Location: Sarasota
Keyword(s): Brookside Middle
Keyword(s) Middle School: Brookside Middle
Do Not Show Listings
3800 FLORES AVE, SARASOTA, FL 34239
$4,495,00014 Days on yellowkey MLS ID: A4695844
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4106 Built: 2026 Tax: $10,023 (2025)Community: GranadaSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,023
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: NEW CONSTRUCTION - Experience the pinnacle of Sarasota luxury in this newly completed, move-in-ready residence, ideally located within the City of Sarasota and attractively priced for today's market. Offering 4 bedrooms, a private den, 4.5 baths, and 4,106 square feet of thoughtfully designed living space, this exceptional home seamlessly blends contemporary elegance with relaxed coastal living. Crafted for effortless indoor-outdoor enjoyment, the home features two expansive lanais overlooking a private resort-style pool and spa, creating the perfect setting for entertaining or unwinding in complete privacy. Inside, refined finishes and modern conveniences abound, including engineered hardwood flooring, quartz countertops throughout, a chef-inspired kitchen with an oversized walk-in pantry, and the rare convenience of dual laundry rooms. Open-concept living spaces are filled with natural light and designed to accommodate both everyday living and grand-scale gatherings. Nestled in a peaceful, private setting, yet just minutes from world-famous Siesta Key Beach, premier golf courses, downtown Sarasota, St. Armands Circle, and an array of fine dining and cultural attractions, this residence offers the ideal balance of luxury, location, and lifestyle. A rare opportunity to own a brand-new custom home in one of Florida's most desirable coastal communities. (Some Photos are Virtually Staged)
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Joshua Freed (941-577-5121)
2531 WISTERIA ST, SARASOTA, FL 34239
$2,497,00020 Days on yellowkey MLS ID: A4694903
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3203 Built: 2026Monthly Fee: $17 Tax: $4,502 (2025)Community: South GateSpa: YesSingle Family
Taxes:$4,502
Remarks: Perfectly positioned in the heart of the highly sought-after South Gate neighborhood, this exceptional new construction residence by Park Residences LLC masterfully blends timeless architecture, designer-curated finishes, and state-of-the-art functionality to create an extraordinary family retreat. Offering 5 bedrooms, 5 bathrooms, and an uncompromising level of craftsmanship throughout, every detail of this luxury home has been thoughtfully designed for elevated everyday living. From the moment you enter, you are welcomed by refined interiors highlighted by 7 1/4-inch white oak engineered hardwood flooring flowing throughout, complemented by level 4 drywall finishes, custom feature walls, and stunning Visual Comfort lighting and ceiling fans, hand-selected by our interior designer. A dramatic living area showcases a sleek horizontal fireplace flanked by custom shelving creating a warm yet elegant focal point ideal for entertaining or relaxing with family. The gourmet chef’s kitchen is both elegant and functional, featuring custom white oak soft-close cabinetry, exquisite quartzite surfaces, a custom-built pantry, and a premium suite of luxury appliances. Culinary enthusiasts will appreciate the Thermador 48-inch built-in smart French door refrigerator/freezer with integrated custom paneling, Thermador dishwasher with custom cabinetry front, Fisher & Paykel 48-inch induction range with convection oven, and Sharp smart microwave drawer. Every element has been selected to combine beauty, innovation, and performance seamlessly. A custom staircase with 1 1/4-inch solid wood stair treads, beautifully stained and brushed, adds architectural character while leading to spacious secondary living areas and bedrooms. Custom closets throughout the home provide exceptional organization and storage, while pre-wiring for sound allows for effortless integration of modern smart-home living. Built with superior quality and efficiency in mind, the residence features PGT impact windows and Thermatru doors, spray foam insulation in the roof deck, garage, and lanai ceilings, and a durable steel tile roof with a lifetime warranty. Two Daikin 15 Seer heat pump air conditioning systems with Nest thermostats provide year-round comfort, while two water heating systems — including a tankless instant hot water heater and a 55-gallon Rheem Gladiator with leak detection — ensure convenience and peace of mind. Outdoor living is equally impressive with a resort-inspired heated saltwater pool and spa featuring a gunite finish, elegant waterline tile, sun shelf, autofill system, and expansive marble pool decking. A 6ft fully fenced creates a private oasis perfect for entertaining, pets, or family gatherings. Combining luxury finishes, advanced construction quality, and impeccable design in one of the area’s most desirable family neighborhoods, this remarkable South Gate residence offers a rare opportunity to own a truly remarkable new construction home where sophistication, comfort, and functionality come together effortlessly.
