Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
2946 CLARK RD #2946, SARASOTA, FL 34231
$175,00052 Days on yellowkey MLS ID: A4689366
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 985 Built: 1973Monthly Fee: $588 Tax: $2,252 (2025)Community: Trinity VillageTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,252
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: LOCATION, LIFESTYLE, AND VALUE! Just under two miles from the world-famous quartz sand of Siesta Key Beach, this beautifully maintained 2-bedroom, 1.5-bath townhome in Trinity Village Condominiums delivers the ideal Florida lifestyle. Offered TURNKEY furnished, this light and bright home features granite countertops, ceramic tile, and engineered wood flooring throughout. The open living area flows seamlessly to a screened lanai with peaceful courtyard and pool views, creating the perfect space to relax or entertain. Upstairs, the primary bedroom boasts its own private screened lanai overlooking the same lush courtyard setting, your own quiet retreat. Located across the street from Detwiler’s Farm Market and just blocks from the shops, dining, and nightlife of Gulf Gate, and with quick access to Interstate 75, convenience is at your doorstep. Walk or bike to everything you need, including the beach. Perfect as a full-time residence, seasonal getaway, or income-producing rental, this property checks all the boxes for location, comfort, and opportunity.
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Tina Renta (941-600-7361)
1705 FIELD RD, SARASOTA, FL 34231
$2,295,000208 Days on yellowkey MLS ID: A4671008
1 Days Off yellowkey (back on 5/11/2026)
REDUCED by $204,000 (8.2%) on 05/06/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2409 Built: 2020 Tax: $9,575 (2024)Community: Oyster Bay EstatesSingle Family
Taxes:$9,575
Elementary School: Phillippi Shores Elementary
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Welcome to this stunning, fully reimagined residence in Oyster Bay Estates, one of Sarasota’s most coveted West of the Trail neighborhoods. Renovated down to the studs with an effective build date of 2020, this exceptional home blends timeless coastal elegance with modern sophistication, showcasing the level of craftsmanship and finish quality typically found in five million dollar plus luxury properties. Thoughtfully designed throughout, the home features wide-plank wood flooring, custom millwork, and an open-concept floor plan designed for both everyday living and effortless entertaining. The gourmet kitchen serves as the centerpiece of the home, offering designer cabinetry, quartz countertops, an oversized island, Sub-Zero and Wolf appliances, and luxury Perrin & Rowe fixtures. The residence includes four spacious bedrooms, three full bathrooms, and two half baths, each beautifully finished with premium materials and spa-inspired details. The beachy character continues with an outdoor shower. Major systems and components have all been replaced, including the electrical, plumbing, HVAC systems, roof, siding, and hurricane-impact windows and doors, including the garage door, providing both comfort and peace of mind. Located in Flood Zone X, flood insurance is not required. Privately set back from the street, the property offers a quiet, resort-like setting with lush new tropical landscaping featuring coconut palms, cabbage palms, orchid trees, pitch apple hedges, and bougainvillea to name a few. The outdoor spaces have been completely transformed with shell-finished hardscape, new patios, elegant walkways, and a private irrigation well. Offered fully furnished, this move-in-ready home is ideally located just moments from downtown Sarasota, St. Armands Circle, world-renowned beaches, shopping, dining, top-rated schools, and less than a block from the historic The Field Club. Buyer and Buyer’s Agent to verify all room dimensions.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Albert Joerger (941-685-6145)
2852 CAPTIVA DR, SARASOTA, FL 34231
$559,000293 Days on yellowkey MLS ID: A4661671
REDUCED by $16,000 (2.8%) on 04/08/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2033 Built: 1975Monthly Fee: $4 Tax: $5,128 (2025)Community: Gulf Gate WoodsSpa: NoSingle Family
Taxes:$5,128
Remarks: Under contract-accepting backup offers. NEW PRICE ON THIS BEAUTIFULLY UPDATED AND MOVE-IN READY GULF GATE POOL HOME WITH 2025 TILE ROOF! ADDITIONAL 2025/26 UPDATES INCLUDE UPGRADED ELECTRICAL SERVICE, NEW DUCTWORK, CARPET, BATHS, EXTERIOR/INTERIOR PAINT, DISHWASHER, DRIVEWAY, FENCE, LANDSCAPING AND MORE! Located in the sought-after Gulf Gate Woods community, this beautifully refreshed 3-bedroom, 2 full bathroom residence blends timeless design with modern upgrades, all nestled just minutes from world-renowned Siesta Key Beach. The bright and spacious living room welcomes you with natural light and new neutral tone plush carpet. The open-concept kitchen features a just completed raised ceiling with recessed lighting and additional 2017 improvements including stainless steel appliances, soft close cabinetry, and granite countertop, and flows seamlessly into a generous breakfast room and separate dining room too! The thoughtful split-bedroom floor plan ensures privacy, with the primary suite positioned separately from the guest bedrooms. The primary bedroom features a renovated en-suite bath with sleek subway tile shower enclosure, on-trend black fixtures, new floating vanity and modern finishes. Two additional bedrooms are located on the opposite wing and share an updated full bath with a granite topped vanity. The additional 24x10 bonus room is a great space for entertaining or relaxation, with windows out to your own private oasis which includes the sparkling pool and screened lanai. A 2023 water heater ensures energy efficiency, while the spacious interior laundry room adds everyday convenience. The prior owner replumbed the home with PVC pipes. The attached two-car garage includes abundant cabinetry, ideal for storage and organization. This home is in the X flood zone and is high and dry. Gulf Gate Woods is a well-established neighborhood known for its sidewalks, streetlights, and friendly sense of community. Zoned for A-rated schools, this prime Sarasota location places you within 10 minutes of Siesta Key Beach, downtown Sarasota, the Legacy Trail, golf courses, fitness centers, Sarasota Memorial Hospital, fine dining, UTC and the charming shops and restaurants of Gulf Gate Village. Whether you're seeking a full-time residence, seasonal getaway, or a smart investment, this home offers flexibility and would also make an excellent option for a long or short-term rental.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Lenore Treiman (941-356-9642)
