Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
2551 HIBISCUS ST, SARASOTA, FL 34239
$775,000138 Days on yellowkey MLS ID: A4681532
5 Days Off yellowkey (back on 6/9/2026)
REDUCED by $24,000 (3.0%) on 06/04/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1988 Built: 1957Monthly Fee: $17 Tax: $2,183 (2025)Community: South GateSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,183
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Virtually Staged. Tucked away on an oversized corner lot in the desirable South Gate neighborhood, this beautifully refreshed mid-century modern home is a rare blend of timeless design and thoughtful updates. Recently updated, the home features refinished terrazzo floors, a new kitchen with updated cabinetry, countertops and appliances, along with new bath vanities, allowing the original character of the era to shine while offering modern comfort. The flexible floor plan includes three bedrooms, two baths, and an expansive 12-by-13-foot laundry room that could easily be reimagined as a home office, studio or additional living space, bringing the interior to nearly 2,000 square feet. Large windows and classic architectural lines reinforce the home’s authentic mid-century feel. Anchoring the home is a dramatic double-sided stone fireplace, a mid-century architectural statement that subtly divides living spaces while maintaining openness and flow. Crafted in natural stone, it functions as a sculptural focal point and a functional hearth, an unmistakable nod to the design principles of the era. Outdoors, enjoy an excellent covered patio overlooking a generous screened-in pool, ideal for relaxed afternoons or entertaining year-round. The oversized corner lot enhances privacy and provides a sense of space rarely found in this area. Roof 2025, Newer front door/windows (2014), PVC from house to street. South Gate offers an optional HOA, giving residents access to a community pool, clubhouse and a full calendar of neighborhood events, adding a wonderful sense of connection without obligation. Ideally located, the home is just a short distance or bike ride to Arlington Park, Southside Village and Sarasota Memorial Hospital, with quick access to downtown Sarasota, Siesta Key and St. Armands Circle. This is a mid-century modern home for those who appreciate the architecture, simplicity and enduring style of the era, set in one of Sarasota’s beloved neighborhoods.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Katy Mcbrayer (941-400-2406)
1759 WALDEMERE ST, SARASOTA, FL 34239
$4,449,999260 Days on yellowkey MLS ID: A4666725
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4513 Built: 2025 Tax: $13,348 (2024)Community: Midwood ManorSpa: YesSingle Family
Taxes:$13,348
Tax Year: 2024
Remarks: Virtually Staged. West of Trail luxury meets modern innovation at 1759 Waldemere Street. This brand-new, custom-built residence embodies timeless design, contemporary craftsmanship, and intentional indoor–outdoor living. Set on a .33-acre lot just steps from Southside Village and Sarasota Memorial, the home delivers sophistication, convenience, and exceptional attention to detail in one of Sarasota’s most sought-after neighborhoods — a rare opportunity in the coveted West of Trail community. Spanning 4,513 square feet, the two-story floor plan features four bedrooms, five baths, an office with private entry, and a media room that opens to a 480-square-foot balcony overlooking the property. Designed for both everyday living and elegant entertaining, the home showcases expansive sliding glass doors that blur the line between indoors and out, opening to a heated saltwater pool, spa, and lush landscaped backyard for year-round enjoyment. The designer kitchen serves as the heart of the home, featuring Sub-Zero and Wolf appliances, custom cabinetry, imported stone, and a hidden butler’s pantry. The first-floor primary suite epitomizes luxury with zero-corner sliders that open directly to the pool and outdoor living area. Inside, a spa-inspired bath includes a freestanding tub, walk-in shower, and a custom built-in walk-in closet. Upstairs, two en suite bedrooms and a second-floor primary suite give privacy for family or guests. A versatile media room and expansive outdoor terrace complete the level, overlooking the serene backyard oasis. Every detail has been thoughtfully curated — from the bespoke, locally handcrafted Sapele wood entry door to hurricane-impact windows and doors, a three-car garage with epoxy flooring, and professional landscaping surrounding the fenced backyard. Ideally located in the highly regarded Southside Elementary School district, near Sarasota Memorial Hospital and the shops and dining of Southside Village, with downtown Sarasota, Siesta Key, Lido Key, and St. Armands Circle just minutes away. This is more than a home — it’s a statement of Sarasota luxury living.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Rachel Hamrick (941-529-1773)
5420 EAGLES POINT CIR #402, SARASOTA, FL 34231
$650,00040 Days on yellowkey MLS ID: A4692894
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1715 Built: 1993Monthly Fee: $167 Tax: $5,645 (2025)Community: Eagles Point At The Landings 1Condo
Taxes:$5,645
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Remarks: Perched atop the building, this exceptional penthouse offers sweeping, unobstructed views over a lush green preserve, complemented by enticing peek-a-boo glimpses of the Intracoastal Waterway. Enjoy these panoramic vistas from the living room, primary bedroom or a stunning glassed-in seating area. This unique space captures expansive scenery while inviting gentle coastal breezes, creating a seamless blend of indoor comfort and outdoor beauty. The kitchen features a cozy breakfast nook, perfect for starting your day. The spacious primary suite includes a large walk-in closet, separate vanities, a walk-in shower with a rainhead, plus a semi-private water closet. The versatile den or study is outfitted with a closet, offering flexibility, and can easily be converted into a third bedroom to suit your needs. Located behind the gates of The Landings, this maintenance-free residence is ideal as a full-time home or seasonal getaway, offering both tranquility and convenience. Just minutes from vibrant downtown Sarasota, you’ll have easy access to an array of dining, shopping and cultural attractions, while world-famous Siesta Key Beach is only a short drive away. Residents of The Landings enjoy an impressive array of amenities within this private, gated community. Take advantage of Har-Tru tennis courts, a fitness center and an active clubhouse. The junior Olympic-sized swimming pool provides a place to relax or stay active, while kayak storage and a launch area make it easy to explore the nearby Intracoastal Waterway. A scenic nature trail further enhances the community’s appeal, offering peaceful surroundings and direct access to the water. This penthouse delivers an exceptional lifestyle defined by natural beauty, comfort and convenience.