Listing is courtesy of: SARASOTA TRUST REALTY COMPANY (941-366-1619)
Listing Agent: Renee Preininger (941-400-4235)
6282 BONAVENTURE CT, SARASOTA, FL 34243
$449,00023 Days on yellowkey MLS ID: TB8509376
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1652 Built: 1987Monthly Fee: $73 Tax: $4,499 (2025)Community: Cedar CreekSingle Family
Taxes:$4,499
Elementary School: Emma E. Booker Elementary
High School: Booker High
Remarks: Stunning Updated Cedar Creek Home with Water Views! Schedule your showing today to see this beautifully updated 3-bedroom, 2-bathroom, 2-car garage home located in the desirable Cedar Creek community. Situated on a spacious corner lot, this home offers an open floor plan and a fully fenced-in yard featuring a water view. The interior boasts high-end finishes, including vein-cut travertine floors, custom baseboards, and a master suite elevated by a teak beam. The kitchen and bathrooms were fully renovated in 2022 with new cabinets and modern toilets. The guest bath also features a jacuzzi tub and a custom glass shower door installed in 2023. Major System Updates: - Roof & Gutters: New for 2025 - HVAC (AC): New for 2024 - Water Heater: New for 2024 - Sprinkler System: New for 2024 - Appliances: Whirlpool Gold suite (2019) Conveniently located just minutes from the University Town Center Mall, Sarasota Beaches, and Downtown Sarasota, this move-in-ready home combines luxury with an unbeatable location. Key Features: - 3 Bedrooms | 2 Bathrooms | 2-Car Garage - Open floor plan with abundant natural light - Corner lot with water views and fenced yard - Extensive modern renovations throughout -5 zone mini splits allow each room to have it own temperature -hurricane windows 2023 Please use showtime for showing instructions.
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)
Listing Agent: Taryn Cash (727-641-4989)
3535 VILLAGE GREEN DR, SARASOTA, FL 34239
$459,90026 Days on yellowkey MLS ID: A4694600
REDUCED by $10,000 (2.1%) on 06/10/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1647 Built: 1968Monthly Fee: $8 Tax: $2,805 (2025)Community: Village Green Club EstatesSingle Family
Taxes:$2,805
Elementary School: Wilkinson Elementary
Remarks: STUNNINGLY RENOVATED HOME IN THE HIGHLY DESIRABLE VILLAGE GREEN ESTATES! Situated on a premium oversized lot, this beautifully updated 3-bedroom, 2-bath residence delivers the perfect blend of luxury, comfort, and location. From the moment you arrive, the fresh landscaping, updated exterior, and BRAND-NEW VINYL PRIVACY FENCE create incredible curb appeal and backyard seclusion. Inside, you’ll find a completely reimagined interior with designer finishes throughout. The show-stopping kitchen features elegant waterfall quartz countertops, soft-close cabinetry, premium finishes, and an open-concept design ideal for entertaining. Wide-plank luxury vinyl flooring flows seamlessly throughout the home, accented by stylish matte black fixtures and hardware for a modern, sophisticated feel. Both bathrooms have been transformed into spa-inspired retreats with custom tile work, upscale vanities, and contemporary finishes. The spacious living areas open to a screened and covered lanai, creating the perfect indoor-outdoor Florida lifestyle. Major upgrades provide peace of mind, including impact windows and doors, newer tile roof, new HVAC ductwork, and new water heater — making this home truly move-in ready. Located in the well-established Village Green Estates community with only a low $100 annual fee and NO CDD fees. Optional membership at the nearby Village Green Golf Club offers easy access to golf just moments away. Exceptional Sarasota location close to shopping, dining, Starbucks, Publix, Legacy Trail, Downtown Sarasota, UTC Mall, I-75, and world-famous Siesta Key Beach.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Lee Brewer (941-724-3448)
1632 STARLING DR #101, SARASOTA, FL 34231
$335,00029 Days on yellowkey MLS ID: A4694065
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1712 Built: 1987 Tax: $4,624 (2025)Community: The Landings South ISpa: NoCondo
Taxes:$4,624
Elementary School: Phillippi Shores Elementary
High School: Riverview High
Remarks: Welcome to your new home in The Landings. This light-filled, ground-floor end-unit Coach House offers peaceful preserve views and the feel of a private backyard retreat. Thoughtfully updated with newly installed luxury vinyl plank flooring, the open-concept floor plan seamlessly connects the kitchen, living, and dining areas, creating a bright and inviting living space filled with natural light. The kitchen features stainless steel appliances, classic subway tile accents, and clean, neutral finishes that complement the home’s relaxed coastal style. In the great room, upgraded frosted glass doors open to a customized storage closet or second pantry, adding both style and functionality. Adjacent to the living area, the glass-enclosed Florida room provides flexible additional living space with tranquil views of the surrounding nature preserve. The spacious primary suite includes a built-in office area with abundant storage, a walk-in closet, and a generously sized ensuite bath featuring a large walk-in shower with upgraded frameless glass doors. A separate guest bedroom, full guest bath, and dedicated laundry room complete the home’s well-designed layout. Step outside to the sunny back patio and enjoy serene nature views in a peaceful, private setting. Sold partially furnished. Ideal as a seasonal getaway or full-time residence. Ownership includes membership to The Landings Racquet Club, offering 8 Har-Tru tennis courts, a pool, hot tub, fitness center, library, and a vibrant calendar of social activities. This gated “west of the trail” community is a hidden gem with mature landscaping, scenic lakes, and a nature trail leading to a dock on the Intracoastal Waterway. Conveniently located just minutes from Siesta Key, dining, shopping, and downtown Sarasota.