2544 ORSOVA WAY, SARASOTA, FL 34231
$495,00025 Days on yellowkey MLS ID: A4692439
0 Days Off yellowkey (back on 5/8/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1545 Built: 1964 Tax: $4,594 (2025)Community: Phillippi Gardens 14Spa: NoSingle Family
Taxes:$4,594
Remarks: Tucked away in one of South Sarasota's most coveted neighborhoods, this exceptional property offers the rare combination of tranquil privacy and unbeatable convenience. Nestled just off Constitution Boulevard south of Phillippi Creek, the setting feels like a retreat — yet world-class dining, boutique shopping, and the pristine shores of Siesta Key's award-winning beach are all within a mile from your front door. Inside, every detail has been thoughtfully curated for effortless, modern living. Sleek wall-to-wall ceramic tile flows throughout the home, while a fully upgraded second bathroom showcases premium finishes with no detail overlooked. The master bath has also been beautifully refreshed with new tile and cabinetry, delivering a spa-like feel you'll love coming home to. Step outside to your own private oasis — a spacious heated pool, recently resurfaced and encased in a brand-new screen enclosure, perfect for year-round entertaining. Host effortlessly, unwind completely, and create lasting memories in a backyard built for both. Peace of mind comes standard here. A brand-new roof (Fall 2025) backed by a 15-year warranty, new hurricane-impact windows (Fall 2025), fresh exterior paint, and manicured landscaping mean this home is truly move-in ready from day one. An oversized two-car garage rounds out the package with the storage and functionality today's buyers demand. BEST OF ALL— NO HOA, NO DEED RESTICTIONS, and NO CDD. This is the freedom to live on your terms, in a home that has it all.
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)
Listing Agent: Aaron Wittenstein (941-299-1151)
2215 DATURA ST, SARASOTA, FL 34239
$1,990,000114 Days on yellowkey MLS ID: A4681704
0 Days Off yellowkey (back on 5/11/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2317 Built: 2018 Tax: $22,478 (2025)Community: GreenwichSpa: YesSingle Family
Taxes:$22,478
Elementary School: Southside Elementary
High School: Sarasota High
Remarks: Under contract-accepting backup offers. Extraordinary Modern Sanctuary on a RARE DOUBLE LOT with Huge Saltwater Infinity-Edge Pool, Breathtaking Resort-Style Backyard Oasis & Brand-New Outdoor Kitchen! Crafted by Majestik Homes—one of Sarasota’s premier luxury builders—this stunning residence delivers innovative design, exceptional craftsmanship, and true resort-caliber living on one of the most desirable double-lot properties available. Boasting 4 bedrooms and 3 bathrooms with soaring 10-foot ceilings, 8-foot doors, and walls of hurricane-rated impact glass, the open-concept layout flows effortlessly from the chef’s kitchen (quartz counters, soft-close cabinetry, Sub-Zero refrigerator, induction cooktop, and premium appliances) into the expansive great room with perfect sightlines to the front and rear yards. The luxurious primary suite opens directly to the patio via sliding glass doors and features dual custom walk-in closets plus a spa-like bath. Three additional bedrooms offer high-end custom closets (two separated by a stylish barn door), while both guest baths are impeccably finished with frameless glass showers and elegant tilework. Premium upgrades include a new 16 SEER AC system, epoxy garage floors with built-in cabinetry, Tesla charging station, natural gas with generator hookup, auto drapes, architectural uplighting, and a private well for irrigation. The true showstopper is the jaw-dropping resort-style backyard on this rare double lot. Your own private Florida oasis awaits: a huge saltwater infinity-edge pool with integrated gas-heated hot tub — fully self-cleaning and self-draining for effortless year-round enjoyment. The expansive Shellock paver deck (cool-to-the-touch, slip-resistant, and ultra-durable) seamlessly connects to a spectacular just-installed (April 2026) custom outdoor kitchen by Paradise Professional Grills. Step into resort-style living with premium Paradise Professional stainless steel appliances—including a powerful built-in multi-burner grill, 3 outdoor refrigerators, and large stainless sink with protective cover. Finished with elegant Avellaero Stone Italian-engineered countertops, the expansive island offers ample prep and serving space, stainless drawers and cabinets, bar seating with footrest, and is perfectly positioned under the covered pergola with ceiling fan and large screen mounted TV. Overlooking the sparkling infinity pool and lush backyard, this entertainer’s dream is ideal for year-round Florida entertaining and al fresco dining. The entire oasis is fully enclosed by premium 6’ white vinyl privacy fencing and framed by mature tropical landscaping and palms for complete seclusion. A dedicated kids’ play area and large chicken coop add family-friendly charm. The second lot is the ultimate game-changer. With its own separate entrance off Hyde Park, this rare extra parcel offers endless possibilities: build a second garage, casita, home gym, pickleball court, expanded outdoor living area, RV/boat storage — whatever your vision demands. No HOA restrictions means total freedom to create your dream compound. Smartly scaled for low-maintenance living yet delivering an enormous, resort-caliber backyard with unmatched privacy and versatility. Just 1 minute to Sarasota Memorial Hospital, 5 minutes to downtown Sarasota, 10 minutes to Siesta Key, and minutes from top schools, beaches, shopping, and I-75. This is a rare opportunity to own a modern luxury home on a double lot!