Listing Agent: Peg Davant (941-356-4552)
336 AVENIDA DE MAYO, SARASOTA, FL 34242
$5,195,00091 Days on yellowkey MLS ID: A4687301
REDUCED by $200,000 (3.7%) on 06/11/2026
Bed: 8 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 3811 Built: 2019 Tax: $25,684 (2024)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$25,684
Remarks: Experience refined seaside luxury in this extraordinary 8-bedroom, 8.5-bathroom residence just moments from Siesta Key Beach and Siesta Key Village. Currently operating as a successful vacation rental property, this home is thoughtfully designed to maximize both guest experience and income potential. Its expansive layout, high-end finishes, and prime location make it highly desirable for short-term rentals, with ample space to comfortably host large groups. Spanning four levels and serviced by a private elevator, the home is purpose-built for hosting. The layout includes two bedrooms on the second level, five well-appointed guest suites on the third floor—many with private baths and balconies—and a top-floor bedroom offering additional privacy. Two bunk-style rooms with a shared Jack-and-Jill bath further enhance its ability to accommodate larger parties. The primary suite provides a luxurious retreat with its own balcony and spa-inspired bathroom. The open-concept main living area serves as the heart of the home, featuring a designer kitchen with premium appliances, a large gathering island, and a dedicated bar area—ideal for entertaining. Multiple dining areas, both inside and out, create flexibility for group stays, while an upper-level flex room adds value as a game room, media space, or additional lounge area. Outdoors, guests can enjoy a private resort-style setting complete with a heated pool, sun shelf, built-in spa, and covered patio designed for comfort and entertainment. Multiple balconies and a rooftop deck offer additional gathering spaces, with sweeping Gulf views and unforgettable sunsets that consistently maximize the Florida experience. With its proven rental appeal, generous accommodations, and unbeatable location, this property presents a rare opportunity to own a **turnkey, income-producing investment** or a luxurious personal getaway in one of Florida’s most sought-after beach destinations.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Samantha Callaway (630-865-3189)
3363 CROSS CREEK DR #3363, SARASOTA, FL 34231
$259,000146 Days on yellowkey MLS ID: A4680117
REDUCED by $20,000 (7.2%) on 06/11/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1027 Built: 1984Monthly Fee: $632 Tax: $2,727 (2025)Community: Crooked Creek Sec 7Condo
Taxes:$2,727
Elementary School: Wilkinson Elementary
Remarks: Welcome to Crooked Creek, a hidden gem in Sarasota with its own private gated access to the Red Bug Slough Preserve. This beautifully maintained 2-bedroom, 2-bath 2nd floor residence was completely updated in 2021 and offers serene views of Crooked Creek, a charming wooden bridge, and lush park-like surroundings. The open and airy floor plan features hardwood floors and tile throughout, plantation shutters, a skylight at entry, and modern finishes. The updated kitchen includes white cabinetry, solid surface countertops with a large peninsula, tile backsplash, smart stainless steel appliances ( fridge and dishwasher 2025, oven and microwave 2021), a spacious pantry, and a garden window. Additional updates are water heater 2018, and reverse osmosis for kitchen sink 2025. The primary suite enjoys peaceful water, a walk-in closet, linen closet and sliding doors to a covered screened lanai. The updated bath has a washer/ dryer (2021)in separate laundry closet, as well as tile floors, a modern vanity, and tile shower . The guest bedroom offers flexible use with a built-in workstation and queen-size Murphy bed. Additional features include two screened covered lanais, reverse osmosis water system for kitchen sink, covered carport, and ample guest parking. Crooked Creek is a 78-unit community offering a heated resurfaced pool, updated poolside kitchen, gazebo with seating, gas and charcoal grills, tennis/pickleball court, community storage with individual lockers, newer roofs (2021), new carports, and recently painted buildings. HOA fees have been reduced by $69 per month from 2025, reflecting strong reserves and excellent financial management. Conveniently located minutes from Siesta Key Beach, Gulf Gate, downtown Sarasota, shopping, and dining. A true nature lover’s paradise.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Phyllis Coviello (941-408-3265)
5966 MIDNIGHT PASS RD #G118, SARASOTA, FL 34242
$1,150,000204 Days on yellowkey MLS ID: A4671884
0 Days Off yellowkey (back on 4/7/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 864 Built: 1970 Tax: $9,506 (2024)Community: Palm Bay Club ICondo
Taxes:$9,506