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Tina Von Kessel (941-266-2848)
589 COMMONWEALTH LN, SARASOTA, FL 34242
$2,200,00047 Days on yellowkey MLS ID: R4910990
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2073 Built: 1972 Tax: $9,116 (2025)Community: Siestas Bayside Waterside EastSingle Family
Taxes:$9,116
Remarks: Welcome to your canal front pool home on beautiful Siesta Key. It is a 4 bedroom,2 full bathroom home on approximately .24 acres (10,623 sq ft).It was built in 1972 and now rebuilt in 2026. The house is 2,154 sq ft under air with a 2 car garage which is 462 sq ft. There are brand new Champion windows and sliders,throughout all hurricane impact resistant. The new HVAC system was put in in 2024, and since then the electric and plumbing systems were totally redone. The brand new flooring is a beautiful sandy tile, much like the color of the sand on world renowned Siesta Key beach. Take invigorating walks or bike rides and view the magnificent sunsets on the beach. The roof is older but has been inspected and is in excellent condition. There are lots of plush plantings and a dock right outside of the screened pool and lanai. Come see for yourself! This home should not be missed! Buy yourself a piece of paradise, there's only so much to go around!
Listing is courtesy of: PREMIER PLUS REALTY (941-228-0077)
Listing Agent: June Mceleavy (941-228-8139)
611 VENICE LN, SARASOTA, FL 34242
$1,050,00056 Days on yellowkey MLS ID: A4686684
REDUCED by $22,000 (2.1%) on 06/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2168 Built: 1972Monthly Fee: $42 Tax: $9,119 (2025)Community: Siestas Bayside Waterside EastSpa: NoSingle Family
Taxes:$9,119
Remarks: Island living meets easy everyday comfort in this turnkey furnished Siesta Key pool home. With 3 bedrooms, 2 bathrooms, approximately 2,168 square feet of living space and a 2-car garage, there is room for full-time living, a vacation getaway, or a high-demand rental. Built of concrete block, this Ruth Richmond home offers peace of mind with major updates already done: brand new metal roof with warranty (April 2026), AC with warranty (August 2023), garage door (March 2025), front door (April 2025), and low-maintenance terrazzo flooring. Step inside to an inviting, well-planned layout with the primary suite on one side of the home with updated ensuite bath, and guest bedrooms on the other, offering privacy for family and visitors. The newly updated kitchen features granite countertops and modern finishes. The living room, dining area, and sunroom flow together seamlessly and overlook your private backyard oasis. Outside, enjoy your own sparkling, “sports pool” with a shallow area across the center, ideal for hosting friends for a game of pool volleyball, playing with the kiddos, or lounging. A brand-new fence with self-closing gates (April 2025) wraps the yard in privacy, creating a quiet retreat after a day at the beach. Located on world-famous Siesta Key with low HOA fees of just $500 per year, you’re just minutes from the white quartz sand beaches, charming village shops and restaurants, boating, kayaking, and all the island lifestyle has to offer. This home combines an incredible coastal location with everyday convenience. Turn the key, drop your bags, and start living the Siesta Key lifestyle at 611 Venice Lane.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Christine Pope (941-685-5565)
1332 SIESTA BAYSIDE DR #1332C, SARASOTA, FL 34242
$699,90068 Days on yellowkey MLS ID: A4689488
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1280 Built: 1988 Tax: $7,606 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$7,606
Remarks: Turnkey furnished and beautifully updated, this ground-level 2-bedroom, 2-bath residence in Gulf & Bay Club Bayside offers an exceptional blend of comfort, convenience, and Siesta Key lifestyle. Lightly lived in and meticulously maintained, the interior features a renovated kitchen with stainless steel appliances, solid stone countertops, breakfast bar seating, recessed lighting, custom tray ceiling detail, and an open connection to the main living area that enhances both everyday living and entertaining. Large-format tile flooring runs throughout the main living spaces, while both bathrooms have been tastefully updated with stone counters and tiled shower surrounds. The spacious primary suite offers a relaxing retreat with direct access to the