Listing is courtesy of: RONNIE DEWITT AND ASSOCIATES (941-755-0011)
Listing Agent: Ronnie Dewitt (941-650-2154)
1423 HILLVIEW DR, SARASOTA, FL 34239
$13,900,00073 Days on yellowkey MLS ID: A4686188
Bed: 6 Bath: 8.0 Gar: 8 Liv Area Sq Ft: 11588 Built: 2006Monthly Fee: $21 Tax: $184,274 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$184,274
Remarks: Welcome to a home that lives like a resort in Sarasota’s premier neighborhood, Harbor Acres. With 134 feet of water, this nearly 12,000-square-foot estate is crafted for laid-back luxury and everyday ease, designed for entertaining against breathtaking views of Sarasota Bay, the Ringling Causeway, and the downtown skyline. A paver driveway winds through mature palms to a stone exterior with travertine steps, a porte cochere, and an expansive porch, all setting the tone for within. Solid wood doors open to a soaring foyer with wood columns, intricate millwork, and custom archways that reflect the home’s detailed character. Designed for easy living, the main spaces flow effortlessly, highlighted by a family room with zero-corner sliders, a wall of windows overlooking the water, a coffered wood ceiling, and a stone fireplace that anchors the room. Detailed trim, crown molding, and wood wainscoting add depth and highlight craftsmanship throughout. The kitchen is anchored by a large island with storage, prep space, and a sink, and equipped with top-tier appliances including Dacor double ovens and range, Sub-Zero refrigerator and freezer, dual Bosch dishwashers, a warming drawer, and a Scottsman ice maker. A walk-in pantry with custom shelving keeps everything organized, while the adjacent butler’s or catering kitchen, with its own cooktop, refrigerator, microwave, and desk area, makes entertaining effortless. An eat-in area with an aquarium window and bar-height counter seating keeps it functional and inviting. A wine room with wood-paneled walls and a separate entertaining bar with an oversized wine cooler make this home ideal for gatherings of any scale. The theatre offers the ultimate at-home viewing experience with custom wall and ceiling treatments, tiered seating, blackout glass windows and door, and a built-in bar with sink and additional seating. Outside is an extension of the home’s lifestyle, offering resort-style features meant for everyday use. The pool features a sun shelf, stone accents, and cascading water features paired with a raised spa, while the outdoor kitchen, with grill, refrigerator, and bar seating, makes entertaining effortless. A dedicated pool bath adds convenience, and nearby, the turf yard, fire pit, and hammock invite easy relaxation. A spiral staircase connects the primary suite terrace to the outdoor amenities, and a private dock completes the experience. Back inside, the home offers a thoughtful blend of privacy and flexibility. The primary suite is a retreat with incredible views, French doors to a private terrace, a coffee bar, and a sitting room with a fireplace. Its spa-inspired bath features a jetted tub, multi-head shower, custom dual vanity, and dual walk-in closets. A separate in-law suite provides full independence with its kitchenette, living room, laundry, and terrace. Guests enjoy four additional suites with private baths, a bonus room with a terrace, a fitness room, a built-in homework area, and easy access across all levels via dual staircases and a three-stop elevator. Abundant garage and storage space complete the estate. This Harbor Acres residence delivers the ultimate Sarasota lifestyle, just minutes from downtown, Southside Village, and Gulf beaches. The adjacent vacant lot at 1435 Hillview is currently offered separately, with the opportunity to purchase both together. Bank signoff on the sale of this property may be required. The gate and driveway would need to be reconfigured.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
1423 & 1435 HILLVIEW DR, SARASOTA, FL 34239
$17,350,000362 Days on yellowkey MLS ID: A4653958
Bed: 6 Bath: 8.0 Gar: 8 Liv Area Sq Ft: 11588 Built: 2006Monthly Fee: $21 Tax: $238,008 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$238,008
Remarks: Welcome to a home that lives like a resort, set on two lots consisting of 1.8 lush, waterfront acres in Sarasota’s premier neighborhood, Harbor Acres. Crafted for laid-back luxury and everyday ease, this nearly 12,000-square-foot estate offers 249 waterfront feet and is designed for entertaining, all set against views of Sarasota Bay, Ringling Causeway and the downtown skyline. An expansive paver driveway winds through mature palms to a stone exterior with travertine steps, a porte cochere and an expansive porch, all setting the tone for within. Solid wood doors open to a soaring foyer with wood columns, intricate millwork and custom archways that reflect the home’s detailed character. Designed for easy living, the main spaces flow effortlessly, highlighted by a family room with zero-corner sliders, a wall of windows overlooking the water, a coffered wood ceiling, and a stone fireplace that anchors the room. Detailed trim, crown molding, and wood wainscoting add depth and highlight craftsmanship throughout. The kitchen is anchored by a large island with storage, prep space and a sink, and equipped with top-tier appliances including Dacor double ovens and range, Sub-Zero refrigerator and freezer, dual Bosch dishwashers, a warming drawer and a Scottsman