Remarks: Under contract-accepting backup offers. Experience breathtaking, panoramic Gulf of Mexico views from this one of a kind penthouse-level residence. Located in the coveted Gulf-Front Tower at the Palm Bay Club on Siesta Key! Sitting high above the shoreline, you'll have the opportunity to experience amazing Siesta Key Sunsets like never before! This rare opportunity features a bright, open layout with a welcoming foyer, crown molding, and tile flooring throughout. The spacious kitchen includes granite countertops, trey ceiling detail, breakfast-bar seating, and a direct backdrop of the shimmering Gulf. The utility room adds valuable convenience and storage. Resort-style amenities include private deeded beach access, beach chairs, two heated pools (including one beachside), a large hot tub, barbecue areas, bayside fishing pier, lighted tennis & pickleball courts, fitness center, complimentary WiFi, 24-hour security and more. With excellent rental potential and a 3-day minimum rental program, this residence is ideal as a high-performing investment, seasonal escape, or full-time coastal retreat. Offering the best of both worlds with flexibility to make a nice income while still enjoying it personally. The onsite rental management provides an effortless, hands-off experience. Enjoy the island lifestyle just minutes from Siesta Key Village’s boutiques and restaurants, and a short drive to Downtown Sarasota’s vibrant arts and dining scene.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
332 AVENIDA DE MAYO, SARASOTA, FL 34242
$5,195,00092 Days on yellowkey MLS ID: A4687188
Bed: 9 Bath: 8.0 Gar: 4 Liv Area Sq Ft: 4055 Built: 2019 Tax: $26,520 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$26,520
Remarks: ~Experience elevated coastal living in this fantastic BEACH HOUSE right in the heart of SIESTA KEY VILLAGE~ This beautiful home boasts 8 bedrooms + an additional bonus room = 9, plus 8 bathrooms, including 6 en-suite retreats, perfectly suited for a large primary residence or a high-performing luxury vacation rental. Ideally located and just steps from premier dining, boutique shopping, & vibrant nightlife, and only a short stroll or bike ride to the world-renowned Siesta Key Beach. This property offers the ultimate blend of convenience with the feel of a resort-style escape. Upon entering take the stairs or the convenient elevator up to the main living space. Here you will find an open chef's kitchen, large island, a beverage bar, along with the spacious living room and dining area. There are 2 bedrooms also on this level. Multiple balconies showcase great views of the village, while the home’s prime location places you moments from everything Siesta Key has to offer. It has been thoughtfully designed with high-end designer finishes and furnishings, every detail for both comfort and entertaining. The bonus room on the 4th level leads out to a spiral staircase and then up to the rooftop deck where both village and GULF VIEWS create a great backdrop for stunning SIESTA SUNSETS. Back on the 1st level, walk out to the covered patio and enjoy your private outdoor oasis with lush landscaping and the tranquil heated pool & spa designed for both relaxation and entertainment. It features an oversized sun shelf, wraparound lounge ledge and in-water bar seating. Whether you're hosting family and friends, a large group getaway or seeking a luxury investment property, this extraordinary beach house delivers unmatched living spaces throughout. It also comes beautifully turnkey furnished and ready for immediate enjoyment or rental income. THIS IS YOUR COASTAL ESCAPE...where luxury, location, and lifestyle all meet!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-778-7777)
Listing Agent: Sabrina Ullmann (203-300-8181)
6136 HOLLYWOOD BLVD, SARASOTA, FL 34231
$1,775,000195 Days on yellowkey MLS ID: A4674886
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2121 Built: 2016 Tax: $17,739 (2024)Community: 1206 - Aqualane Estates 3Rd UnitSpa: YesSingle Family
Taxes:$17,739
Remarks: Built in 2016, this exquisite home is perfectly positioned at the end of a highly coveted canal in Aqualane Estates, offering unparalleled privacy and breathtaking water views. Designed with both elegance and resilience in mind, the property remained completely unscathed during Hurricanes Helene and Milton (12.5 feet above sea level as well as impact windows/slider), providing peace of mind for future homeowners. This exceptional 3-bedroom, 2-bathroom residence boasts soaring 10-foot ceilings, luxurious marble finishes, and a versatile bonus room—ideal as an office, playroom, or creative space. At the heart of the home, the open-concept living area seamlessly blends indoor and outdoor living, making it perfect for entertaining or unwinding in style. Step outside to your private waterfront oasis, where a stunning pool and hot tub (added in 2021) set the stage for unforgettable sunsets over the canal. Boating enthusiasts will appreciate the convenience of direct backyard access to Sarasota Bay, allowing for effortless days on the water. Beyond the home’s serene waterfront setting, you’re just one mile from pristine powdery sand beaches and mere minutes from Siesta Key Village, as well as everyday essentials like Publix, Costco, and more. Whether you’re seeking a full-time residence or a luxurious retreat, this Aqualane Estates gem offers the best of Florida living. Home can be purchased Fully Furnished and ready to be moved into!