screened lanai, and the guest bedroom is well appointed for family and visitors. Coastal furnishings and decor create a true move-in-ready presentation. The oversized screened lanai expands the living space and provides a peaceful setting surrounded by tropical landscaping, with the community walking path just outside leading to the Intracoastal fishing area, tennis and pickleball courts, and the second pool. Ideally positioned within the community, this residence is also just a short distance to the clubhouse, fitness center, BBQ area, and main pool. Owners and guests enjoy deeded beach access through Gulf & Bay Club across the street, placing world-famous Siesta Beach just a short stroll away. Siesta Beach is currently the No. 1 beach in the U.S. in TripAdvisor's 2025 Travelers' Choice Awards, and Sarasota County provides free trolley service connecting Siesta Key Village, Siesta Beach, South Village, and Turtle Beach. The location also offers convenient access on and off the island, with nearby Siesta Key Village offering shopping, dining, and the relaxed island atmosphere that makes this area so desirable. A private garage completes the package. Whether sought as a personal retreat, seasonal escape, or investment opportunity, this updated Gulf & Bay Club Bayside residence is an outstanding opportunity on Siesta Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Shane Lewis (941-685-3252)
1732 KESTRAL PARK WAY S #43, SARASOTA, FL 34231
$534,00069 Days on yellowkey MLS ID: A4686630
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1368 Built: 1982Monthly Fee: $167 Tax: $5,360 (2025)Community: The LandingsVilla
Taxes:$5,360
Remarks: THIS RARELY AVAILABLE and highly sought-after Landings Carriage Home, nestled within mature landscaping and offering verdant vistas from every room, is ready for its next owner. This residence lives like a single-family home, featuring a charming living area with a wood-burning fireplace, custom mantle, glass-topped shelf divider, and LVT plank flooring. Abundant windows fill the home with natural light, while plantation shutters provide privacy and character. The surrounding landscaping includes hibiscus, palms, ferns, and flowering trees, supported by an irrigation system, creating a peaceful garden setting. A paver driveway and walkway enhance the welcoming curb appeal. The split floor plan offers privacy, with a spacious primary suite featuring a dressing-room-style closet. The updated primary bathroom includes a walk-in shower with travertine, stone vanity top, high ceilings, and mirrored and tiled accents. The suite also features a ceiling fan and access to a private patio. The guest bedroom offers two closets and a full patio door for natural light. The second bathroom includes a granite-top vanity and tub/shower combination. The dining area is highlighted by a coastal-style glass bead chandelier. A glass-enclosed lanai provides flexible space for an office, den, or guest area. The kitchen features newer stainless steel appliances, granite countertops, a breakfast area, and a patio door leading to a private walled courtyard with a ceramic tiled fountain—ideal for relaxing or outdoor dining. Residents of The Landings enjoy scenic nature trails leading to Roberts Bay, along with a private fishing gazebo and kayak launch. Conveniently located between the Siesta Key bridges and approximately seven miles to downtown Sarasota. THIS IS THE LOCATION!! New additional gutters (2025), new TPO lanai roof (2026), new barrel tile roof (2022 association maintained), tankless hot water heater, new GE stacked full size washer and dryer with wifi capability (2021), new stainless steel Kitchen Aid appliances (2023), new garbage disposal (2024), new wifi controlled thermostat (2022), newer A/C system, create a home for you to easily move right into. Landscaping and building exterior maintenance are included in the monthly fees, so you are free to take advantage of the ideal Landings location—strategically developed as one of Sarasota’s premier gated communities with optional Racquet Club membership with 8 Har-Tru tennis courts, pro shop, fitness center, meeting rooms, pool and spa. The Landings has a lush well maintained nature trail that leads to Roberts Bay with a private fishing gazebo and rental space to park your kayak. Midway between the two Siesta Key bridges and approximately 7 miles from downtown—this is THE LOCATION.”