ice maker. A walk-in pantry with custom shelving keeps everything organized, while the adjacent butler’s or catering kitchen—with its own cooktop, refrigerator, microwave and desk area—makes entertaining easy. An eat-in area with an aquarium window and bar-height counter seating keeps it functional and inviting. A wine room with wood-paneled walls and a separate entertaining bar with an oversized wine cooler make this home ideal for gatherings of any scale. The theatre offers the ultimate at-home viewing experience with custom wall and ceiling treatments, tiered seating, blackout glass windows and door, and a built-in bar with sink and more seating, ideal for movie nights, game days or entertaining. Outside is an extension of the home’s lifestyle, offering resort-style features meant for everyday use. The pool features a sun shelf, stone accents, and cascading water features paired with a raised spa, while the outdoor kitchen, with grill, refrigerator and bar seating, makes entertaining effortless. A dedicated pool bath adds convenience, and nearby, the turf yard, fire pit and hammock invite easy relaxation. A spiral staircase connects the primary suite terrace to it all, while a versatile sport court and two private docks for 75-plus-foot yachts complete the experience. Back inside, the home offers a thoughtful blend of privacy and flexibility. The primary suite is a retreat with incredible views, French doors to a private terrace, a coffee bar and a sitting room with a fireplace. Its spa-inspired bath features a jetted tub, multi-head shower, custom dual vanity and dual walk-in closets. A separate in-law suite provides full independence with its kitchenette, living room, laundry and terrace. Guests enjoy four more suites with private baths, a bonus room with a terrace, a fitness room, a built-in homework area, and easy access across all levels via dual staircases and a three-stop elevator. Abundant garage and storage space complete the estate. This Harbor Acres home delivers the ultimate Sarasota lifestyle, just minutes from downtown, Southside Village and Gulf beaches. The vacant lot at 1435 Hillview can be separated and the list price reduced accordingly.
5420 EAGLES POINT CIR #106, SARASOTA, FL 34231
$625,00084 Days on yellowkey MLS ID: A4684787
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2021 Built: 1993 Tax: $3,692 (2025)Community: Eagles Point At The Landings 1Condo
Taxes:$3,692
Remarks: One or more photo(s) has been virtually staged. Experience the relaxed elegance of life in Eagles Point at The Landings, where beautiful waterfront surroundings, vibrant amenities, and breathtaking sunsets create a lifestyle that feels like a year-round retreat. Positioned to capture colorful nightly skies and holiday fireworks, this first-floor corner residence invites you to enjoy the view from the comfort of your enclosed Florida Room, complete with hurricane-rated sliders and a western-exposure balcony. Just outside, an open terrace offers additional space for outdoor lounging, morning coffee, or evening gatherings. Inside, the 3-bedroom residence feels light, airy, and inviting, offering spacious living areas and a thoughtfully designed layout. The open dining and living areas flow seamlessly together, creating an ideal setting for entertaining or relaxed everyday living. Elegant touches elevate the space, including Brazilian cherry wood flooring, crown molding, plantation shutters, Luminette drapes, and a striking Swarovski crystal chandelier in the dining room. The well-appointed kitchen blends style and function with a granite-topped island, stainless steel appliances, white raised-panel cabinetry, abundant storage, a reverse osmosis water system, and a cozy eat-in area for casual dining. A convenient pass-through keeps the kitchen connected to the dining space. Privately situated off the living room, the owner's retreat also opens to the Florida Room, allowing you to wake up to peaceful views each morning. The spacious suite includes a walk-in fitted closet, dual-sink vanity, garden tub, and separate shower. Two additional guest bedrooms offer eastern exposures, welcoming the warm glow of the morning sun. Additional conveniences include a spacious laundry room with utility sink and extra storage, an assigned parking space in the secure garage, and a private storage room. Pets up to 25 pounds are welcome. Life in Eagles Point offers more than a beautiful home —it’s a lifestyle. Residents enjoy a private community pool and grilling area, perfect for relaxed afternoons with neighbors and friends. Beyond Eagles Point, The Landings is a gated community known for its vibrant social atmosphere and exceptional amenities. Residents enjoy membership to the Landings Racquet Club, featuring eight Har-Tru tennis courts, pickleball, a resort-style pool and spa, fitness center, library, and community room. Nature lovers will appreciate the scenic trail leading to the fishing pier on the Intracoastal Waterway, along with kayak storage and launch access. Whether you’re seeking a full-time residence or the perfect winter retreat, this home offers the opportunity to embrace The Landings lifestyle—where sunsets, recreation, and coastal serenity become part of everyday living.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
3471 CLARK RD #269, SARASOTA, FL 34231
$158,00052 Days on yellowkey MLS ID: A4689287
