Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
5950 MIDNIGHT PASS RD #201, SARASOTA, FL 34242
$599,000176 Days on yellowkey MLS ID: A4670763
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 780 Built: 1957 Tax: $5,444 (2024)Community: Siesta Beach HouseCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,444
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Gulf-side living at its best! This cute-as-a-button 2-bedroom, 2-bath ground-floor unit has been completely remodeled from top to bottom, featuring new electrical and plumbing, impact windows and doors, stylish new flooring, beautifully updated baths, and a stunning new kitchen with quartz countertops, tile backsplash, countertop breakfast bar, and stainless-steel appliances. The primary bedroom includes an ensuite half bath, while the guest bedroom is conveniently located near the fully remodeled hall bath. Step right out your door and enjoy private beachfront access, a sparkling community pool, and outdoor seating areas with picnic tables. Assigned parking and guest spaces add convenience, while short-term rentals are allowed, offering excellent income potential and bookings already in place should you wish to keep them! Ideally located close to the Village for shops, restaurants, and entertainment, with the free trolley nearby to explore both sides of the Key. This is the perfect coastal retreat and will not disappoint!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Christine Green (941-914-2463)
1646 STICKNEY POINT RD #1646-101, SARASOTA, FL 34231
$411,50090 Days on yellowkey MLS ID: O6376065
REDUCED by $2,500 (0.6%) on 04/20/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1036 Built: 1975Monthly Fee: $993 Tax: $3,529 (2025)Community: Castel Del MareSpa: NoTownhouse
Taxes:$3,529
Elementary School: Gulf Gate Elementary
High School: Riverview High
Tax Year: 2025
Remarks: Escape to Saltwater Daydreams, your own slice of paradise just steps from the best of Siesta Key and Sarasota. A beautifully remodeled 2-bedroom, 1.5-bath townhome just across the south bridge from Siesta Key. Crescent Beach (access #12) in Siesta Key and multiple restaurants and shops are a short 10-MINUTE WALK! Fully updated in 2022 with new furnishings, in-unit washer/dryer, a screened lanai, and a private patio off the master bedroom. Located in the sought-after Castel Del Mare complex, you'll enjoy two pools (one right on the Intracoastal Waterway), tennis, pickleball, shuffleboard, a mangrove walk, and gazebo views of the waterway. The off-island location is a bonus during peak season — easy in-and-out without the bridge traffic. Townhome features tranquil and private greenbelt views from both levels. Assigned parking is located directly in front of the home, with ample guest parking nearby. The HOA fee covers exterior and roof maintenance, landscaping, amenities, on-site management, strong reserves, cable TV, water, sewer, trash recycling, and weekly pest control! Whether as a primary residence, seasonal getaway, or investment opportunity, this home offers privacy, comfort, and the ultimate Siesta Key lifestyle! With flexible rental guidelines, you can offset ownership costs by renting out part of the year, and take advantage of lucrative peak-season rental revenues!”
Listing is courtesy of: BEAR TEAM REAL ESTATE (407-228-1112)
Listing Agent: Bethanne Baer (407-228-1112)
1644 STICKNEY POINT RD #102, SARASOTA, FL 34231
$248,000234 Days on yellowkey MLS ID: A4664346
3 Days Off yellowkey (back on 4/20/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 800 Built: 1975Monthly Fee: $875 Tax: $2,767 (2024)Community: Castel Del MareCondo
Taxes:$2,767
Remarks: Under contract-accepting backup offers. Fully furnished and move-in ready, this delightful ground-floor condo at Castel Del Mare is perfectly situated on the mainland side of Little Sarasota Bay, right along the Intracoastal Waterway. Just a short stroll or bike ride across the bridge leads you to the stunning white quartz sands of Siesta Key Beach — yet this property offers a rare chance to own in paradise at a fraction of Siesta Key prices. Positioned directly on the waterfront, Castel Del Mare delivers a true resort-style living experience, with an impressive array of amenities including a circular bayside pool, a lap pool by the clubhouse, a fishing pier, kayak launch and storage, bayside gazebo, boardwalk, outdoor grilling areas, tennis/pickleball court, shuffleboard along the water, and an on-site property manager. Tucked away from the main road and offering serene wooded views, this ground-level unit means no stairs or elevators to worry about. It’s ideally located just steps from the clubhouse and lap pool for added convenience. The spacious open-concept living and dining area allows for comfortable entertaining, with sliding doors opening to a private, screened-in lanai—perfect for relaxing in the sun or stepping right out to the backyard and nearby tennis court. A storage closet off the lanai is perfect for beach gear. The kitchen includes a handy pass-through window to the living area, making serving and socializing a breeze. The bedroom features a walk-in closet, and an ensuite bathroom with a tub/shower combo. A large south-facing window adds natural light and more views of the trees outside. Three ceiling fans throughout the unit help maintain a cool, coastal breeze. Located just next door to a charming waterfront marina, shops, a waterfront dining spot, and a boat club with options for memberships in boating, fishing, and watersports. Plus, you’re only five minutes from Publix, pharmacies, and a variety of excellent mainland restaurants. Whether you're looking for a full-time residence, seasonal getaway, or rental opportunity, Unit #102 at Castel Del Mare is a fantastic find. Enjoy the relaxed waterfront lifestyle today!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Ann Martin (941-356-7717)