Listing Agent: Heather Chase (941-320-3121)
6140 MIDNIGHT PASS RD #904, SARASOTA, FL 34242
$2,350,00069 Days on yellowkey MLS ID: A4682903
REDUCED by $100,000 (4.1%) on 06/03/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1940 Built: 1967 Tax: $9,709 (2025)Community: Horizons WestCondo
Taxes:$9,709
Remarks: Experience the pinnacle of island living in this 9th-floor, west-facing penthouse offering sweeping, unobstructed Gulf and Crescent Beach views from Point of Rocks to iconic Siesta Beach, where nightly sunsets paint the sky. Perfectly positioned above Siesta Key’s crystal-white sands, this spacious residence features 2 bedrooms and 2 baths with the rare opportunity to expand to a third bedroom and bath, allowing you to customize your coastal retreat. Highlights include a full laundry room, impact-rated windows, tankless water heater, dual A/C systems, and a coveted private 2-car garage with direct lobby access—one of only four in the community. Located in the prestigious Horizons West, a gated gulf-to-bay enclave spanning more than seven lush acres, residents enjoy 300 feet of private beachfront, beach cabanas, a Gulf-front pool and spa, grilling areas, a bayside pool and clubhouse, and a private intracoastal park with day dock, kayak launch, and serene mangrove setting. With SIRS and Milestone inspections complete and new landscaping throughout, this exceptional penthouse delivers luxury, privacy, and the ultimate Siesta Key beachfront lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Suki Scollo (941-587-2289)
6140 MIDNIGHT PASS RD #501, SARASOTA, FL 34242
$1,795,00070 Days on yellowkey MLS ID: A4688820
REDUCED by $100,000 (5.3%) on 06/08/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1798 Built: 1967 Tax: $16,236 (2025)Community: Horizons WestCondo
Taxes:$16,236
Remarks: Spacious and inviting, this TRUE 3-bedroom, 5th-floor end-unit condominium is located directly on Siesta Key’s world-renowned quartz crystal sand beach and offers sweeping west-facing Gulf and Crescent Beach views from Point of Rocks to northern Siesta Key. Enjoy water views from every room in this updated, move-in-ready residence that comes fully turnkey furnished—just bring your suitcase and start enjoying the beachfront lifestyle. Featuring IMPACT windows and doors for peace of mind, this coastal retreat is nestled within the desirable Horizons West, a Gulf-to-Bay resort set on over 7 beautifully landscaped acres. Amenities include 300 feet of deeded beach access with cabanas, a beachside pool and spa, grilling areas, a second pool by the clubhouse, and a private Intracoastal Waterway park with day dock ideal for fishing, picnicking, or watching boats pass by. Launch kayaks and paddleboards from the bayside to explore the mangroves, or hop on the free Siesta Key trolley to experience the island’s exceptional dining, shopping, and entertainment.
1792 FLOYD ST, SARASOTA, FL 34239
$1,250,000110 Days on yellowkey MLS ID: A4684245
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2015 Built: 1951Monthly Fee: $2 Tax: $13,700 (2025)Community: Hudson Bayou/Midwood ManorSpa: YesSingle Family
Taxes:$13,700
Remarks: Virtually Staged. Great price for walled-in pool home in PRIME WEST OF TRAIL location, just a few blocks to Southside Village popular shops and restaurants and 1 block to Sarasota Memorial Hospital. The home was remodeled in 1996 and 2000 with vaulted ceilings, newer bathrooms and kitchen, split bedroom floor plan, pool (built in 2003 and Pebbletec resurfacing in 2026), interior laundry room and 1 car garage. Tile or wood floors throughout. Property re-piped in 2024, a/c 2019. Perfect for your residence or an easy investment property with weekly or monthly rentals allowed. Rental estimates range from $6k - 7.5k monthly depending on annual or weekly rental. Very limited rental availability in the area.
Listing Agent: Barbara May (404-822-9264)
1959 WISTERIA ST, SARASOTA, FL 34239
$3,150,000117 Days on yellowkey MLS ID: A4683340
Bed: 3 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 2844 Built: 2026 Tax: $10,143 (2025)Community: Desota ParkSpa: YesSingle Family
Taxes:$10,143
Remarks: Welcome to 1959 Wisteria Street – a beautiful New Construction Single Story home, West of the Trail, that your clients will love! This just-completed modern coastal single story home is located West of the Trail in preferred Flood Zone X, offering elevated storm protection and convenient access to Southside Village, Downtown Sarasota and Siesta Key beaches. Designed and built with Majestik Homes' signature strength and style, this 3 bedroom plus office, 4 bath home blends architectural elegance with energy efficiency and storm-ready construction. You will be awestruck as you open the home’s large glass-paneled double doors and step into a spacious foyer that flows seamlessly into an expansive great room filled with natural light and a striking entertainment wall — perfect for relaxed living and stylish entertaining. Panoramic sliding glass doors open to a private backyard oasis featuring a sparkling pool and spa, and a fully appointed outdoor BBQ area designed for effortless Florida entertaining. The chef’s kitchen features high-end gas appliances, and the dining room is ideal for intimate dinners and larger gatherings alike. The Primary Suite is spacious and luxurious with its own private lanai. The spa-inspired primary bath offers both an indoor shower and a private outdoor shower for a true resort-style experience. Bedroom 3 includes an en-suite bath. Situated on a generous homesite with large side yards and enhanced privacy, the property is complemented by a circular driveway and an oversized 3-car garage — providing ample space for guests, storage, and everyday functionality. Beautifully staged and thoughtfully designed, this home showcases artwork from some of the local area’s most inspiring artists. Easy to show — you won’t want to miss this exceptional opportunity.