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 768 Built: 1974Monthly Fee: $426 Tax: $1,818 (2025)Community: SiennaCondo
Taxes:$1,818
Remarks: ***5% financing for qualified buyers for two years. Seller will buy down your mtg. rate for two years to only 5% - FURNISHED*** Discover your perfect slice of paradise in sunny Sarasota! Whether you're looking for a relaxing getaway, a full-time residence, or a smart investment opportunity, this charming condo checks all the boxes. Situated in a welcoming, pet-friendly community, this home offers a thoughtfully designed layout, ideal for individuals or couples. The condo comes fully furnished, including a 63” HD TV in the living room, a 43” HD TV in the bedroom, a fully equipped kitchen, and all linens. With new wood floors and updated kitchen and bath fixtures, everything you need is ready for you to settle right in or start renting immediately. Enjoy low HOA fees, a heated swimming pool, and a clubhouse, all within close walking distance and set in a well-maintained community. The sellers have fully covered the special assessments, adding even more value. Conveniently located with biking distance to Sarasota’s top destinations—including the breathtaking Siesta Key Beach, cultural hot spots, shopping, and dining—this property provides easy access to everything you need. Seize this chance to own a beautiful condo and embrace the best of Florida living! This second-floor walk-up means no flooding issues. Sienna Park roofs were replaced in 2023, and all special assessments have been paid in full by the seller. At 768 sq ft, this is the largest of the one-bedroom units in the complex—compare it to the smaller 555 sq ft one-bedroom units. Walking distance to Publix and public transportation. Furnished except for a few personal items.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Ron Koelling (941-923-4616)
1260 DOLPHIN BAY WAY #403, SARASOTA, FL 34242
$1,299,900118 Days on yellowkey MLS ID: A4680107
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1915 Built: 1997 Tax: $7,394 (2025)Community: Dolphin BaySpa: YesCondo
Taxes:$7,394
Remarks: Experience coastal luxury in this beautifully updated 2BR/2BA condo in the gated, waterfront community of Dolphin Bay on Siesta Key. This exceptional 4th floor residence blends modern sophistication with breathtaking Intracoastal Waterway views, creating a serene yet elevated island lifestyle. A charming front porch welcomes you—perfect for relaxing with a favorite beverage while grilling and enjoying city views. Inside, the spacious open-concept floor plan is thoughtfully designed for both comfort and style. Extensive kitchen and bath renovations completed in 2020 showcase contemporary finishes and high-end fixtures throughout. The chef’s kitchen features shaker-style cabinetry, quartz countertops, reverse osmosis system, and a built-in desk area with additional storage—both functional and elegant. The adjoining den, filled with natural light from sliding glass doors, offers a peaceful spot to read or work while taking in tranquil outdoor views. Immaculate hardwood floors flow through the living areas, adding warmth and timeless appeal. The dining room is enhanced by a custom built-in dry bar, ideal for entertaining. Expansive windows and sliding glass doors frame stunning southern views of the Intracoastal Waterway, where boats pass by, dolphins play, and coastal breezes set the mood. The enclosed, tiled lanai extends the living space and provides a perfect setting for gathering with friends and family while enjoying the scenery. The primary suite is a private retreat with its own lanai access, a spacious walk-in closet, and a luxurious en-suite bath featuring a soaking tub and tiled walk-in shower. The guest bedroom offers a private entrance to the front patio, generous storage with two closets (including a walk-in), and direct access to the guest bathroom. Additional features include an interior utility room with cabinetry, a newer hot water heater (2024), newer HVAC system (2018), and washer and dryer (2019)—making this a truly move-in-ready home. Private under-building garage parking and additional storage provide convenience and peace of mind. Dolphin Bay is a pet-friendly community offering resort-style amenities, including a pool & spa, fitness center, clubhouse, three Har-Tru tennis courts, fishing pier, and scenic walking paths. Enjoy an easy stroll or trolley ride to world-famous Siesta Key Beach, renowned for its powdery white sand, Pickleball courts, and laid-back island vibe. Schedule your private showing today and discover the best of Siesta Key living—no hurricane damage from any storms.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Stacey Andrews (941-504-1649)
3751 S SCHOOL AVE #11, SARASOTA, FL 34239
$145,00098 Days on yellowkey MLS ID: A4683405
1 Days Off yellowkey (back on 4/23/2026)
REDUCED by $4,900 (3.3%) on 03/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1972 Tax: $1,774 (2025)Community: Sunland AptsCondo
Taxes:$1,774