3085 GOLDENROD ST, SARASOTA, FL 34239
$454,000210 Days on yellowkey MLS ID: A4663967
REDUCED by $5,000 (1.1%) on 04/19/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1608 Built: 1965 Tax: $4,917 (2024)Community: South GateSingle Family
Taxes:$4,917
Elementary School: Wilkinson Elementary
Remarks: This rejuvenated residence sits on a ¼-acre in the heart of Southgate, a treasured community sought-after by families for its top-ranked school system. Locals appreciate the ideal proximity to downtown Sarasota’s arts and cultural venues, prized beaches, tons of recreational activities, and a wide variety of shopping and dining experiences. With 1,608 square feet of openness, this recently refreshed and upgraded home features 3 bedrooms and 3 baths. Casually comfortable interiors offer a pleasing neutral palette of beiges and creams that surround you in a quiet softness for easy Florida living. Natural light permeates this efficiently designed one-level home illuminating its modern conveniences and visual appeal. Adjacent to the living and dining area, the well-planned kitchen is highlighted by granite-topped island, hardwood cabinets, amazing backsplash, smooth surface cooktop, and stainless appliances including a side-by-side fridge, a built-in microwave and oven, a dishwasher, double sink and range hood. The baths feel luxurious with fully tiled walls matching the floors, vanities with granite countertops, and rich wood cabinetry. The three nicely-sized bedrooms are equipped with private baths and walk-in closets. Glass sliders open to a covered screen-enclosed porch that’s cozy and relaxing with a modern fire table adding a sparkle to cooler star-lit evenings. The fenced yard provides a large work shed, play area with swing set for the kiddos, ample area for barbecues with family and friends, or leisurely spot to kick back and enjoy life’s simpler moments. Everything throughout the home is new including ceiling fans, fixtures and finishes, solar panels for energy efficiency, high-volume water heater (2021), kitchen appliances (2019), ROOF, A/C, windows, PIPES LINED 2026 WITH A TRANSFERABLE WARRANTY, and tile flooring (2018). The newly-created ambiance of warmth and style has been done to perfection and will welcome you home with graciousness. Take the time to explore the many amenities at 3085 Goldenrod. Homes in this vicinity are in high demand and often sell quickly. Don’t miss this opportunity to make it yours. It might very well become your ideal place for years to come!
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
915 SEASIDE DR #310, SARASOTA, FL 34242
$1,399,00030 Days on yellowkey MLS ID: A4686908
0 Days Off yellowkey (back on 4/20/2026)
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1900 Built: 2009 Tax: $14,651 (2025)Community: Siesta Key Beach Residences IiSpa: YesCondo
Taxes:$14,651
Remarks: Under contract-accepting backup offers. Welcome to Unit 310 at the exclusive Hyatt Residence Club Siesta Key Beach—where elevated coastal living meets one of the most sought-after addresses on Siesta Key. Set directly on the powdery white sands of world-renowned Siesta Key Beach, this premier residence offers a rare opportunity to own within a luxury, resort-style community backed by the trusted Hyatt brand and known for its exceptional service, amenities, and strong rental demand. This beautifully updated 3-bedroom, 3-bath condominium is currently utilized as investment property and professionally managed offering a seamless, turnkey experience designed to maximize both convenience and performance. Perfectly positioned on world-famous Siesta Key Beach—consistently ranked among the top beaches in Florida, the U.S., and the world—this property benefits from steady, year-round demand for high-end vacation rentals. Whether you're seeking a dedicated income-producing asset, a future vacation retreat, or a combination of both, Unit 310 offers exceptional flexibility and long-term value. Inside, the residence features a bright, open-concept layout with three bedrooms and three full bathrooms, designed to comfortably accommodate owners and guests. Spacious living and dining areas create a welcoming environment, while the private lanai offers an additional space to relax. Residents and guests enjoy access to resort-style amenities, including a sparkling pool, fitness center, concierge services, and professional management options. With direct beach access, close proximity to Siesta Key Village, and strong, consistent rental appeal, Unit 310 presents an exceptional opportunity in the Siesta Key market. Positioned as one of the best values currently available, it is competitively priced to sell—making it an ideal choice for both investors and end users looking to capitalize on location, lifestyle, and long-term potential.