Listing is courtesy of: SOLUTIONS REALTY (941-302-4812)
Listing Agent: Priscilla Gratton (941-737-9100)
1841 PARAKEET WAY #1101, SARASOTA, FL 34232
$142,90014 Days on yellowkey MLS ID: A4696605
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 765 Built: 1970 Tax: $1,796 (2025)Community: Vistas On BenevaSpa: NoCondo
Taxes:$1,796
Remarks: AS PROMISED! Extra large 1 bedroom upper level condo has brand new carpet and newly painted walls and ceilings. Light and bright open floor plan has combined living and dining room with French doors opening onto an open deck overlooking the large pool area. Oversized bedroom offers room for a king bed, dresser, small desk and also has a walk-in closet. The kitchen has a window overlooking the pool area, and a pass through/breakfast bar plus plenty of cabinet space. The large bath actually offers 2 rooms - one has the tub/shower combo and the commode, while the other has the sink and linen closet. There is a stack unit washer and dryer in the hallway outside the bedroom. Well-run community with on-site manager (limited hours during certain times), community pool, beautiful clubhouse with state of the art fitness center (get rid of that gym membership fee), large community room and kitchen. This complex is centrally located near shopping and dining and with easy access to downtown, Siesta Key beach, and offering easy access to I-75. Monthly maintenance fee includes water, sewer, trash pickup and reserve funds. The absolutely perfect place for year-round living, or as a vacation getaway. Very pet friendly as well.
Listing is courtesy of: CASEY REALTY CORPORATION (941-922-3391)
Listing Agent: Sue Jordan, Pa (941-920-6878)
732 SIESTA DR, SARASOTA, FL 34242
$2,995,000480 Days on yellowkey MLS ID: A4640849
Bed: 3 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3743 Built: 1956 Tax: $13,183 (2024)Community: Bay Island ShoresSpa: YesSingle Family
Taxes:$13,183
Remarks: Rare and extraordinary waterfront offering on the coveted North end of Siesta Key, this premier Bay Island estate parcel presents the ultimate canvas for creating a world-class coastal retreat. Set on nearly half an acre, the property commands sweeping waterway views and offers 90 feet of protected sailboat-water frontage, complete with an existing 73-foot composite and tile dock—an exceptional amenity for the discerning boating enthusiast. To seamlessly bring your vision to life, fully customizable luxury home plans, as well as projected expenditure framework are available for review from Salt Wave Construction thus significantly expediting the design-build process. The seller has also committed to demolition of the existing structure, allowing for a smooth and efficient transition to new construction. The proposed residence spans approximately 6,366 square feet, including over 4,000 square feet of refined, air-conditioned living space, thoughtfully designed to maximize waterfront exposure and elevate indoor-outdoor living. Multiple entertaining spaces, expansive terraces, and view-oriented decks create the perfect setting for both grand gatherings and intimate moments, all framed by captivating water vistas. Ideally located for effortless access on and off Siesta Key and just minutes from the culture, dining, and sophistication of Downtown Sarasota, this exceptional property offers the rare combination of privacy, prestige, and proximity. An unparalleled opportunity to craft a legacy waterfront estate in one of Sarasota’s most sought-after enclaves.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Jay Mitchell Jr., Pllc (941-586-1754)
6725 ROXBURY DR, SARASOTA, FL 34231
$439,000133 Days on yellowkey MLS ID: A4682016
REDUCED by $10,900 (2.4%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1718 Built: 1970Monthly Fee: $6 Tax: $5,286 (2025)Community: Gulf GateSingle Family
Taxes:$5,286
Elementary School: Gulf Gate Elementary