Remarks: Under contract-accepting backup offers. Stunning and move-in ready, this beautifully renovated and fully furnished 2-bedroom, 2-bath condo offers effortless living in an exceptionally convenient central Sarasota location. Perfectly positioned in the heart of the city, you are just minutes from Downtown Sarasota, Sarasota Memorial Hospital, and a straight drive to Siesta Key’s world-famous beaches. Enjoy the rare combination of accessibility and everyday walkability, with popular dining, cafés, and entertainment only a short stroll away. Inside, the condo has been updated to the nines, showcasing a bright, naturally light interior and a complete 2023 renovation including a modern kitchen with quartz countertops and breakfast bar, fully renovated bathrooms, updated flooring throughout, impact (hurricane-rated) windows, and custom window treatments. Offered fully furnished and move-in ready, this residence is ideal for seasonal living, downsizing, or anyone seeking a low-maintenance Sarasota retreat. Ground-floor convenience, a quiet private setting, parking directly outside the unit, and the added benefit of not being located in a flood zone further enhance the appeal. The community pool and laundry facilities are just steps away, adding to the ease of everyday living. Located within a desirable 55+ community, this condo delivers comfort, simplicity, and exceptional lifestyle appeal. Spend your time enjoying Sarasota’s favorite attractions while living in the heart of the city — mornings on Siesta Key’s world-renowned beaches, afternoons exploring local markets and boutiques, and evenings spent dining at the area’s exceptional restaurants. The property can be rented after 1 year of ownership with 4 month lease minimums - no pets allowed. Schedule your tour today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ryan Adamson, Pa (941-713-9234)
2304 RINGLING BLVD #101, SARASOTA, FL 34237
$139,000213 Days on yellowkey MLS ID: A4670262
REDUCED by $6,000 (4.1%) on 05/11/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 552 Built: 1965Monthly Fee: $600 Tax: $1,641 (2024)Community: Garden AptsSpa: NoCondo
Taxes:$1,641
Remarks: Welcome to this charming ground floor, 1 bed 1bath condo within walking distance of all of Sarasota’s splendor! This unit is in excellent condition and boasts tile floors throughout. Newer kitchen appliances, counter tops and cabinets. The association has just updated the laundry facility with brand new washers and dryers. This home also has its own parking space and there is guest parking on site. It is perfect as a weekend get-a-way, private residence and has an excellent long-term rental history. Whether you are an investor or an empty nester, this condo is ready for occupancy!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: David Dangelo (941-587-7268)
3820 FLAMINGO AVE, SARASOTA, FL 34242
$8,395,000180 Days on yellowkey MLS ID: A4673215
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4775 Built: 1962 Tax: $18,005 (2024)Community: Bay IslandSpa: YesSingle Family
Taxes:$18,005
Remarks: Under Construction. Incredible opportunity in highly desirable Bay Island, easy access to downtown Sarasota and Siesta beaches. Currently under construction with acclaimed Voigt Brothers construction, early 2027 completion date. Please request floor plans and finishes, you will be ecstatic with the choices
Listing Agent: Fred Sassen (404-408-5956)
239 HOURGLASS WAY #V7, SARASOTA, FL 34242
$640,00022 Days on yellowkey MLS ID: A4691064
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1327 Built: 1968Monthly Fee: $1,793 Tax: $5,346 (2025)Community: Whispering SandsVilla
Taxes:$5,346
Remarks: Tucked away in a peaceful, private setting overlooking the tranquil, shimmering lagoon - with its abundant fish, birds, and aquatic life - this beautifully updated 3 Bed/2 Bath villa in the premier GULF FRONT property of Whispering Sands offers the perfect blend of comfort, style and serenity. Step inside to discover a bright NEW kitchen featuring new granite countertops, stainless appliances, recessed & under cabinet lighting and an open, inviting feel ideal for everyday living and entertaining alike. Engineered wood flooring flows throughout the home, complemented by neutral paint tones, new interior doors, and thoughtfully updated baths with granite counters, new vanities and modern fixtures. A spacious screened brick paver lanai extending the full length of the residence may well be the star of the show, creating an ideal private indoor-outdoor living space to relax and enjoy the lush tropical surroundings. A private fenced brick paver patio offers an additional retreat for entertaining, dining al fresco, or simply unwinding in the Florida sunshine. Additional upgrades include a newly painted 1-car garage with new full-sized washer and dryer and new sink. The freshly painted front door, new screen door - along with a brick paver sidewalk and driveway - enhance the home’s welcoming curb appeal. Newly painted exterior in 2025. New landscaping is planned for the complex in 2026. Whispering Sands is a 55+ Gulf front property offering 800’ of PRIVATE beach, 2 heated pools, beachside Tiki Hut and grills, shuffleboard, & canoe/kayak storage. The clubhouse is currently undergoing complete remodeling and will include fitness rooms, a full catering kitchen, large screen TV, and an elegant, comfortable space for social events. Ideally located just around the corner from the shops and restaurants of Siesta Key Village, this move-in ready property combines stylish updates, abundant outdoor living space, and a truly peaceful location to create the perfect coastal retreat!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
7145 BRIGHT CREEK DR #33, SARASOTA, FL 34231
$240,00055 Days on yellowkey MLS ID: A4689181