Listing is courtesy of: THE SARASOTA REAL ESTATE COMP. (941-321-5595)
Listing Agent: David Lehrman (941-321-5595)
4431 CAMINO REAL, SARASOTA, FL 34231
$4,400,000556 Days on yellowkey MLS ID: A4626321
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3787 Built: 2025 Tax: $4,370 (2023)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$4,370
Tax Year: 2023
Remarks: Under Construction. Estimated Completion July 2026. You have to see this one in person to understand. Prestigious Oyster Bay Estates Modern design built by The Holliday Group. Nestled on a generous 18,991 sq ft lot with 71 feet of serene lake frontage, this modern oasis offers a blend of style, comfort, and sophistication. This home is not located in a flood zone and everything is on one level (no walking up or down stairs). This residence offers a fantastic alternative to barrier island living, with close proximity to award-winning beaches without the hustle and bustle of island traffic. Designed with durability and safety in mind, this home is built to today's hurricane codes, featuring concrete block construction, impact-rated windows and doors and a 26KW LP gas generator to ensure comfort and piece of mind during any power outages. KEY FEATURES • Open-concept floor plan, featuring a state-of-the-art kitchen with Professional Grade Appliances, quartz countertops, custom cabinetry, Super Vaulted ceilings, oversized windows and sliders and a large kitchen island * This space flows seamlessly into the great room and dining area. The generous primary suite is split from the 2 additional en suite bedrooms and a flex room that can also serve as a 4th bedroom suite • Wide Plank Oak flooring through out the home except for the bathrooms *Attached side entry 3-car garage• Incredible outdoor living area includes a saltwater swimming pool and spa, paver decking, and lush landscaping – perfect for entertaining or relaxing by the water. Green Features: • Icynene open spray foam insulation • 16 SEER multi-zone HVAC system with advanced filtration • Energy-efficient gas grill, cooktop, and fireplace. Located in an excellent school district, this home offers the perfect combination of luxury, convenience, safety and Florida living at its finest. Incredible property and neighborhood on a prime oversized lot.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Ryan Carson (941-685-2879)
3209 ASHTON RD, SARASOTA, FL 34231
$599,00013 Days on yellowkey MLS ID: A4690471
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1586 Built: 1975 Tax: $5,588 (2025)Community: Ashton ParkSpa: YesSingle Family
Taxes:$5,588
Remarks: Location, location, location! This 3-bedroom, 2-bath home with a bonus room sits on a desirable corner lot just 4 miles from world-renowned Siesta Key Beach. Ideally positioned minutes from downtown Sarasota and I-75, this property offers both convenience and lifestyle. Offered turnkey, this home is move-in ready and ideal as a primary residence, seasonal getaway, or investment opportunity. Inside, enjoy a split floorplan with comfortable living spaces, plus a versatile bonus room perfect for a home office, gym, or flex space. Recent updates include a 2020 A/C, along with a brand-new pool and spa, creating a private backyard retreat. The screened lanai overlooks the spacious yard, ideal for relaxing or entertaining. Additional features include a covered carport and under-roof storage. Located near top-rated A schools and just moments from shopping and dining at Gulf Gate Village. Outdoor enthusiasts will love being at the end of the street from Red Bug Slough Preserve, a 72-acre nature preserve with walking trails, picnic areas, and scenic Florida wildlife. No HOA fees. No CDD fees. A rare opportunity to own in a prime Sarasota location.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Marlin Yoder (941-893-7406)
5635 ASHTON LAKE DR #4, SARASOTA, FL 34231
$215,500107 Days on yellowkey MLS ID: A4678043
2 Days Off yellowkey (back on 4/20/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 848 Built: 1984Monthly Fee: $315 Tax: $1,240 (2025)Community: Ashton Lakes 01 & 02Condo
Taxes:$1,240