Remarks: *NO FLOOD INSURANCE REQUIRED* This beautifully updated Gulf Gate residence is a true standout, offering the perfect blend of comfort, style, and high-impact upgrades. Step inside to a bright, open layout enhanced by crown molding, modern coastal lighting, and a fully remodeled kitchen designed for both everyday living and entertaining. The kitchen features granite countertops, upgraded stainless LG appliances (2022–2023), an induction range, convection microwave with air-fry capability, oversized refrigerator, and bar-height seating that keeps you connected with guests. Major system upgrades provide exceptional peace of mind, including a brand-new roof (2024), new electrical panel (2021) with generator transfer switch, whole-house surge protection, EV charging outlet, hot water heater (2020), upgraded R25 attic insulation, and a smart attic fan. A new 2025 HVAC system with UV light enhances air quality and efficiency, while split AC units (2023) in the family room and third bedroom offer flexible climate control. Both bathrooms have been tastefully updated with granite countertops, and additional features like a storm-rated garage door, clear storm shutters, Ring doorbell, and tri-fuel generator add an extra layer of security and convenience. The garage is thoughtfully equipped with built-in cabinetry, a laundry sink, and motion-sensor lighting. Enjoy Florida living at its best with a spacious fenced backyard and paver patio, perfect for relaxing or entertaining. Located in deed-restricted Gulf Gate, residents enjoy sidewalks, streetlights, and close proximity to shopping, dining, and the local library. You’re just minutes from Gulf Gate Village, Siesta Key Beach, Legacy Trail, top-rated schools, fitness centers, and the vibrant arts and theater scene of downtown Sarasota. This is a move-in-ready home where the big-ticket items are already done — schedule your private showing today.
Listing is courtesy of: EXP REALTY, LLC (941-462-3321)
Listing Agent: Jennifer Kenna (941-253-3003)
1541 FLOWER DR, SARASOTA, FL 34239
$1,870,000365 Days on yellowkey MLS ID: A4656365
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3302 Built: 1956 Tax: $7,456 (2024)Community: Harbor AcresSpa: NoSingle Family
Taxes:$7,456
Remarks: This unique home is in the desirable neighborhood of Harbor Acres. World renowned Selby Botanical Gardens is less than a mile from your new home. This mid-century jewel was built in 1956 and was originally a 2/2. The original bathrooms are still in their original state and are in good condition providing a cool retro vibe. The original hardwood floors and fireplace exude warmth and sophisticated charm. The current owner purchased the home in 1989 and remodeled the kitchen and added a new wing on the house with 2 additional large bedrooms ensuite with baths. Copious amounts of storage in all 4 bedrooms and a huge laundry room with lots of closet space as well. The garage is oversize and there is a picturesque circular driveway for ample parking. There is plenty of room to put in a pool of your own design. The house was re-roofed in 2018. Some of the most beautiful homes in Sarasota are your neighbors in Harbor Acres. And Flower Drive is a special address with the highly sought after Southside Elementary School just 1-mile away, you can’t beat this property. In real estate it is all about Location, Location, Location. This home has plenty of room for the family, so, come on home!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Kathleen Griffin (941-302-3979)
2124 CLEMATIS PL, SARASOTA, FL 34239
$2,299,000370 Days on yellowkey MLS ID: A4656371
3 Days Off yellowkey (back on 6/1/2026)
REDUCED by $101,000 (4.2%) on 05/13/2026
Bed: 6 Bath: 7.0 Gar: 2 Liv Area Sq Ft: 3574 Built: 2025 Tax: $4,726 (2025)Community: South GateSpa: YesSingle Family
Taxes:$4,726
Remarks: PRICE IMPROVEMENT | SELLER MOTIVATED. Now presenting a stunning new construction residence in Arlington Park, built by Courtyard Modern Development, where modern design, functionality, and Sarasota luxury lifestyle come together seamlessly. This exceptional two-story home offers 6 bedrooms, 7 full bathrooms, and approximately 3,574 sq ft of living space, thoughtfully designed to deliver both elegance and comfort in every detail. The first level welcomes you with an open-concept layout featuring a spacious living room, dining area, and chef-inspired kitchen, complemented by a walk-in pantry and dedicated laundry room. The primary suite is conveniently located on the main floor, offering privacy and comfort, complete with a large primary bathroom and large walk-in closet. Builder will design a custom closet configuration to reflect the future homeowner's personal needs. An additional guest bedroom with en-suite bath is also located on this level. In addition, enjoy the convenience of a full bathroom that opens to the pool area. The second level features four generously