0 Days Off yellowkey (back on 5/10/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1352 Built: 1981Monthly Fee: $325 Tax: $3,031 (2025)Community: Woodside South Ph 1 2 & 3Villa
Taxes:$3,031
Remarks: Under contract-accepting backup offers. This charming 2-bedroom, 2-bath plus bonus room villa is nestled in the quiet and desirable Woodside South community in the Gulf Gate area of Sarasota. Ideally located just minutes from world-renowned Siesta Key Beach, with easy access to Interstate 75, and surrounded by a variety of restaurants, shopping, and premier golf courses, this home offers both convenience and a relaxed Florida lifestyle. The low maintenance fee includes water, trash, basic cable, pest control, exterior maintenance, and landscaping—making for truly easy living. This villa boasts larger square footage than many others in the community and features a spacious, light-filled living room, a kitchen with a cozy eating area, a primary suite with a full bath and walk-in closet, a second bedroom, and an additional full bathroom. A versatile den/office with a private exterior entrance adds extra flexibility for work or guests. Enjoy tile flooring throughout for a clean, modern feel. Residents also have access to a community pool and clubhouse—perfect for relaxing and socializing. Tenant's lease ends 4/30/2026.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Kate Aumua (305-542-5452)
6144 MIDNIGHT PASS RD #2N, SARASOTA, FL 34242
$1,699,000224 Days on yellowkey MLS ID: A4668144
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1204 Built: 1967 Tax: $8,388 (2025)Community: Island HouseCondo
Taxes:$8,388
Remarks: It's all about THE VIEW and the Direct Beach Access!!! This first floor condominium has a Full Gulf View from the living room and glassed-in lanai. The water views are amazing, and the sunsets are gorgeous! You will walk out your front door right down to the sand to enjoy the warm Gulf water in minutes. There was no water intrusion and no water damage to this unit in past storms, as there are enough steps up from the level of the beach sand to make it elevated! Or use the ramp for easy luggage access. The windows and doors are all wind and impact-rated, so you'll have peace of mind and a quieter home. All the floors are tile for easy care. The kitchen and bathrooms have been updated, including solid surface/granite counters and the elegant tiled showers. Furnishings and appliances have been updated in the past year. This unit is move-in ready, or you can continue to rent it with a 3-night minimum for instant income (over $58,000 income after paying rental mgmt expenses in the first 9 months of 2025). On-site management is available for all your needs. The landscaping has been refreshed, there are new tables and chairs for outdoor dining or games, and beach chairs and chase lounges are provided, as well as shade under the condo's cabanas on the beach. Shuffleboard and corn-hole games await in the center greenway. The community pool is heated for your year-round enjoyment. On the occasional rainy day, you'll enjoy the games in the club room (billiards, foosball, board games and puzzles). If you want to explore the Siesta Key Village shops, restaurants or nightlife, or explore Turtle Beach, just hop on the free trolley or other free ride-share vans. A 20-minute drive will take you to downtown Sarasota, including shops, restaurants, access to off-shore fishing or tour boats, opera, symphony, art museum, ballet, and live theater. With easy access to I-75, airport, colleges, Lifelong Learning, wine and spirits-tastings, and multiple parks and the Legacy Trail for biking, jogging, or skating, Sarasota and Siesta Key have it all! This condo is your key to the fun, so bring your toothbrush and swim suit and ENJOY IT ALL!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Susan Keal (941-320-1689)
4444 SWIFT RD #4, SARASOTA, FL 34231
$127,900253 Days on yellowkey MLS ID: A4665781
REDUCED by $2,000 (1.5%) on 05/10/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 598 Built: 1969 Tax: $1,804 (2024)Community: Lucaya Country Club VillageCondo
Taxes:$1,804
Remarks: WELCOME to this beautifully UPGRADED 1 bedroom, 1 bath condo in Lucaya Country Club Villas!!! From the moment you arrive, you'll appreciate the attention to detail, starting with the painted and SCREENED front porch, perfect for year-round enjoyment. Step inside to an inviting open floor plan featuring spacious living room and dining room combo. The kitchen has been tastefully upgraded with MODERN cabinets, countertops, and an eat-in area with stools. The spacious bedroom offers ample closet space, while the bathroom includes a tub and shower combo for convenience. Throughout the condo, you'll find LUXURY VINYL FLOORING, adding to both style and durability. As part of Lucaya Country Club Villas, you'll enjoy access to a community pool, along with a prime location just a short drive to amazing restaurants, shopping, Sarasota's downtown vibrant scene, Sarasota Airport, Siesta Key and the WORLD FAMOUS GULF beaches. Whether you're searching for an investment property or a primary residence, this condo is exactly what you're looking for. This home is truly MOVE-IN ready, offering comfort, charm, and a maintenance-free lifestyle in a desirable community and it's waiting for you to enjoy! Don't wait to make this YOUR home and begin your FLORIDA Lifestyle!