Remarks: Under contract-accepting backup offers. Welcome to your new home at 5635 Ashton Lake Drive, a beautifully maintained two-bedroom, two-bathroom condo located in the heart of Sarasota, just minutes from the world-famous Siesta Key beaches. This move-in ready, second-story residence offers an ideal blend of comfort, convenience, and Florida living at its best. Step inside to discover an open floor plan with natural light and tasteful finishes throughout. The thought out kitchen, dining, living room combo work perfectly for yourself or entertaining guests! Enjoy your morning coffee or evening breeze from the large private balcony. Residents of this community enjoy access to resort-style amenities, including a sparkling pool, social areas, tennis courts and walking paths. The location couldn’t be more convenient—within minutes to restaurants, shopping, and entertainment, and only a short drive to Sarasota’s top attractions. Whether you’re seeking a year-round residence, seasonal getaway, or investment opportunity, this Ashton Lakes condo offers the best of coastal living—comfort, location, and lifestyle. Come see it today and experience Sarasota living at its finest!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Carolyn Carino, Llc (941-374-8522)
2312 GROVE ST, SARASOTA, FL 34239
$420,00014 Days on yellowkey MLS ID: A4690028
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1449 Built: 1958 Tax: $1,447 (2025)Community: Blossom BrookSingle Family
Taxes:$1,447
Elementary School: Southside Elementary
Remarks: This 2 bedroom 2 bath home is in a great location near Siesta Key beaches, downtown, Sarasota Memorial and in the Southside School district. The home features a new roof installed in 2025, original terrazzo flooring in excellent condition and plenty of room for a pool. Surrounded by million-dollar homes and new builds, this property is ready for a refresh or bring your plans and build brand new. No HOA and a central Sarasota location make this a compelling opportunity for builders and buyers alike looking to capitalize on one of the city’s most promising markets. This 8750 square foot lot offers the ideal canvas for a custom home in a location experiencing significant redevelopment.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Jennifer Horne (941-773-0943)
1137 N LAKE SHORE DR, SARASOTA, FL 34231
$6,495,000428 Days on yellowkey MLS ID: A4641614
REDUCED by $200,000 (3.0%) on 04/20/2026
Bed: 6 Bath: 6.5 Gar: 5 Liv Area Sq Ft: 6462 Built: 2004Monthly Fee: $17 Tax: $39,148 (2024)Community: Oyster Bay EstatesSpa: YesSingle Family
Taxes:$39,148
Remarks: One or more photo(s) has been virtually staged. Located West-of-Trail in one of Sarasota’s sought-after neighborhoods, Oyster Bay Estates, this stunning waterfront home is designed for those who appreciate breathtaking views and effortless entertaining. With a prime position on Sarasota Bay, this gated estate captures panoramic vistas of the city skyline, preserve and mangrove islands, and beyond. Blending timeless elegance with modern comforts, the home offers seamless indoor-outdoor living, quality finishes and thoughtfully designed spaces. A grand entrance sets the stage, with travertine stairs leading to stately double doors completed by a transom arch window. Inside, the living and dining areas boast a detailed coffered ceiling framed by a wall of sliders that showcase uninterrupted water views. A gas fireplace with a carved stone mantle anchors the space while custom wood shelving, wainscoting-lined hallways and artisanal millwork accentuate timeless craftsmanship. For culinary enthusiasts, the gourmet kitchen is functional and luxurious. Anchored by an oversized central island with a prep sink, it offers abundant workspace, granite countertops and custom wood cabinetry. A top-of-the-line Viking® appliance package pairs seamlessly with a Sub-Zero professional-grade refrigerator, while a deep basin sink and a spacious walk-in pantry with custom organization enhance convenience. An adjoining butler’s pantry elevates the space with glass-faced cabinetry, a beverage cooler and dishwasher drawers. The casual dining area is positioned to take in breathtaking water views, making every meal a scenic experience. The expansive great room boasts windows that capture views of mangrove islands, city lights and the tranquil waters beyond. Multiple bar areas, each equipped with beverage coolers, prep sinks, dishwasher drawers and granite