Listing is courtesy of: MAJESTIK REALTY, INC (941-363-6080)
Listing Agent: Michael Hankin (941-504-4337)
137 AVENIDA MESSINA #3, SARASOTA, FL 34242
$625,000140 Days on yellowkey MLS ID: A4680216
REDUCED by $15,000 (2.3%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1966 Tax: $5,716 (2024)Community: Villa NavarraCondo
Taxes:$5,716
Tax Year: 2024
Remarks: Discover this beautiful upstairs furnished condo in a highly desirable complex that is ideally situated in the Mira Mar neighborhood adjacent to the Siesta Key Village! Just a short stroll to the beach and mere moments from top dining, shopping, and nightlife, this unit is the ultimate coastal escape. Enjoy worry-free living with impact windows and sliding doors, a 2024 washer/dryer in the unit, and a 2022 water heater. NEW ROOF, no assessments, and no flooding concerns make this an exceptional find! Both the bathrooms and the kitchen have been tastefully renovated with sleek quartz countertops. The entire unit features neutral ceramic plank-tile flooring and a cohesive neutral palette throughout. Unwind on your screened in lanai, enveloped by lush palms and tropical greenery. Leave your car at home and soak in the beauty of Siesta Key Beach—ranked the #1 beach in the U.S. You are just 2/10 of a mile away from Sunset Pier where pristine white quartz sand, crystal-clear waters, and breathtaking sunsets await. Whether you're seeking a primary residence or the perfect island getaway, this beautifully maintained boutique community of just 16 condos offers an unbeatable location. Don’t miss this rare opportunity!
Listing Agent: Jackie De Manio Eberley (201-233-1959)
5780 MIDNIGHT PASS RD #210, SARASOTA, FL 34242
$999,000197 Days on yellowkey MLS ID: A4673708
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1979 Tax: $9,269 (2025)Community: Gulf & Bay Club Ph 2Condo
Taxes:$9,269
Remarks: BEST VALUE AT SIESTA KEY BEACH GULF & BAY CLUB. Imagine living in Paradise…Welcome to your dream home on Siesta Key, where every day feels like a vacation. This beautiful beachfront corner unit in the prestigious GULF & BAY CLUB is located on the #1 Beach in America per Trip Advisor. Step into this stunning two-bedroom, two-bathroom unit, filled with natural light from expansive windows. Enjoy breathtaking sunrise and sunset views as part of your daily routine. The renovated interior features high ceilings, a gourmet kitchen with an office, modern bathrooms, smart storages and elegant details. Gulf & Bay Club is the gated resort community on the key. The serene property spans on 32 acres with 800 feet of private quartz sand beach, offering exceptional living. Beyond your home, Gulf & Bay Club offers world-class amenities, including scenic pathways to a freshwater lake with a rustic footbridge, a lush tropical courtyard with 3 heated pools, 6 pickleball courts, 4 tennis courts, 2 clubhouses and barbecue grills for social gatherings. Fitness enthusiasts can access a commercial gym, sauna, and media facility, while EV charging stations promote eco-friendliness. With an on-site rental management for one-month minimum rentals, this property is perfect for luxurious living and smart investment. Make this waterfront oasis your home where warm hospitality and serenity await.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-966-8000)
Listing Agent: Melanie Albaric (941-233-0957)
5295 ASHTON PINES LN, SARASOTA, FL 34231
$445,000145 Days on yellowkey MLS ID: A4678123
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1495 Built: 1987 Tax: $4,212 (2025)Community: Ashton PinesSingle Family
Taxes:$4,212
Remarks: Welcome to Ashton Pines, a community of 11 homes conveniently located to everything Sarasota has to offer. The updates in this home are dramatic featuring an open floor plan with volume ceilings in the great room. The expansive kitchen has upgraded cabinets & appliances with marble(yes, MARBLE) counter tops. There is a spacious breakfast area. The expansive primary bedroom has volume ceilings and a large half round window for amazing natural light. In addition to a 7 x 5 walk in closet, there is an upgraded private bath. The oversize shower stall has 2 shower heads, one a rain shower. There is a private courtyard with a sliding glass door that brightens the whole room. The split plan has two bedrooms on the north side of the home along with the main bath. The kitchen, living room, & primary bedroom all have sliders to access the screened lanai and rear yard. The laundry room offers additional storage and access to the 2 car garage. The access to Siesta Beach(2 miles), I75(5 miles),and any shopping or restaurants on Clark Road & Tamiami Trail is available with a quick drive. This is a great location for a primary home, secondary home, or an investment property.