Listing is courtesy of: SERHANT (646-480-7665)
Listing Agent: Christy Peterson (774-287-5322)
2613 TEMPLE ST, SARASOTA, FL 34239
$1,199,000189 Days on yellowkey MLS ID: A4673045
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3308 Built: 1997 Tax: $5,102 (2025)Community: Highland Park 2Spa: NoSingle Family
Taxes:$5,102
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. PRICED TO SELL AT $1,199,000 , this is your chance to own a home with incredible value. A NEW METAL ROOF IS SCHEDULED FOR APRIL -giving buyers instant peace of mind and long-term savings from day one. A rare offering with architectural character and privacy, this property presents exceptional value for buyers seeking a truly special one-of-a-kind retreat. Welcome to Storybook — a treetop sanctuary where architecture, nature, and artistry meet! Tucked away in Arlington park at the end of a private canopied road and surrounded by native Florida landscaping and protected wetlands, this extraordinary 3-bedroom, 4-bathroom residence with a custom library/den feels like a hidden world all its own. Designed by renowned Sarasota architect Richard G. Allen, known for his sustainable and expressive style, Storybook lives up to its name — enchanting, serene, and timeless. Soaring ceilings, exposed wood beams, and maple floors create a warm, open-concept living space that flows effortlessly to the outdoors. Clerestory windows invite natural light, while the wraparound porch and treetop pool immerse you in the surrounding canopy. A spiral staircase ascends to a light filled loft offering both inspiration and a tranquil retreat above it all. This home's heart resides in a custom library/den, a quiet sanctuary where books, ideas, and conversation gather. Beyond the cozy den lies an en suite bedroom, a serene space inspired by Zen simplicity. Sliding glass doors open to the wraparound patio, a haven for morning coffee and quiet reflection. On the same floor, a second primary suite welcomes you through an intricately hand carved door. Inside, an expansive bedroom and private sitting area rests quietly among the treetops, wrapped in peaceful seclusion. The ground floor includes a private guest suite and entrance, spacious laundry room, ample storage, oversized two-car garage ,and EV charging station. From the hand-carved Tibetan gates to the tranquil pond and water feature, every detail of Storybook reflects a reverence for Sarasota’s natural beauty and a deep sense of peace and privacy. This is more than a home — it’s a place to breathe, reflect, and feel fully connected to the world around you.
9200 BLIND PASS RD, SARASOTA, FL 34242
$5,250,00027 Days on yellowkey MLS ID: A4692471
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 4000 Built: 1994 Tax: $48,308 (2025)Community: Not Part Of SubdivisionSpa: YesSingle Family
Taxes:$48,308
Remarks: One or more photo(s) has been virtually staged. Experience the art of beachfront living in this exceptional 4-bedroom, 4-bath Gulf-front residence, where sweeping water views and unforgettable sunsets take center stage. Spanning three thoughtfully designed levels, this coastal retreat offers a rare blend of refined comfort and effortless elegance. Walls of glass frame the Gulf from nearly every vantage point, filling the home with natural light and showcasing breathtaking vistas that evolve throughout the day. A private elevator provides seamless access to all floors, while expansive living spaces invite both relaxed everyday living and refined entertaining. Recent enhancements—including impact windows and sliders, four updated HVAC systems, and a new water system—ensure peace of mind while complementing the home’s modern coastal aesthetic. The guest bathrooms have also been tastefully updated with fresh, contemporary finishes, offering a polished and comfortable experience for family and visitors alike. Step outside to multiple outdoor living areas designed to capture the essence of coastal living. The rooftop terrace is a true showpiece, complete with a private jacuzzi—an idyllic setting to unwind under the stars or take in spectacular sunset views over the Gulf. With direct beach access just beyond your door, every day begins and ends with the soothing rhythm of the waves. Perfectly positioned on Blind Pass Road, this home offers both privacy and proximity to the charm of Siesta Key’s vibrant coastal lifestyle. This is more than a home—it’s a front-row seat to the Gulf, where every day feels like a getaway.
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Holly Pascarella, Pa (941-225-3218)
3419 CHAPEL DR, SARASOTA, FL 34234
$524,90048 Days on yellowkey MLS ID: A4689270
REDUCED by $25,000 (4.5%) on 05/04/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1032 Built: 1971 Tax: $5,337 (2025)Community: Desoto TerraceSingle Family
Taxes:$5,337
Elementary School: Bay Haven Sch of Basics Plus Elementary
High School: Booker High
Remarks: Under contract-accepting backup offers. Don’t miss this adorable Florida home! You will fall in love with the neighborly front porch and the newly upgraded private landscaped courtyard. This updated 2 bed/2 bath home is tucked away on a quiet cul-de-sac at the end of Chapel Drive in the historical bayfront neighborhood of Indian Beach Sapphire Shores. this home is not in a flood zone with hurricane impact windows and garage door. You could not find a better location blending city life with a friendly neighborhood vibe. Surprisingly, this tranquil abode is only 5-minutes to downtown Sarasota, less than 5 minutes to Sarasota Bradenton International Airport, 5-minutes to The John and Mable Ringling Museum of Art and 3-minutes to the Ringling College of Art and Design. This home is move-in ready with new AC in 2023, new water heater in 2022, new electrical panel in 2022, new roof in 2019, updated kitchen and bath, new impact resistant windows, and for the chef, your kitchen comes equipped with a gas stove. It is also equipped with fiber-optic internet. Not seen very often, enjoy off street parking for 5 or more cars. An air-conditioned garage with a new hurricane-proof garage door can be used for a variety of purposes. The front yard and the courtyard have been freshly landscaped, and a separate metered irrigation system installed. The fenced backyard offers a beautiful dining area under a screened gazebo as well as a fire pit for cool evenings. Enjoy the large oak tree and tropical paradise keeping privacy of your backyard! If you choose to join the neighborhood HOA, you will share an annual picnic, yard sale and Easter Egg Hunt with neighbors, not to mention sunsets over Sarasota Bay at Indian Beach Park or Sapphire Shores Park. Don’t let this delightful home slip away - make it your seasonal getaway, your permanent residence or a vacation rental!
Listing is courtesy of: CHROME REALTY LLC (941-363-6300)
Listing Agent: Marni Hayden (941-809-5044)
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