countertops, ensure effortless entertaining. Retreat to the primary suite, a private sanctuary with a custom tray ceiling, a designer chandelier and bay windows that invite the amazing view in. The spa-inspired en-suite bath features travertine tile, dual vanities, a spacious walk-in shower with multiple showerheads, a jetted tub and an expansive custom-organized closet. A gracefully curved wood staircase ascends to the upper level, where four additional en-suite guest rooms offer luxurious accommodations, most with private balconies that frame breathtaking views. A three-stop elevator provides easy access across all levels. Ideal for large-scale entertaining, the home features a ground-level bonus area, storage and workshop, opening to the resort-style pool deck for seamless indoor-outdoor living. A private guest apartment, accessible via a separate staircase and above the garage, provides a serene retreat with a living room kitchenette, a spacious bedroom, a full bath and a private balcony. This estate has been thoughtfully crafted for elegance and entertainment, featuring Brazilian cherrywood floors, custom-trimmed doorways, wainscoting accent walls, crown molding, plantation shutters, custom-designed coffered and tray ceilings, and a central vacuum system, among other fine details. With stunning water vistas as its backdrop, this is more than just a home, it is a lifestyle conveniently near The Field Club, Southside Village and downtown Sarasota.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
5669 AMERICA DR, SARASOTA, FL 34231
$1,049,00066 Days on yellowkey MLS ID: A4683605
1 Days Off yellowkey (back on 4/20/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1651 Built: 1976 Tax: $7,404 (2025)Community: Phillippi Gardens 04Spa: NoSingle Family
Taxes:$7,404
Remarks: Under contract-accepting backup offers. Inviting mid-century modern style home on a large high and dry, waterfront Philippi Creek lot. Recently updated with modern features while keeping the charisma of the original building design. With easy access to the waterways of Sarasota Bay and its proximity to restaurants and shops, this location can't be beat! Only 10 minutes to Siesta Key Beach and in a great school district. Features include a new Trex dock with a 10,000 pound lift for your boating pleasure, recent renovations of the kitchen and baths, 48 inch tile flooring, new garden lighting and an epoxy floor in the carport. Make this a must see and come make your Sarasota waterfront dreams a reality today!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Maureen Morris (941-350-0807)
4013 RED ROCK LN, SARASOTA, FL 34231
$2,270,000398 Days on yellowkey MLS ID: A4646608
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2844 Built: 2021 Tax: $20,744 (2024)Community: Johnson EstatesSpa: NoSingle Family
Taxes:$20,744
Remarks: Under contract-accepting backup offers. Oversized lot, Newly Built, Granada & Red Rock Park Discover the ultimate blend of location, luxury, and lifestyle in this exquisite custom home, built in 2021 in the heart of it all . Set on an oversized 13,000+ sq. ft. lot in a peaceful, tree-lined cul-de-sac, this architectural masterpiece offers privacy and tranquility. Boasting four bedrooms, including two owner’s suites, and 3.5 baths, this thoughtfully designed residence embodies effortless elegance. The primary owner’s suite on the main level opens seamlessly to the private pool and lush backyard, while the second owner’s suite upstairs features a spa-inspired marble walk-in shower. Two additional bedrooms share a stylish Jack and Jill bath, each with custom-built closets and abundant natural light. Step inside to a soaring entryway with vaulted shiplap ceilings, wide-plank wood flooring, and expansive hurricane-impact windows and sliding glass doors, inviting the outdoors in. The open-concept living area is perfect for entertaining, flowing into a chef’s dream kitchen with a massive island, generous counter space, and premium finishes. Surrounded by lush landscaping and a fenced backyard oasis, this home is designed for seamless indoor-outdoor living. An extraordinary opportunity to own a new coastal contemporary gem in one of Sarasota’s most desirable locations, just moments from Siesta Key, The Field Club, Oyster Bay, and Southside Village.