sized bedrooms, each with its own en-suite bathroom and large closets, providing ultimate privacy and convenience for family and guests. Step outside and experience true Florida living with a private pool and spa, expansive outdoor areas including a large covered balcony overlooking the pool, a planned outdoor grill space, perfect for entertaining or relaxing year-round. You will also enjoy the beautifully and thoughtfully designed landscaped yard. Additional features include a 2-car garage and extended driveway. Zoned for the A-rated , this home is ideally located just minutes from Downtown Sarasota, Sarasota Memorial Hospital, Siesta Key Beach, and Southside Village. This is your opportunity to enjoy a home perfectly blending luxury, location, and lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Alberto Rueda Ramirez (701-314-6916)
1669 35TH ST, SARASOTA, FL 34234
$399,90018 Days on yellowkey MLS ID: A4696081
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1782 Built: 1963 Tax: $2,470 (2025)Community: Amaryllis ParkSpa: NoSingle Family
Taxes:$2,470
Elementary School: Emma E. Booker Elementary
High School: Booker High
Remarks: Welcome to the House of Light...Lots of Windows lets the Sunshine flow throughout this Home, setting a Lovely, Peaceful Feeling and Calming Atmosphere. With a Private Front Entry, This Spacious Home has 3, possibly 4 Bedrooms, as, the Front Room has a Closet Area and maybe partitioned off into a 4th Bedroom as needed. With a Spacious Family Room with a coat closet for extra storage, this room could also be used as a Huge Dining Room. There is also an Office Area with a private side door entrance on the side of the house. Nicely Remodeled Kitchen with Stainless Steel Appliances, Granite Counters and has an Eat-In Area. Spacious Master Suite has an En Suite and both, a Spacious Walk-in Closet and a Built-In Closet for Plenty of Storage. 2 Guest Bedrooms are Spacious and a Lovely Remodeled Guest Bathroom. Hallway has a Storage Closet and a Linen Closet. There is a Carport with a Side Door Entry and a Utility-Laundry Room and a Spacious 8x10 Storage Shed in the Back Yard. This is Truly a Wonderful Family Home with a Newer Roof 4yrs, Hurricane Impact Windows 2yrs, Air Conditioner 2yrs, New Electric Water Heater. This Family Home is a True Joy to Live in....Welcome Home...
Listing is courtesy of: HORIZON REALTY INTERNATIONAL (941-238-0953)
Listing Agent: Elaine Graczyk (941-320-9910)
3610 NARANJA WAY #8510, SARASOTA, FL 34232
$293,00040 Days on yellowkey MLS ID: A4693394
REDUCED by $19,000 (6.1%) on 06/10/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1498 Built: 1978Monthly Fee: $633 Tax: $2,715 (2025)Community: Village Plaza Sec 5Villa
Taxes:$2,715
Remarks: Nestled on a quiet dead-end street in the highly sought-after 55+ community of Village Plaza, this beautifully renovated Sarasota villa offers the perfect blend of comfort, style, and convenience. Featuring 2 bedrooms, 2 bathrooms, and a spacious 2-car garage, the home showcases an open-concept layout with soaring vaulted ceilings and abundant natural light throughout the main living area. The updated kitchen features modern finishes and flows seamlessly into the dining and living spaces, creating an ideal setting for both everyday living and entertaining. Neutral tones and laminate flooring throughout provide a clean, cohesive aesthetic, while recent upgrades include a new water heater (2026), comfort-height toilets (2025), all water lines replaced (2023), appliances (2023), and durable, waterproof epoxy-coated garage flooring for added style and practicality. Enjoy year-round Florida living from the enclosed lanai, the perfect space for morning coffee or evening relaxation. Village Plaza is known for its vibrant social atmosphere and resort-style amenities, including a clubhouse, heated community pool, pickleball courts, fitness center with sauna and showers, billiards, and shuffleboard. Ideally located just minutes from downtown Sarasota, the community also offers convenient walkable access to shopping, dining, and everyday essentials. Outdoor enthusiasts will appreciate being less than a mile from the renowned Legacy Trail, one of Sarasota’s premier destinations for walking, biking, and recreation. This exceptional villa combines thoughtful updates, an active lifestyle, and an unbeatable location in one of Sarasota’s most desirable communities.