Listing Agent: Larry Brzostek (941-993-3125)
1404 KENILWORTH ST, SARASOTA, FL 34231
$5,200,000153 Days on yellowkey MLS ID: A4672697
REDUCED by $450,000 (8.0%) on 04/06/2026
Bed: 4 Bath: 4.5 Gar: 4 Liv Area Sq Ft: 5428 Built: 2007Monthly Fee: $333 Tax: $52,740 (2024)Community: Oyster Bay LandingsSpa: YesSingle Family
Taxes:$52,740
Remarks: Privately positioned in gated Oyster Bay Landings with water views stretching down a short canal to Sarasota Bay, this stunning iconic masterpiece from world-renowned architect Guy Peterson is a breathtaking example of the Sarasota School of Architecture’s style and vision. A comfortable modernistic ambiance flows freely throughout the 5,428 sq. ft. of open living where walls of glass capture spectacular displays of the cerulean blue water and evening skies of fiery beauty. No detail has been overlooked. No expense has been spared. Architecturally striking, this 4-bedroom, 4.5-bath waterfront residence is the ultimate indulgence offering rarity, cachet and grandeur. Dock with 2 lifts is conveniently situated on a waterway unencumbered by any bridge. Floor to ceiling windows frame expansive vistas and abundant natural light complements the thoughtfully-appointed and expertly-planned space. Over 4,000 square feet of outdoor area is inviting and festive, and presents unique vantage points to deliver an exhilarating experience. Expansive terraces promote seamless indoor-outdoor living. Covered entertaining is abundant among the verdant tropical gardens and immaculately manicured grounds. Resort-style amenities including an elevator, courtyard with fire pit and heated pool/spa, and breathtaking reflecting pool with fountain. The stunning kitchen is a culinary delight and complemented by an extravagant amenities package of top-tier appliances, island with seating for 6, 20-ft. long counter for 2 desk workstations, side-by-side but separate refrigerator and freezer, 2 dishwashers, and deep walk-in pantry. The family room is equipped with built-in entertainment wall and opens to a waterfront patio with outdoor cooking center. The great room has travertine floors and cypress ceiling detail, and the office provides a desk with stone countertops and plenty of solid wood cabinetry. A 400-bottle wine room is the highlight of the gaming area with wet bar, electric shades and unique glass chandelier. On the second level are spa-inspired en-suite bedrooms with custom closet systems and elevated ceilings. A 30-ft. bridge leads to the master wing highlighted by incredible water views, sitting room with morning bar, and home gym/office. The primary bath creates an immersive experience with a 16-ft. long dressing hall with a wall of built-ins and mirrors, large walk-in specialty closet, multi-faceted shower, deep soaker Jacuzzi tub, separate bidet and laundry chute. In addition, there are two laundry areas, an elevator from ground level to the 2nd and 3rd floors, Creston music and lighting system, Generac generator, and 4-car garage. In one of Sarasota’s most coveted locations along the waterfront, this home redefines coastal living is just minutes from beaches, golf, fine dining and downtown Sarasota’s beloved arts and cultural offerings. When scheduling your exclusive tour of this amazing MODERN waterfront estate, make sure to allow plenty of time for exploring its incredible features, both inside and out. It must be seen in person to be fully appreciated. Even the most discerning buyer will fall in love!
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
1516 S ORANGE AVE, SARASOTA, FL 34239
$4,560,000166 Days on yellowkey MLS ID: A4676686
REDUCED by $15,000 (0.3%) on 06/10/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4224 Built: 2026 Tax: $13,597 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$13,597
Remarks: The highly-acclaimed team of professionals at Allegra Homes has yet again created a vision of luxury, elegance and simplistic functionality. A dynamic 4,224 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb appeal and exciting interiors thoughtfully designed for grand-scale living. In addition to 4 bedrooms, there’s also a separate 254 sq. ft. casita ideally suited for in-laws or guests wanting to enjoy the fantastic Florida ambiance just a little longer. The extended foyer and great room feature an amazing 21-ft ceiling and invite you into a fascinating space with see-thru views out to the magnificent outdoors. Step into the heart of the home, where the great room exudes warmth and sophistication. A wood-beamed ceiling adds character and warmth, while clerestory windows flood the space with natural light, creating an inviting and airy ambiance. Triple sliders seamlessly connect the indoors to the covered poolside lanai. In the family room, a stunning stone-faced center wall serves as the focal point, flanked by built-in shelving with elegant lighting. The consummate chef will delight in the variety of accoutrements offered in this delectable space honed to perfection. A large stone-topped island easily seats 5 and the premium appliance package encompasses a 36” Wolf gas induction cooktop, a 42” Sub-Zero fridge, a Wolf oven with matching drop-down microwave, an ASKO dishwasher, a Sub-Zero wine cooler, and adequate counter and storage space