Listing Agent: Inbal August (917-957-8111)
5381 PALOS VERDES DR, SARASOTA, FL 34231
$1,299,000111 Days on yellowkey MLS ID: A4677221
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1956 Built: 1952 Tax: $7,868 (2025)Community: River ForestSingle Family
Taxes:$7,868
Remarks: Exceptional waterfront living on Phillippi Creek. This is a boater’s paradise with rare, unobstructed access to Phillippi Creek. This exceptional waterfront property offers 202 feet of solid seawall with no mangroves, expansive water views, and the privacy of a tucked-away cul-de-sac location. With ample space to park a boat or RV and a long private driveway, this home is perfectly suited for those who value both convenience and a true Florida waterfront lifestyle. A paver brick entry welcomes you to this Spanish Mediterranean–style residence, highlighted by a striking curved front door and timeless architectural details throughout. Inside, the open floor plan features tile flooring, graceful archways, wood crown molding, and wood beams in the living room. Large windows and sliding glass doors fill the home with natural light while framing stunning views of Phillippi Creek. The kitchen is designed for both functionality and entertaining, offering granite countertops, a large breakfast bar, custom cabinetry, and a spacious butler’s pantry. A separate laundry room includes built-in cabinetry for additional storage. The primary suite features sliding glass doors leading outdoors, creating a seamless connection to the waterfront setting. Step outside to enjoy a lagoon-style pool and the tranquil sights and sounds of the creek, ideal for relaxing or hosting guests. With direct water access, generous outdoor space, and a peaceful yet central location just minutes from Siesta Key, downtown Sarasota, and central Sarasota, this is a rare opportunity to own a private waterfront retreat with exceptional boating access and enduring architectural appeal. All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.
Listing Agent: Reeny Kaney (941-954-5454)
2823 MARSHALL DR, SARASOTA, FL 34239
$1,199,00013 Days on yellowkey MLS ID: A4690497
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1856 Built: 2020 Tax: $8,242 (2025)Community: Orange ParkSpa: YesSingle Family
Taxes:$8,242
Remarks: This stunning one-story custom-built home, completed in 2020, offers the ideal blend of modern design, high-quality construction and an unbeatable location. In the sought-after Southside Elementary School district, this three-bedroom, three-bath residence plus dedicated office is just minutes from Siesta Key, downtown Sarasota and Sarasota Memorial Hospital, placing you at the heart of everything that makes Sarasota exceptional. Designed for comfort and style, this home features a seamless open floor plan with soaring ceilings, corner pocket doors in the office and abundant natural light. The spacious kitchen is a chef’s dream, boasting quartz countertops, an oversized island, custom cabinetry and top-tier appliances. The smoky mirror wall at the entryway and built-in bookshelves add unique character, while recessed LED lighting enhances the contemporary ambiance. Go outside through the expansive sliding glass doors to your private backyard retreat. The pool and spa are surrounded by lush traveler palms, creating a serene, tropical escape. The fully fenced-in yard and generous patio space make this the ideal setting for entertaining or unwinding in privacy. Additional highlights include solid block construction, hurricane/impact-rated windows and doors, a two-car garage with additional driveway parking and a paver driveway for an elegant touch. With no HOA or CDD fees, this move-in-ready home offers the rare opportunity to experience luxury living in one of Sarasota’s desirable neighborhoods. Schedule your private tour today!
Listing Agent: Katy Mcbrayer (941-400-2406)
5830 MIDNIGHT PASS RD #T22, SARASOTA, FL 34242
$1,000,00020 Days on yellowkey MLS ID: A4689210
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1194 Built: 1967 Tax: $8,543 (2025)Community: Jamaica Royale Elev AptsCondo
Taxes:$8,543
Remarks: Rare opportunity - Jamaica Royale, Tower 1 Enjoy breathtaking Gulf views from this beautifully positioned second-floor Gulf front condo on world-famous Siesta Key Beach. This 2-bedroom,2-bathroom residence features light-filled open living and dining space. The generous areas flow effortlessly toward the Gulf creating the perfect setting for relaxed coastal living or entertaining guests. Enjoy spectacular sunsets from the expansive balcony accessible from both the living room and primary suite. Ideally located just minutes from the island's vibrant restaurants, boutique shopping and entertainment, this Jamaica Royale beauty is a MUST SEE! Whether as a primary residence, a beach retreat or an investment opportunity this condo offers the best in Gulf front living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Alana Kate Sudano (410-456-8783)
2763 WOODGATE LN #208, SARASOTA, FL 34231
$245,000425 Days on yellowkey MLS ID: A4641855
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 874 Built: 1979Monthly Fee: $630 Tax: $2,362 (2024)Community: Pinewood Village IiSpa: NoCondo
Taxes:$2,362