Listing is courtesy of: MORGANDO REALTY SERVICES, LLC (866-665-2531)
Listing Agent: Gina Morgando (941-773-7355)
1624 STICKNEY POINT RD #1624-208, SARASOTA, FL 34231
$339,00049 Days on yellowkey MLS ID: OM723810
REDUCED by $9,500 (2.7%) on 06/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1016 Built: 1975 Tax: $3,939 (2025)Community: Castel Del MareSpa: NoCondo
Taxes:$3,939
Remarks: Enjoy the coastal Sarasota lifestyle just minutes from world-famous Siesta Key Beach! Located in the waterfront community of Castel Del Mare, this turnkey furnished 2-bedroom, 2-bath condo combines comfort, convenience, and scenic surroundings in one of Sarasota’s most desirable locations. Inside, the condo features over 1,000 sqft of space with an open living and dining area, laminate flooring, and direct access to the spacious glass-enclosed lanai overlooking lush greenery and the community tennis court. The updated kitchen is designed for both function and style, with solid surface counters, stainless steel appliances, generous cabinet storage, and tiled backsplash. The primary suite offers a spacious walk-in closet and private en-suite bath, while the secondary bedroom includes simple closet space and easy access to the second full bathroom. This residence is ready for immediate enjoyment as a full-time home, seasonal retreat, or investment opportunity. Castel Del Mare is a beautifully maintained intracoastal waterfront community featuring resort-style amenities including two heated pools, tennis courts, kayak storage and launch access, a club house, grilling areas, walking paths, and scenic waterfront seating areas perfect for watching sunsets over Sarasota Bay. Residents also enjoy elevator access, assigned parking, and easy access to a variety of shopping, dining, and boating opportunities. Positioned just over the south bridge to Siesta Key, this location places you moments from powder-soft Gulf beaches, waterfront restaurants, marinas, and vibrant entertainment options. Whether enjoying a day at the beach, exploring nearby nature preserves, or dining along the water, this property delivers the ideal blend of relaxation and access!
Listing is courtesy of: SHOWCASE PROPERTIES OF CENTRAL (352-351-4718)
Listing Agent: Sue Slaubaugh (941-780-3905)
1160 WAGON WHEEL DR, SARASOTA, FL 34240
$1,500,000201 Days on yellowkey MLS ID: A4673997
REDUCED by $25,000 (1.6%) on 06/06/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2467 Built: 1976 Tax: $5,221 (2024)Community: Fox Creek AcresSingle Family
Taxes:$5,221
Remarks: Welcome to a private 5 acre luxury estate, a rare multi residence retreat in the heart of Sarasota. Tucked behind a picturesque canopy of mature oaks and white ranch fencing, this exceptional property offers unmatched space, serenity, and versatility, featuring a beautifully maintained main residence, a fully equipped two story barn home with both upstairs and downstairs living accommodations, a sparkling saltwater pool, and acres of cleared usable land. The main home offers 3 bedrooms plus a large game room with a full closet that can serve as a fourth bedroom, office, or flex space depending on the buyer’s needs, along with multiple living areas and wide open spaces filled with natural light and peaceful views of the pool and surrounding acreage. Meaningful updates include appliances replaced in 2024, a whole house water softener system in 2024 including the apartment, septic pumped in 2024 with a new leech bed installed for both the home and apartment, a saltwater pool pump replaced in 2024, AC replaced in 2020, water heater replaced in 2019, and a durable metal roof from 2008. The expansive kitchen opens to the pool and living areas, complemented by a beautiful stone fireplace and a large bonus room perfect for a billiards room, playroom, gym, or hobby space. Outdoor living shines with a fenced saltwater pool and paver deck, ideal for sunny afternoons and relaxed evenings under the mature oak trees. The two story barn home is divided into two separate units, offering incredible flexibility for multigenerational living or rental income. The upstairs unit features 2 bedrooms and 1 and a half bathrooms, along with 2015 appliances and a private screened balcony overlooking the property. The downstairs unit includes 1 bedroom and 1 bathroom, updated flooring, granite counters, a 2020 stove and dishwasher, and a 2022 refrigerator. The barn also features a metal roof from 2006 and benefits from the recent septic upgrades. The full 5 acres are fully fenced and usable, perfect for horses, gardens, recreational vehicles, or future expansion, all accessed by a beautiful winding paved driveway and an oversized three car garage. This property offers peaceful privacy while still being close to shopping, dining, medical facilities, parks, I 75, and just a short drive to Siesta Key, Lido Key, and the world renowned Gulf Coast beaches.
