath. A new HVAC system, in-residence washer and dryer, and thoughtful upgrades throughout add to the villa’s move-in-ready appeal. Excelsior’s villas are uniquely situated directly on Sarasota Bay’s Intracoastal Waterway, with no other residences between you and the water. Only eight villas exist in total, four three-bedroom residences and four two-bedroom villas, making this a limited opportunity. Residents of Excelsior enjoy an unparalleled resort lifestyle with deeded beach access to Siesta Key’s world-renowned white sands, turquoise Gulf waters, and mango-colored sunsets. Amenities include two large, heated pools, two hot tubs, tennis and pickleball courts, shuffleboard, a fitness center, a library, a community room, and tranquil, tree-lined walkways with ponds and fountains. The fishing and lounging pier, grilling areas and picnic spaces are just moments away. The community is pet-friendly (small dogs), offers easy access to South Bridge and a short distance to Crescent Village, with free trolley service to Siesta Village. With a two-week minimum rental policy and on-site property management services available, the residence also offers attractive flexibility for seasonal or investment use. From morning experiences along the shoreline to breathtaking sunsets over the Gulf, every day on Siesta Key feels like a vacation. And when you're ready to explore beyond the island, downtown Sarasota is just a short drive away, offering world-class dining, arts and culture, including the Ringling Museum, Van Wezel Performing Arts Hall, and St. Armands Circle. Rarely available and exceptionally positioned, this waterfront villa captures the best of Siesta Key living, privacy, views, resort amenities and effortless access from beach to bay.
4712 OCEAN BLVD #W10, SARASOTA, FL 34242
$2,700,00067 Days on yellowkey MLS ID: A4688159
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3903 Built: 1981 Tax: $20,311 (2025)Community: Windward PassageCondo
Taxes:$20,311
Remarks: A rare opportunity to reimagine a Gulf-front penthouse on Siesta Key. Set in a boutique condominium community near Siesta Village, this expansive four-bedroom, four-bath residence offers over 3,900 air-conditioned square feet, full Gulf views and the kind of scale, frontage and location that are seldom available. With nearly 80 feet of linear Gulf frontage, the penthouse captures sweeping vistas of the azure Gulf waters, Big Pass, Lido Key and downtown Sarasota from nearly every room. The floor plan is exceptionally spacious, with grand living areas, high ceilings, a fireplace, two balconies, an attached two-car garage and the rare flexibility that comes with a residence of this size and presence. The two-building, 22-unit complex features a pool overlooking the Gulf, offering a relaxed setting to enjoy the waterfront lifestyle. This residence presents a unique canvas for a complete custom renovation. A new owner can transform this property into a spectacular coastal showplace, tailored to today’s luxury lifestyle. The existing floor plan includes generous entertaining spaces, a large kitchen footprint, two primary-suite areas, one with a private sauna, all ready to be reinterpreted with a fresh vision and design. Just moments from Siesta Village, with its restaurants, boutiques, boating and waterfront activities, this residence also enjoys proximity to Siesta Key’s world-famous white quartz sand beach. It is an extraordinary chance to create a one-of-a-kind Gulf-front penthouse in one of the island’s desirable locations. Beyond the island, vibrant downtown Sarasota’s cultural, shopping, dining and entertainment areas are just minutes away.
1780 SPRING CREEK DR, SARASOTA, FL 34239
$1,445,000123 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)
915 BEACH RD #216, SARASOTA, FL 34242
$575,000142 Days on yellowkey MLS ID: A4677981
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1972 Tax: $3,708 (2025)Community: La SiestaCondo
Taxes:$3,708
Remarks: An exceptional investment opportunity on Siesta Key, located directly across the street from the highly rated Siesta Key Beach. This updated second-floor condominium features two bedrooms and one bathroom, offering a highly desirable layout for both personal use and income production in one of Florida’s most sought-after vacation destinations. The residence includes a private balcony overlooking the pool, providing a relaxing, resort-style experience for owners and guests alike. The second-floor location offers added privacy, while elevators servicing each floor ensure easy access and convenience. Designed with investors in mind, the community offers a dedicated on-site management office, creating a truly turnkey rental opportunity with seamless guest coordination and peace of mind. Community laundry facilities are conveniently located on each floor, adding to the ease and appeal for short- and long-term stays. Just steps from world-famous sugar-sand beaches and minutes from Siesta Village dining, shopping, and entertainment, this condo presents a rare opportunity to own a low-maintenance, income-producing property that combines strong rental potential with the ultimate island lifestyle.
Listing Agent: Sheryl Vanduren (720-384-4884)
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