Remarks: Attention!!!! This CONDO has a NEW 12 MONTH LEASE at a GREAT Monthly RENTAL !!!! COMPLETELY FURNISHED!!!!Condominium!! Seasonal Snow Birds!!Full-Time Residents!! Investors!!! Great Condo to live-in or rent!!!Completely updated Condo Unit 5 miles from Siesta Key Beach fully furnished. All windows and sliding glass doors updated with UV hurricane Impact Glass!!! Pinewood Village has a Large Heated Pool, Clubhouse, Fitness Center and Shuffleboard Courts. Furniture includes 2 large HD TV's, kitchen was remodeled with Granite Countertops, Stainless Appliances, Wood Cabinets. Both bathrooms have been total re-done. The master suite bedroom has Plantation shutters for privacy, upgraded fixtures in the bathroom and a walk -in closet. Condo was replumbed, new A/C in 2018, and new kitchen in 2019. Centrally located minutes from beaches, shopping and in the Sarasota School District. The low monthly maintenance fees include Cable TV, Community Pool, Insurance, Maintenance Exterior, Maintenance Grounds, Pool Maintenance, Sewer and Water, and Pest Control. Private Storage Unit and Laundry facilities on Condo Floor, elevator and assigned parking. Tenant in place ready to sign an annual Lease with new owner, if desired!!
Listing is courtesy of: EVERBEST REAL ESTATE (941-587-7311)
Listing Agent: Harvey Wasserman (941-587-7311)
157 GARDEN LN, SARASOTA, FL 34242
$1,195,00048 Days on yellowkey MLS ID: A4685180
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2146 Built: 1958 Tax: $9,961 (2025)Community: Siesta Rev OfSingle Family
Taxes:$9,961
Remarks: Under contract-accepting backup offers. Gorgeous remodel in the heart of Siesta Key and a short walk to Shell Beach access. Located a very large corner lot on a dead end street this home has the space, size, and all the amenities for your perfect getaway. This home has character and charm in all ways. From the banyan and palm trees, to the privacy wall, brick walkway, custom gates, and lush landscaping surround your Siesta getaway. This home, BIG PASS HIDEAWAY, a very successful vacation rental in previous years has generated over 105-112k consistently at a 73% occupancy rate. Completely renovated, designer touches, this home is gorgeous. Retro terrazzo floors, Gas fireplace, wood beam ceilings, European designer cabinets, just a few of the touches that bring out the style of this home. 3 main bedrooms and a 4th room connected to the main bedroom to create a double ensuite for the main bedroom that can be used as anything you wish. Currently set up as 4th bedroom with separate access to the pool area, it could easily be a studio, workout room, a nursery, a reading lounge. It's a special feature. As far as the improvements, everything has been completely redone. All new AC's main and mini split, new duct work. All repainted, new kitchen cabinets, new appliances, bathrooms renovated with designer tile. All new wiring, house was replumbed with new stacks and lining in main drain. ALL NEW HURRICANE IMPACT DOORS AND WINDOWS. New Pebble tech pool finish. Roof is 6 years old. New irrigation pump. Low voltage lighting. Tons of outdoor spaces from the oversized pool, to the garden and grilling areas. Hangout on the screened in patio or enjoy the firepit area. Lose track of time on your Florida visits and drift down the street to Siesta Key village and enjoy all it has to offer from shops, to dining, to the best beach USA! This home is gorgeous and priced to sell. Generate income. The choice is yours. Absolutely nothing to do but move and enjoy the siesta key life. Live in it. Schedule your private showing today. ***Can be purchased turnkey fully furnished on a separate bill of sale.***
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Joseph Patoray, Llc (941-448-8971)
2587 TEMPLE ST, SARASOTA, FL 34239
$930,000104 Days on yellowkey MLS ID: A4678305
0 Days Off yellowkey (back on 3/10/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2396 Built: 2022 Tax: $10,724 (2025)Community: Rustic Lodge 3Single Family
Taxes:$10,724
Elementary School: Alta Vista Elementary
Remarks: Under contract-accepting backup offers. Discover modern living at its finest in the heart of Arlington Park, one of Sarasota’s most desirable and centrally located neighborhoods. Tucked away on a private, dead-end street and situated directly across from Arlington Park, this home offers rare tranquility with immediate access to the park’s walking trails, fitness facilities, playground, pool, and tennis courts. Just minutes from downtown Sarasota, Sarasota Memorial Hospital, and the world-famous white sands of Siesta Key Beach, the location delivers the perfect blend of convenience, lifestyle, and coastal charm. Built in 2022 and designed with contemporary sophistication and effortless livability, the open-concept floor plan showcases a sleek, elegant kitchen that flows seamlessly into the main living area, ideal for both everyday living and entertaining. The home features four bedrooms plus a versatile loft, offering exceptional flexibility for family, guests, or a home office. Step onto the second-floor balcony overlooking Arlington Park, a peaceful setting to enjoy morning coffee or unwind at sunset. Furniture is negotiable for a smooth, turnkey transition, and with no rental restrictions, this property presents an outstanding opportunity as a primary residence, vacation retreat, or income-producing investment.