Listing Agent: Katie Cobb (913-744-0248)
5155 HIDDEN HARBOR RD, SARASOTA, FL 34242
$1,995,000152 Days on yellowkey MLS ID: G5107159
2 Days Off yellowkey (back on 6/10/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2233 Built: 1973Monthly Fee: $332 Tax: $7,806 (2025)Community: Hidden HarborSpa: NoSingle Family
Taxes:$7,806
Remarks: Nearly 200 feet of deep-water frontage in the prestigious Hidden Harbor enclave of Siesta Key—no bridges, quick access to Roberts Bay and the Gulf of America. Move-in ready and never flooded. Enjoy island living in this private waterfront setting surrounded by multi-million dollar estates. Lush, canopy-lined brick paver streets, wide water views, no through streets, and excellent boating access. The home has been thoughtfully renovated with an emphasis on functionality and storage, featuring an updated kitchen, modernized bathrooms, tile flooring throughout, recessed lighting, impact-rated windows and sliders, landscape lighting, a dedicated well with irrigation system, and a heated saltwater pool. Bike to the award-winning Siesta Key Beach, dine and shop in Siesta Village, kayak from your dock to nearby mangrove tunnels, or enjoy the convenience of downtown Sarasota less than seven miles away. A rare waterfront home offering immediate enjoyment and long-term upside in a neighborhood experiencing significant luxury redevelopment.
Listing is courtesy of: LIST NOW REALTY, LLC (352-385-7636)
Listing Agent: Matt Buttner (352-385-7636)
482 E ROYAL FLAMINGO DR, SARASOTA, FL 34236
$3,840,000212 Days on yellowkey MLS ID: A4664936
REDUCED by $10,000 (0.3%) on 06/10/2026
Bed: 3 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2757 Built: 2026Monthly Fee: $89 Tax: $6,154 (2024)Community: Bird Key SubSpa: YesSingle Family
Taxes:$6,154
Remarks: Under Construction. Bird Key—Sarasota’s premier island address nestled just off the John Ringling Causeway between vibrant downtown Sarasota and the beaches of Lido and Longboat—provides the setting for this custom-built Allegra Homes masterpiece. The “Laurie Coastal” floor plan delivers approx. 2,757 sq ft of refined, light-filled living with 3 bedrooms, 3.5 baths, a dedicated study, and a versatile bonus room that adapts beautifully as media, fitness, or play space. A chef’s kitchen anchors the home with Wolf cooking, Sub-Zero refrigeration, and a Cove dishwasher, complemented by an oversized island and generous cabinetry. The great room’s pocketing glass sliders dissolve the boundary to a screened lanai appointed for true Florida living with a private saltwater pool/spa and tongue-and-groove ceiling—an effortless backdrop for everyday relaxation and elegant entertaining. Engineered for coastal living, the residence features impact Low-E windows/doors and an elevated foundation: a 3-course stem wall constructed above the Base Flood Elevation. Additional upgrades include a tankless water heater, professional landscaping, paver driveway, and a 3-car garage with epoxy flooring. From this coveted island of beautifully manicured streets and canal/bayfront homes, you’re moments to St. Armands Circle, downtown dining and arts, world-class marinas, and under construction is the new Bird Key Yacht Club; convenient to Sarasota–Bradenton International Airport (SRQ).
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
2753 VALENCIA DR, SARASOTA, FL 34239
$575,00077 Days on yellowkey MLS ID: TB8493972
REDUCED by $20,000 (3.4%) on 06/10/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1710 Built: 1957 Tax: $4,166 (2025)Community: South GateSingle Family
Taxes:$4,166
Remarks: Welcome to 2753 Valencia Drive, a beautifully reimagined 2-bedroom, 2-bath residence offering 1,541 square feet of light-filled living in the heart of Sarasota. From the moment you arrive, the home’s clean mid-century lines, fresh exterior finishes, and inviting covered entry set the tone for what’s inside. Step through the front door into a bright, open living space where wide-plank flooring, recessed lighting, and a soft neutral palette create a warm yet modern feel. The spacious living room flows effortlessly into a secondary sitting area centered around a charming brick fireplace perfect for relaxing evenings or entertaining guests. The fully renovated kitchen is both stylish and functional, featuring crisp white shaker cabinetry, quartz countertops, stainless steel appliances, designer backsplash, and elegant gold hardware accents. Thoughtful details and ample storage make this space as practical as it is beautiful. Just beyond, a sun-drenched dining area is surrounded by large windows that bring the outdoors in, creating the perfect setting for morning coffee or intimate dinners while overlooking the private backyard. Both bathrooms have been tastefully updated with modern vanities, upgraded fixtures, and clean, timeless finishes. The bedrooms are generously sized, offering comfort and flexibility for guests, a home office, or everyday living. Step outside to a spacious backyard with room to create your own outdoor oasis whether it’s a pool, garden, or entertaining space. The covered patio adds even more versatility for year-round enjoyment. Ideally located in one of Sarasota’s most desirable areas, this home places you just minutes from downtown Sarasota, Siesta Key Beach, shopping, dining, and top-rated schools. This is a rare opportunity to own a move-in-ready home that perfectly blends modern updates with timeless charm your Florida lifestyle starts here.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Kristin Leon (727-501-6516)
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