including a pantry. Adding stylish flair to the dining room is a built-in buffet with full mirrored wall and wide windows overlooking the tropical pool setting. A separate dry bar with pass-thru is convenient to both the great room and kitchen for ease of serving family and friends. Overlooking the pool is a bonus room with a pool bath and wall of pocketing sliders opening wide to a covered 545 sq. ft. outdoor oasis with tongue-and-groove ceiling, nicely equipped summer kitchen, and abundant room for both dining and lounging. The pavered lanai is enclosed with ClearView screening and includes a 25’x19’ heated pool with 6 stepping pads, spill over spa, sun shelf, LED bubbler, salt conversion generator and Pebble Tec finish. The owner’s wing, with an adjacent study, may become your most prized room of the home with its drop tray ceiling, spacious seating area, soaking tub inside an exquisite large glass shower, separate dual vanities and water closet. An additional bonus room with wet bar, two bedrooms and a bath are located upstairs. Other honorable mentions include a 3-car garage with epoxy floor, tankless gas water heater, 10-ft ceilings, modern staircase with floating steps, recessed lighting, crown molding, brick paver drive and walkway, 8’ interior solid core doors, professionally landscaped, and irrigation system. Poised on over a 1/3 acre lot in prestigious Harbor Acres with a sought-after central location near the arts, entertainment, dining, shopping, beaches, boating, golf and other year-round adventures. For families with elementary school-age children, top-ranked Southside School celebrates 120 years of excellence in academic achievement. This stately new residence has been masterfully crafted inside and out, and will add a sense of pride and joy to an already perfect lifestyle.
1846 LINCOLN DR, SARASOTA, FL 34236
$2,095,000260 Days on yellowkey MLS ID: A4666374
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2618 Built: 1941 Tax: $17,701 (2024)Community: Avondale RepSpa: NoSingle Family
Taxes:$17,701
Remarks: Located in the highly sought-after Avondale neighborhood, this beautiful home has been extensively and tastefully UPDATED while maintaining its timeless charm. The SPLIT FLOOR PLAN includes three oversized ENSUITE BEDROOMS, an additional powder room, and a separate study/den conveniently positioned adjacent to the primary suite. FLOOR -TO-CEILING WINDOWS and an open floor plan allow for abundant natural light and views of the HEATED SALT WATER POOL, travertine deck, and generously sized backyard. Significant renovations in 2022 and 2023 include a new primary suite addition, an EXTENSIVE KITCHEN REMODEL WITH UPDATED PLUMBING AND ELECTRICAL and new flooring throughout. Exterior improvements are equally impressive, featuring IMPACT RATED WINDOWS AND DOORS throughout, enhanced landscaping with drainage systems, irrigation, front yard fencing, and updated lighting. Additional features include a 2-car garage with EPOXY FLOORING, METAL ROOF(2007/2021), and NEWER A/C (2021). The elevation of the house is above the based flood elevation and experienced no flood on the property during the 2024 storm season. Perfectly situated between Southside Village and the vibrant Downtown Sarasota Bayfront, the property is also located within the highly sought-after Southside Elementary School District, making it a premier choice for those seeking convenience, style, and location.
Listing Agent: Fred Sassen (404-408-5956)
5880 MIDNIGHT PASS RD #906, SARASOTA, FL 34242
$1,150,000229 Days on yellowkey MLS ID: A4670194
REDUCED by $45,000 (3.8%) on 04/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1642 Built: 1982 Tax: $7,217 (2024)Community: CasarinaCondo
Taxes:$7,217
Remarks: The least expensive unit in the sought-after Casarina on Siesta Key with another price reduction of $50,000! This Top-floor unit offers stunning views of Siesta Beach and all the comforts of home. The interior has been tastefully updated with modern finishes and stylish decor. The unit is being sold furnished (minus few staging items). The kitchen has newer cabinets and upgraded appliances. Enjoy the spaciousness of the living/dining combination area and be drawn to the expansiveness of the enclosed patio where you can enjoy evening sunsets. The 17-by-12-foot primary bedroom has luxury vinyl flooring and room for a small desk area. The primary bath has new vanities, mirrors and lighting. Casarina has seven acres of newly planted tropical landscaping and 200 feet of private beach. The main lobby has recently been updated. Spend your days swimming in the heated pool, soaking in the spa, playing tennis, pickleball, basketball or simply enjoying the quiet beauty of the #1 Siesta Key Beach. With covered parking, a secure lobby and an on-site manager, everything you need is right here. Enjoy being close to the shops and restaurants of Siesta Village and only minutes from downtown Sarasota’s arts, dining and world-class healthcare. This is your chance to own and live in beautiful Sarasota. Owner has paid all the present assessments for the new upgrades to the property and building.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Robert Sherman (941-313-1301)
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