Listing Agent: Wendy Egan (941-444-0446)
858 HUDSON AVE #858, SARASOTA, FL 34236
$920,000273 Days on yellowkey MLS ID: A4659647
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1533 Built: 1989 Tax: $11,352 (2024)Community: Hudson LandingsCondo
Taxes:$11,352
Remarks: Live the Downtown Waterfront Lifestyle – Deeded Dock Included! Brand new exterior paint! This beautifully renovated 2-bed, 2-bath condo with a den (optional 3rd bedroom) is a rare find in Sarasota’s desirable West of the Trail neighborhood. Located in Hudson Landings, a quiet 12-residence community just minutes from downtown and the bay, this light-filled second-floor corner unit offers modern updates and an unbeatable lifestyle. The list price includes a deeded dock and a 10,000-lb boat lift—brand new with updated pilings and cradle—providing quick, direct access to Sarasota Bay and the Gulf of Mexico. Bring your boat and enjoy the ultimate Florida living experience! Inside, you'll find a vaulted exposed-beam ceilings and abundant natural light with a sleek contemporary kitchen with custom cabinetry, newer granite countertops, glass tile backsplash, and top-of-the-line stainless steel appliances, including a built-in double oven and glass cooktop, and a spacious Italian-style shower in the updated bathrooms. Plus a cozy wood-burning fireplace for cool evenings and an enclosed patio with large hurricane-rated sliding windows, creating a bright and inviting dining area Step outside and you’re just a short walk to Marie Selby Botanical Gardens, the Sarasota Bayfront, and vibrant downtown Sarasota. This peaceful community also features a heated pool, lush landscaping, and a truly secluded atmosphere—no damage from recent storms Helene or Milton; docks and boats remained intact.
Listing is courtesy of: YORKSHIRE INTERNATIONAL R.E. (941-366-0000)
Listing Agent: Jules Roman (941-366-0000)
306 ISLAND CIR, SARASOTA, FL 34242
$1,825,00015 Days on yellowkey MLS ID: A4689514
0 Days Off yellowkey (back on 4/19/2026)
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2392 Built: 1952Monthly Fee: $4 Tax: $18,781 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$18,781
Remarks: Under contract-accepting backup offers. A truly rare offering, this waterfront residence is uniquely positioned with 133 feet of water frontage on two sides, creating an unparalleled sense of privacy and serenity. Nestled on prestigious Palm Island, in the heart of Siesta Key, this property embodies the ultimate coastal lifestyle. This spacious four-bedroom, three-bathroom home is thoughtfully designed, featuring two en-suite bedrooms alongside two additional generously sized guest rooms. Expansive windows invite in natural light while framing tranquil water views throughout the home. Boating enthusiasts will appreciate the private dock and boat lift at the rear of the property, with additional capacity to add a second dock and lift along the side canal—an extraordinary advantage rarely found. Ideally located, the home offers effortless access to world-renowned Siesta Key Beach and the vibrant Siesta Key Village, placing dining, shopping, and entertainment just a leisurely stroll away. Recently renovated, the residence showcases a large resort-style pool with spa, low-maintenance tropical landscaping, and updated finishes including new appliances, cabinetry, and more—creating a move-in-ready retreat. The peaceful wrap around canal provides a private sanctuary where nature and waterfront living converge. Set on an expansive ~14,000 square foot lot, this property is also offered at a compelling value at just above land pricing, presenting a remarkable opportunity for a custom luxury estate. Building plans are available and this lot is build to suit.
Listing Agent: Jessica Hoffman (941-400-5778)
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